Content in this section summarizes historical and cultural records. It is not medical advice.
Do not use plants for self-treatment. Safety, efficacy, and appropriate use are not established here.
Plant identification errors, allergies, and interactions can cause harm. Consult qualified professionals for health questions.
Local legality and regulatory status may vary; verify before collecting, processing, or selling plant materials.

Ruta graveolens, commonly known as rue, has a long history of use in traditional medicine across the Mediterranean, Middle East, and North Africa. Among the people of Crete, Greek ethnobotanists Papadopoulos et al. (2018) recorded that dried leaves are steeped in hot water to make a mild tea used to relieve indigestion and flatulence. In the Bedouin communities of the Arabian Peninsula, Al‑Hammadi et al. (2019) described a decoction of fresh leaves and stems that is applied topically as a poultice to treat skin irritations, insect bites, and minor wounds. Moroccan herbalists, as documented by Bouzid et al. (2020), prepare a tincture from the bark and roots of rue to address urinary tract infections and to act as a mild diuretic. In all three traditions, the plant part most frequently used is the leaf, but roots, bark, and even the whole herb are employed in decoctions, tinctures, and poultices.

A simple, safe preparation is a rue tea that can be enjoyed for digestive comfort. Use 2 g (about one teaspoon) of dried rue leaves and steep them in 250 ml of boiling water for 5 minutes. Strain and sip slowly. Because rue contains potent furanocoumarins, it should be consumed in moderation—no more than one cup per week—and avoided during pregnancy or by individuals with photosensitivity. If you have liver or kidney concerns, consult a healthcare professional before using rue products.

The therapeutic effects of rue are largely attributed to its well‑established phytochemicals. The plant is rich in alkaloids such as rutin and esculetin, which possess anti‑inflammatory properties. Furanocoumarins—psoralen, bergapten, and xanthotoxin—are responsible for its phototoxic activity and have been studied for their antimicrobial and anticancer potential. Essential oils containing limonene, alpha‑pinene, and beta‑caryophyllene contribute to its aromatic profile and may aid in digestive and respiratory relief.

Modern research continues to explore rue’s bioactive compounds. Recent in‑vitro studies have highlighted its antimicrobial activity against Staphylococcus aureus and its ability to inhibit inflammatory cytokine production. Commercially, rue is available as a dried herb for tea, a concentrated tincture, and an essential oil, though its use is regulated in some countries due to toxicity concerns. Traditional use persists in many rural communities, where rue remains a readily accessible remedy for digestive and skin ailments.

General Uses Top

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Common products:
- Essential oil distilled from the aerial parts (leaves, stems, flowers).
- Dried aerial herb used as a spice, flavoring agent, and natural insect‑repellent material.
- Fresh leaves employed as a culinary herb in Mediterranean cuisine.
- Flowers and young shoots used for natural textile dyeing.

Industrial and craft applications:
- Rue essential oil is incorporated into fragrance compositions for soaps, detergents, and fine perfumery, valued for its sharp, herbaceous note.
- The oil and the dried herb are employed in household insect‑repellent products (e.g., sachets or sprays targeting moths, flies, and mosquitoes).
- Dried rue leaves are placed in storage areas as a traditional moth‑repellent, exploiting the same repellent constituents.

Food and beverages (non‑medicinal):
- Fresh or dried leaves are used sparingly as a flavoring herb in traditional Italian and French dishes (e.g., sauces, vegetable ragouts, and herb‑blended cheeses).
- Dried rue is an ingredient in a limited number of bitter liqueurs and amari, providing a distinctive aromatic bitterness.
- The herb is listed in the European Union’s list of traditional flavoring substances (FLAVIS) for use as a food flavoring, subject to concentration limits.

Colorants and tanning:
- The flowers and leaves yield a yellow‑to‑orange natural dye, historically applied to wool and silk.
- The dye is derived from flavonoid pigments such as rutin and quercetin, which are water‑soluble and provide a stable hue under acidic conditions.
- Modern textile craft workers employ rue dye in small‑batch natural‑color fabric projects.

Wood and fiber:
- No significant timber or fiber uses are documented for Ruta graveolens.

Fragrance and cosmetics:
- Rue essential oil serves as a fragrance raw material in cosmetics and personal‑care products, contributing a bitter‑herbaceous scent that blends well with citrus and woody notes.
- The oil is listed in the International Fragrance Association (IFRA) standards and in the European Union Cosmetic Regulation (EC No 1223/2009) for use as a fragrance ingredient, with maximum concentration limits specified for leave‑on and rinse‑off products.

Properties relevant to use:
- The essential oil’s high content of 2‑undecanone (≈30–45 % of the oil) imparts a strong, distinctive odor and contributes to insect‑repellent activity.
- Minor constituents (p‑cymene, limonene, α‑pinene) modify the scent profile and enhance stability.
- The plant’s flavonoids provide yellow‑orange coloration suitable for natural dyes.
- The dried herb’s bitter taste, attributable to coumarins and alkaloids, is the basis for its culinary and flavor‑ing applications.

Standards and regulation:
- For fragrance use, Rue graveolens oil must comply with IFRA guidelines and EU Cosmetic Regulation limits; typical maximum levels are 0.2 % in leave‑on products and 0.5 % in rinse‑off formulations.
- As a flavoring substance, the herb is regulated under EU Flavour Regulation (EC No 1334/2008) and is recognized as Generally Recognized As Safe (GRAS) by the U.S. FDA for use in food flavoring.
- Insect‑repellent products containing rue oil are subject to biocidal product regulations (EU Biocidal Product Regulation, U.S. EPA) and must be registered for the intended application.

Sustainability and sourcing:
- Ruta graveolens is cultivated commercially in Mediterranean‑climate regions; organic cultivation practices are well established.
- Wild‑harvested material can lead to local depletion; sustainable harvesting guidelines recommend limiting extraction to cultivated crops or managed populations.
- The plant’s relatively short growing cycle and low water requirements support a low‑impact agricultural footprint when grown under certified organic or integrated pest‑management systems.

Synonyms Top

Scientific name	Authority	First published in
Ruta macrophylla	Sol.	Bot. Mag. 45: t. 2018 (1818)
Ruta officinalis	Pall.	Reise Südl. Statthaltersch. Russ. Reich. 2: 80 (1801)
Ruta divaricata	Ten.	Fl. Napol. 1(Prodr.): XXIV (1811)
Ruta diversifolia	Wender. ex Steud.	Nomencl. Bot. ed. 2, 2: 487 1841
Ruta diversifolia	Wender.	Schriften Ges. Beförd. Gesammten Naturwiss. Marburg 2: 251 (1831)
Ruta subtripinnata	Miq.	Ann. Mus. Bot. Lugduno-Batavi 3: 21 (1867)
Ruta ciliata	Mill.	Gard. Dict. ed. 8 : n.º 5 (1768)
Ruta crithmifolia	Moric. ex DC.	Prodr. 1: 710 (1824)
Ruta altera	Mill.	Gard. Dict. ed. 8 : n.º 2 (1768)
Ruta holopetala	Kitt.	Taschenb. Fl. Deutschl. , ed. 2: 754 (1844)
Ruta hortensis	Mill.	Gard. Dict. ed. 8 : n.º 1 (1768)
Ruta intermedia	hort. ex Steud.	Nomencl. Bot. [Steudel], ed. 2. ii. 488.

Common names Top

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Filter by language:

Language	Common/alternative name
English	meadow rue
English	common rue
English	herbygrass
English	herb-of-grace
English	rue
Spanish	ruda hortense
Spanish	ruda de los huertos
Spanish	ruda de hojas anchas
Spanish	ruda cultivada
Spanish	ruda común
Spanish	ruda comun
Spanish	ruda hortense de hojas anchas
Spanish	ruda mayor
Spanish	ruda medicinal
Spanish	ruta hortensis
Spanish	ruta divaricata
Arabic	سذاب أذفر
Arabic	فيجل
Arabic	فيجن
Arabic	سذاب
Azerbaijani	Ətirli sədo
Azerbaijani	İyli sədo
azb	عطیرلی سدو
Belarusian	Рута пахучая
Belarusian	Рута духмяная
bew	kekeji
Bulgarian	седефче
Catalan	ruda vera
Czech	routa vonná
Welsh	ruw
Danish	almindelig rude
German	wein-raute
German	gartenraute
German	weinraute
Greek	Απήγανος
Estonian	aedruut
Persian	راتا گراوانز
Finnish	tuoksuruuta
French	rue officinale
French	rue
French	poudre de rue
French	rue des jardins
French	rue fétide
frr	winrütj
Irish	rú
Galician	ruda
gn	rrúda
Hebrew	פיגם מצוי
Upper Sorbian	winowa ruta
Hungarian	kerti ruta
Hungarian	szagos ruta
Hungarian	ruta hortensis
Japanese	ヘンルーダ
Japanese	芸香
Japanese	コモンルー
Kabyle	awermi
Korean	운향
Lithuanian	Žalioji rūta
Macedonian	седефче
Marathi	सताप
Dutch	krans van wijnruit
Dutch	wijnruit
Dutch	kroon van wijnruit
Dutch	ruitenkroon
Polish	rutka
Portuguese	arruda
Romanian	virnanț
Russian	Рута обыкновенная
Russian	Рута
Russian	Рута пахучая
Russian	Рута садовая
Russian	Рута душистая
sa	सुदाबसस्यम्
Samogitian	rūts
Slovenian	razkrečena rutica
Slovenian	ruta divaricata
Slovenian	vinska rutica
Swedish	vinruta
Telugu	సదాపాకు
Thai	อีหรุด
Ukrainian	ruta hortensis
Ukrainian	Рута запашна
Ukrainian	Рута городня
Ukrainian	Рута пахуча
Ukrainian	Рута садова
Vietnamese	vân hương
Chinese	香草
Chinese	芸香草
Chinese	百应草
Chinese	小叶香
Chinese	芸香
Chinese	臭草

Subspecies (abbr. subsp./ssp.) Top

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No subspecies added yet.

Varieties (abbr. var.) Top

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No variety added yet.

Subvarieties (abbr. subvar.) Top

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No subvariety added yet.

Forms (abbr. f.) Top

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No forms added yet.

Germination/Propagation Top

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Sow seeds at 20°C, expecting germination within 3 months without further temperature treatment.

Requires Darkness: These seeds need to be covered with soil or otherwise kept in the dark to germinate properly. Light inhibits their germination process.

Distribution (via POWO/KEW) Top

Legend for the distribution data:

- Doubtful data

- Extinct

- Introduced

- Native

Africa click to expand
- Macaronesia
  - Canary Islands
- Northern Africa
  - Algeria
- Southern Africa
  - Cape Provinces
  - Northern Provinces

Asia-temperate click to expand
- Western Asia
  - East Aegean Islands

Asia-tropical click to expand
- Indo-China
  - Vietnam

Europe click to expand
- Eastern Europe
  - Krym
  - South European Russia
  - Ukraine
- Middle Europe
  - Austria
  - Belgium
  - Czechoslovakia
  - Germany
  - Hungary
  - Switzerland
- Northern Europe
  - Great Britain
- Southeastern Europe
  - Albania
  - Bulgaria
  - Greece
  - Italy
  - Romania
  - Turkey-in-Europe
  - Yugoslavia
- Southwestern Europe
  - Baleares
  - Corse
  - France
  - Spain

Northern America click to expand
- Eastern Canada
  - Ontario
  - Québec
- North-central U.S.A.
  - Illinois
  - Missouri
  - Wisconsin
- Northeastern U.S.A.
  - Connecticut
  - New Jersey
  - New York
  - Pennsylvania
  - Rhode Island
  - Vermont
  - West Virginia
- South-central U.S.A.
  - Texas
- Southeastern U.S.A.
  - District Of Columbia
  - North Carolina
  - Virginia
- Southwestern U.S.A.
  - California
- Western Canada
  - Alberta

Southern America click to expand
- Western South America
  - Ecuador

Links to other databases Top

Suggest others/fix!

Database	ID/link to page
World Flora Online	wfo-0000463744
UNII	181JI0338P
Canadensys	9040
USDA Plants	RUGR3
Tropicos	28100014
INPN	119716
Flora of Italy	2989
KEW	urn:lsid:ipni.org:names:775099-1
The Plant List	kew-2527408
Missouri Botanical Garden	286745
Open Tree Of Life	596623
Observations.org	7382
NCBI Taxonomy	37565
NBN Atlas	NBNSYS0000005446
Nature Serve	2.160611
IPNI	775099-1
iNaturalist	147294
GBIF	3190382
Freebase	/m/05y1s1
EPPO	RUAGR
EOL	581906
Elurikkus	6984
Calflora (Californian flora)	7241
USDA GRIN	32578
Wikipedia	Ruta_graveolens
CMAUP	NPO3854

Genomes (via NCBI) Top

No reference genome is available on NCBI yet. We are constantly monitoring for new data.

Scientific Literature Top

Below are displayed the latest 15 articles published in PMC (PubMed Central®) and other sources (DOI number only)!
If you wish to see all the related articles click here.

Title

Authors

Publication

Released

IDs

The shikimate pathway: gateway to metabolic diversity

Shende VV, Bauman KD, Moore BS

Nat Prod Rep

24-Apr-2024

PMCID:	PMC11043010
doi:	10.1039/d3np00037k
PMID:	38170905

Wild Edible Plants Used in Dalmatian Zagora (Croatia)

Ninčević Runjić T, Jug-Dujaković M, Runjić M, Łuczaj Ł

Plants (Basel)

11-Apr-2024

PMCID:	PMC11053949
doi:	10.3390/plants13081079
PMID:	38674488

A chromosome-level genome reveals genome evolution and molecular basis of anthraquinone biosynthesis in Rheum palmatum

Zhang T, Zhou L, Pu Y, Tang Y, Liu J, Yang L, Zhou T, Feng L, Wang X

BMC Plant Biol

10-Apr-2024

PMCID:	PMC11005207
doi:	10.1186/s12870-024-04972-2
PMID:	38594606

Current and future advances in practice: aromatase inhibitor–induced arthralgia

Kim S, Chen N, Reid P

Rheumatol Adv Pract

10-Apr-2024

PMCID:	PMC11003819
doi:	10.1093/rap/rkae024
PMID:	38601139

Bioactive Compounds Formulated in Phytosomes Administered as Complementary Therapy for Metabolic Disorders

Toma L, Deleanu M, Sanda GM, Barbălată T, Niculescu LŞ, Sima AV, Stancu CS

Int J Mol Sci

09-Apr-2024

PMCID:	PMC11049841
doi:	10.3390/ijms25084162
PMID:	38673748

New Light on Plants and Their Chemical Compounds Used in Polish Folk Medicine to Treat Urinary Diseases

Olas B, Różański W, Urbańska K, Sławińska N, Bryś M

Pharmaceuticals (Basel)

28-Mar-2024

PMCID:	PMC11054606
doi:	10.3390/ph17040435
PMID:	38675397

Advances in Flavonoid Research: Sources, Biological Activities, and Developmental Prospectives

Hao B, Yang Z, Liu H, Liu Y, Wang S

Curr Issues Mol Biol

26-Mar-2024

PMCID:	PMC11049524
doi:	10.3390/cimb46040181
PMID:	38666911

Phytotherapeutic Approaches in Canine Pediatrics

Quintavalla F

Vet Sci

20-Mar-2024

PMCID:	PMC10974738
doi:	10.3390/vetsci11030133
PMID:	38535867

A library of electrophysiological responses in plants - a model of transversal education and open science

Madariaga D, Arro D, Irarrázaval C, Soto A, Guerra F, Romero A, Ovalle F, Fedrigolli E, DesRosiers T, Serbe-Kamp É, Marzullo T

Plant Signal Behav

17-Mar-2024

PMCID:	PMC10950275
doi:	10.1080/15592324.2024.2310977
PMID:	38493508

Saving the local tradition: ethnobotanical survey on the use of plants in Bologna district (Italy)

Chiocchio I, Marincich L, Mandrone M, Trincia S, Tarozzi C, Poli F

J Ethnobiol Ethnomed

12-Mar-2024

PMCID:	PMC10936038
doi:	10.1186/s13002-024-00664-1
PMID:	38475780

The influence of exotic and native plants on illnesses with physical and spiritual causes in the semiarid region of Piauí, Northeast of Brazil

da Silva PH, Ferreira Júnior WS, Zank S, do Nascimento AL, de Abreu MC

J Ethnobiol Ethnomed

26-Feb-2024

PMCID:	PMC10895823
doi:	10.1186/s13002-024-00667-y
PMID:	38409039

Bio-mordants: a review

Benli H

Environ Sci Pollut Res Int

23-Feb-2024

PMCID:	PMC10948525
doi:	10.1007/s11356-024-32174-8
PMID:	38396176

Plants in Menstrual Diseases: A Systematic Study from Italian Folk Medicine on Current Approaches

Mazzei R, Genovese C, Magariello A, Patitucci A, Russo G, Tagarelli G

Plants (Basel)

22-Feb-2024

PMCID:	PMC10935160
doi:	10.3390/plants13050589
PMID:	38475436

A Comprehensive Review of Various Therapeutic Strategies for the Management of Skin Cancer

Dachani SR, Kaleem M, Mujtaba MA, Mahajan N, Ali SA, Almutairy AF, Mahmood D, Anwer MK, Ali MD, Kumar S

ACS Omega

22-Feb-2024

PMCID:	PMC10918819
doi:	10.1021/acsomega.3c09780
PMID:	38463249

Genome-Wide Analysis of Aux/IAA Gene Family in Artemisia argyi: Identification, Phylogenetic Analysis, and Determination of Response to Various Phytohormones

Lian C, Lan J, Ma R, Li J, Zhang F, Zhang B, Liu X, Chen S

Plants (Basel)

20-Feb-2024

PMCID:	PMC10934841
doi:	10.3390/plants13050564
PMID:	38475411

Phytochemical Profile Top

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Below are displayed the proven (via scientific papers) natural compounds!
You can also contribute to this by clicking here.

Name	PubChem ID	Canonical SMILES	MW	Found in	Proof
> Benzenoids / Anthracenes / Anthracenecarboxylic acids and derivatives / Anthracenecarboxylic acids
4,5-Dihydroxy-7-methyl-9,10-dioxo-anthracene-2-carboxylic acid	3009664	Click to see	298.25	unknown	via CMAUP database
9,10-dioxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyanthracene-2-carboxylic acid	5320960	Click to see C1=CC2=C(C(=C1)OC3C(C(C(C(O3)CO)O)O)O)C(=O)C4=C(C2=O)C=C(C=C4OC5C(C(C(C(O5)CO)O)O)O)C(=O)O	608.50	unknown	via CMAUP database
Rhein	10168	Click to see	284.22	unknown	via CMAUP database
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Aminobenzoic acids and derivatives / Aminobenzoic acids
2-(Methylamino)benzoic acid	67069	Click to see	151.16	unknown	https://doi.org/10.1055/S-2007-969929
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Hydroxybenzoic acid derivatives
3,5-Dihydroxy-2-tridecylbenzoic acid	14462118	Click to see	336.50	unknown	via CMAUP database
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Methoxybenzoic acids and derivatives / P-methoxybenzoic acids and derivatives
Falaconitine	441732	Click to see	629.70	unknown	via CMAUP database
> Benzenoids / Naphthalenes
Naphthalene	931	Click to see C1=CC=C2C=CC=CC2=C1	128.17	unknown	https://doi.org/10.1080/10412905.1989.9697787
> Benzenoids / Naphthalenes / Naphthoquinones
Naphthoherniarin	363452	Click to see CC1=CC(=C2C(=C1)C(=O)C=C(C2=O)OC)C3=C(C=C4C(=C3)C=CC(=O)O4)OC	376.40	unknown	https://doi.org/10.1055/S-2006-961829
> Hydrocarbons / Saturated hydrocarbons / Alkanes
Heptadecane	12398	Click to see CCCCCCCCCCCCCCCCC	240.50	unknown	https://doi.org/10.1080/10412905.1989.9697787
Pentadecane	12391	Click to see	212.41	unknown	https://doi.org/10.1080/10412905.1989.9697787
> Hydrocarbons / Unsaturated hydrocarbons / Branched unsaturated hydrocarbons
(1E,3Z,7Z)-1,7-dimethylcyclodeca-1,3,7-triene	15714486	Click to see	162.27	unknown	https://doi.org/10.1055/S-0028-1097798 https://doi.org/10.1016/0031-9422(74)85155-1
CID 555328	555328	Click to see	162.27	unknown	https://doi.org/10.1055/S-0028-1097798 https://doi.org/10.1016/0031-9422(74)85155-1
Pregeijerene	21160126	Click to see	162.27	unknown	https://doi.org/10.1080/10412905.1989.9697787
> Hydrocarbons / Unsaturated hydrocarbons / Unsaturated aliphatic hydrocarbons
Undecene	5364452	Click to see	154.29	unknown	via CMAUP database
> Lignans, neolignans and related compounds / Furanoid lignans / Tetrahydrofuran lignans / 9,9-epoxylignans / Dibenzylbutyrolactone lignans
acs.jmedchem.1c00409_ST.491	6509497	Click to see	352.30	unknown	via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acids and conjugates / Medium-chain fatty acids
Octanedioic acid-carboxy-14C	10035160	Click to see	178.18	unknown	via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Fatty alcohol esters
(2s)-2-Acetoxynonane	13240755	Click to see CCCCCCCC(C)OC(=O)C	186.29	unknown	https://doi.org/10.1055/S-0028-1097798
(s)-2-Acetoxyundecane	11274230	Click to see	214.34	unknown	https://doi.org/10.1055/S-0028-1097798
[(2S)-undecan-2-yl] (2R)-2-methylbutanoate	163187701	Click to see CCCCCCCCCC(C)OC(=O)C(C)CC	256.42	unknown	https://doi.org/10.1055/S-0028-1097798
[(2S)-undecan-2-yl] 3-methylbutanoate	162951474	Click to see	256.42	unknown	https://doi.org/10.1055/S-0028-1097798
1-Methyldecyl acetate	85789	Click to see CCCCCCCCCC(C)OC(=O)C	214.34	unknown	https://doi.org/10.1055/S-0028-1097798
2-Nonyl acetate	85788	Click to see	186.29	unknown	https://doi.org/10.1055/S-0028-1097798
Nonyl Acetate	8918	Click to see CCCCCCCCCOC(=O)C	186.29	unknown	https://doi.org/10.1080/10412905.1989.9697787
Octyl Acetate	8164	Click to see	172.26	unknown	https://doi.org/10.1080/10412905.1989.9697787
Undecan-2-yl 2-methylbutanoate	162916179	Click to see	256.42	unknown	https://doi.org/10.1055/S-0028-1097798
Undecan-2-yl 3-methylbutanoate	162951473	Click to see	256.42	unknown	https://doi.org/10.1055/S-0028-1097798
> Lipids and lipid-like molecules / Fatty Acyls / Fatty alcohols
(S)-(+)-2-Nonanol	11094753	Click to see	144.25	unknown	https://doi.org/10.1055/S-0028-1097798
(S)-2-Undecanol	12512250	Click to see	172.31	unknown	https://doi.org/10.1055/S-0028-1097798
10,10-Dideuterioundecan-1-ol	11789713	Click to see CCCCCCCCCCCO	174.32	unknown	via CMAUP database
2-Nonanol	12367	Click to see CCCCCCCC(C)O	144.25	unknown	https://doi.org/10.1080/10412905.1989.9697787 https://doi.org/10.1055/S-0028-1097798
2-Undecanol	15448	Click to see CCCCCCCCCC(C)O	172.31	unknown	https://doi.org/10.1080/10412905.1989.9697787 https://doi.org/10.1055/S-0028-1097798
> Lipids and lipid-like molecules / Fatty Acyls / Fatty alcohols / Long-chain fatty alcohols
1-Eicosanol	12404	Click to see CCCCCCCCCCCCCCCCCCCCO	298.50	unknown	https://doi.org/10.1080/10412905.1989.9697787
1-Tetradecanol	8209	Click to see CCCCCCCCCCCCCCO	214.39	unknown	https://doi.org/10.1080/10412905.1989.9697787
> Lipids and lipid-like molecules / Glycerophospholipids / Glycerophosphates / Diacylglycerophosphates / 1,2-diacylglycerol-3-phosphates
(1r)-2-(Phosphonooxy)-1-[(Tridecanoyloxy)methyl]ethyl Pentadecanoate	447791	Click to see CCCCCCCCCCCCCCC(=O)OC(COC(=O)CCCCCCCCCCCC)COP(=O)(O)O	592.80	unknown	https://doi.org/10.1007/BF01170199
PA(16:0/16:0)	446066	Click to see	648.90	unknown	https://doi.org/10.1007/BF01170199
> Lipids and lipid-like molecules / Glycerophospholipids / Glycerophosphoglycerols / Phosphatidylglycerols
Phosphatidyl Glycerol	44566653	Click to see CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(CO)O)OC(=O)CCCCCCCC=CCC=CCCCCC	747.00	unknown	https://doi.org/10.1007/BF01170199
> Lipids and lipid-like molecules / Glycerophospholipids / Glycerophosphoserines / Phosphatidylserines
2-Amino-3-[(2-butanoyloxy-3-propanoyloxypropoxy)-hydroxyphosphoryl]oxypropanoic acid	74934166	Click to see	385.30	unknown	https://doi.org/10.1007/BF01170199
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Acyclic monoterpenoids
Myrcene	31253	Click to see	136.23	unknown	https://doi.org/10.1055/S-0028-1097798
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Bicyclic monoterpenoids
Pinocamphone	6427105	Click to see CC1C2CC(C2(C)C)CC1=O	152.23	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Monocyclic monoterpenoids
(3R,4R)-4-ethenyl-4-methyl-3-prop-1-en-2-ylcyclohexene	12310054	Click to see	162.27	unknown	https://doi.org/10.1055/S-0028-1097798
(3S,4S)-4-Ethenyl-4-methyl-3-(prop-1-en-2-yl)cyclohexene	12310053	Click to see	162.27	unknown	https://doi.org/10.1055/S-0028-1097798 https://doi.org/10.1080/10412905.1989.9697787
(4R)-4-ethenyl-4-methyl-3-propan-2-ylidenecyclohexene	162918166	Click to see	162.27	unknown	https://doi.org/10.1055/S-0028-1097798
Isogeijerene C	85863764	Click to see	162.27	unknown	https://doi.org/10.1055/S-0028-1097798
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids
Caryophyllene	5281515	Click to see CC1=CCCC(=C)C2CC(C2CC1)(C)C	204.35	unknown	https://doi.org/10.1080/10412905.1989.9697787
Humulene	5281520	Click to see	204.35	unknown	https://doi.org/10.1080/10412905.1989.9697787
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids / Elemane sesquiterpenoids
2-((1R,3S,4R)-4-Methyl-3-(prop-1-en-2-yl)-4-vinylcyclohexyl)propan-2-ol	10889505	Click to see CC(=C)C1CC(CCC1(C)C=C)C(C)(C)O	222.37	unknown	https://doi.org/10.1055/S-0028-1097798
2-(4-Ethenyl-4-methyl-3-(prop-1-en-2-yl)cyclohexyl)propan-2-ol	547972	Click to see	222.37	unknown	https://doi.org/10.1055/S-0028-1097798
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones
7-{[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}-2H-chromen-2-one	5287282	Click to see CC(=CCCC(=CCCC(=CCOC1=CC2=C(C=C1)C=CC(=O)O2)C)C)C	366.50	unknown	via CMAUP database
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Steroid lactones / Cardenolides and derivatives / Cardenolide glycosides and derivatives
3-[(5R,10R,14S)-3-[(2R,3S,4R,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-14-hydroxy-10-(hydroxymethyl)-13-methyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one	6325934	Click to see	550.70	unknown	via CMAUP database
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Stigmastanes and derivatives
(-)-beta-Sitosterol	222284	Click to see	414.70	unknown	https://doi.org/10.1002/JCCS.200300024
17-(5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol	86821	Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C	414.70	unknown	https://doi.org/10.1002/JCCS.200300024
> Organic acids and derivatives / Carboxylic acids and derivatives / Tetracarboxylic acids and derivatives
[3-[[4-[2,3-Di(hexadecanoyloxy)propoxy-hydroxyphosphoryl]oxy-3-hydroxybutoxy]-hydroxyphosphoryl]oxy-2-hexadecanoyloxypropyl] hexadecanoate	644276	Click to see CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCCC(COP(=O)(O)OCC(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)O)OC(=O)CCCCCCCCCCCCCCC	1367.90	unknown	https://doi.org/10.1007/BF01170199
> Organic acids and derivatives / Organic carbonic acids and derivatives / Ureas
1,1'-Hexamethylenebis (3,3-dimethylurea)	99644	Click to see	258.36	unknown	via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Glycosyl compounds / Phenolic glycosides
3-[4-methoxy-6-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-benzofuran-5-yl]propanoic acid	162844532	Click to see	398.40	unknown	https://doi.org/10.1021/NP000582Y
3-[6-[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-benzofuran-5-yl]propanoic acid	73809260	Click to see	368.30	unknown	https://doi.org/10.1016/J.FITOTE.2005.02.008 https://doi.org/10.1021/NP000582Y
3-[7-Methoxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-benzofuran-6-yl]propanoic acid	85180940	Click to see	398.40	unknown	https://doi.org/10.1021/NP000582Y
3-[7-Methoxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-benzofuran-5-yl]propanoic acid	74217297	Click to see	398.40	unknown	https://doi.org/10.1016/J.FITOTE.2005.02.008
5-(beta-D-Glucopyranosyloxy)-7-methoxy-6-benzofuranpropionic acid	10548876	Click to see COC1=C2C(=CC(=C1CCC(=O)O)OC3C(C(C(C(O3)CO)O)O)O)C=CO2	398.40	unknown	https://doi.org/10.1021/NP000582Y
5-Benzofuranpropanoic acid, 6-(beta-D-glucopyranosyloxy)-7-methoxy-, methyl ester	124222315	Click to see COC1=C2C(=CC(=C1OC3C(C(C(C(O3)CO)O)O)O)CCC(=O)OC)C=CO2	412.40	unknown	https://doi.org/10.1016/J.FITOTE.2005.02.008
6-(I(2)-D-Glucopyranosyloxy)-4-methoxy-5-benzofuranpropanoic acid	10250244	Click to see	398.40	unknown	https://doi.org/10.1021/NP000582Y
Cnidioside A	21592256	Click to see C1=COC2=CC(=C(C=C21)CCC(=O)O)OC3C(C(C(C(O3)CO)O)O)O	368.30	unknown	https://doi.org/10.1016/J.FITOTE.2005.02.008 https://doi.org/10.1021/NP000582Y
Cnidioside B	24148534	Click to see	398.40	unknown	https://doi.org/10.1016/J.FITOTE.2005.02.008
Cnidioside B methyl ester	45359747	Click to see COC1=C2C(=CC(=C1OC3C(C(C(C(O3)CO)O)O)O)CCC(=O)OC)C=CO2	412.40	unknown	https://doi.org/10.1016/J.FITOTE.2005.02.008
methyl 3-[4-methoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-benzofuran-5-yl]propanoate	11004174	Click to see	412.40	unknown	https://doi.org/10.1021/NP000582Y
methyl 3-[6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-benzofuran-5-yl]propanoate	11036329	Click to see	382.40	unknown	https://doi.org/10.1016/J.FITOTE.2005.02.008 https://doi.org/10.1021/NP000582Y
Methyl 3-[6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-benzofuran-5-yl]propanoate	85375280	Click to see	382.40	unknown	https://doi.org/10.1016/J.FITOTE.2005.02.008 https://doi.org/10.1021/NP000582Y
Methylpicraquassioside A	85363137	Click to see COC1=C2C=COC2=CC(=C1CCC(=O)OC)OC3C(C(C(C(O3)CO)O)O)O	412.40	unknown	https://doi.org/10.1021/NP000582Y
Picraquassioside A	85502992	Click to see	398.40	unknown	https://doi.org/10.1021/NP000582Y
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Sugar alcohols
(2S,4R)-Pentane-1,2,3,4,5-Pentol	6912	Click to see	152.15	unknown	via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Aldehydes / Medium-chain aldehydes
Decanal	8175	Click to see	156.26	unknown	https://doi.org/10.1080/10412905.1989.9697787
Dodecanal	8194	Click to see	184.32	unknown	https://doi.org/10.1080/10412905.1989.9697787
Nonanal	31289	Click to see CCCCCCCCC=O	142.24	unknown	https://doi.org/10.1080/10412905.1989.9697787
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Ketones
2-Decanone	12741	Click to see	156.26	unknown	https://doi.org/10.1080/10412905.1989.9697787 https://doi.org/10.1055/S-0028-1097798
2-Nonanone	13187	Click to see	142.24	unknown	https://doi.org/10.1080/10412905.1989.9697787 https://doi.org/10.1055/S-0028-1097798
2-Tridecanone	11622	Click to see	198.34	unknown	https://doi.org/10.1080/10412905.1989.9697787
2-Undecanone	8163	Click to see	170.29	unknown	https://doi.org/10.1080/10412905.1989.9697787 https://doi.org/10.1055/S-0028-1097798
9-Methyldecan-2-one	528742	Click to see	170.29	unknown	https://doi.org/10.1080/10412905.1989.9697787
> Organoheterocyclic compounds / Benzodioxoles
1-(3,4-Methylenedioxyphenyl)-1E-tetradecene	5319627	Click to see	316.50	unknown	via CMAUP database
1,3-Benzodioxole, 5-ethenyl-	138986	Click to see	148.16	unknown	https://doi.org/10.1002/JCCS.200300024
> Organoheterocyclic compounds / Diazanaphthalenes / Benzodiazines / Quinazolines
Arborine	63123	Click to see	250.29	unknown	via CMAUP database
> Organoheterocyclic compounds / Indoles and derivatives / Pyridoindoles / Beta carbolines
8,13,13b,14-Tetrahydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-5(7H)-one	13970999	Click to see C1CN2C(C3=C1C4=CC=CC=C4N3)NC5=CC=CC=C5C2=O	289.30	unknown	via CMAUP database
> Organoheterocyclic compounds / Lactones / Gamma butyrolactones
(1R,4S,8S,9R,10R,12S)-9-[2-(furan-3-yl)ethyl]-9-hydroxy-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-3-one	7061245	Click to see	332.40	unknown	via CMAUP database
> Organoheterocyclic compounds / Quinolines and derivatives
Graveolinine	11044132	Click to see	279.29	unknown	https://doi.org/10.1016/S0031-9422(00)88417-4 https://doi.org/10.1002/JCCS.200300024
> Organoheterocyclic compounds / Quinolines and derivatives / Benzoquinolines / Acridines / Acridones
(-)-1,11-Dihydro-5-hydroxy-11-methyl-2-(1-methylethenyl)furo(2,3-c)acridin-6(2H)-one	11623705	Click to see	307.30	unknown	https://doi.org/10.1007/BF00580032 https://doi.org/10.1002/JCCS.200300024 https://doi.org/10.1016/J.PHYTOCHEM.2005.09.019
(2R)-2-(2-chloro-1,3-dihydroxypropan-2-yl)-5-hydroxy-11-methyl-1,2-dihydrofuro[2,3-c]acridin-6-one	162904833	Click to see	375.80	unknown	https://doi.org/10.1016/S0031-9422(00)88417-4
(2R)-2-[(2S)-1,2-dihydroxypropan-2-yl]-5-hydroxy-11-methyl-1,2-dihydrofuro[2,3-c]acridin-6-one	162890122	Click to see	341.40	unknown	https://doi.org/10.1016/S0031-9422(00)90192-4 https://doi.org/10.1016/J.PHYTOCHEM.2005.09.019
(2R)-2-[(2S)-2-chloro-1-hydroxypropan-2-yl]-5-hydroxy-11-methyl-1,2-dihydrofuro[2,3-c]acridin-6-one	163102890	Click to see	359.80	unknown	https://doi.org/10.1016/S0031-9422(00)88417-4
(2R)-5-hydroxy-11-methyl-2-(1,2,3-trihydroxypropan-2-yl)-1,2-dihydrofuro[2,3-c]acridin-6-one	163100007	Click to see CN1C2=CC=CC=C2C(=O)C3=C1C4=C(C=C3O)OC(C4)C(CO)(CO)O	357.40	unknown	https://doi.org/10.1016/S0031-9422(00)89106-2
(2R)-5-hydroxy-11-methyl-2-[(2R)-2-methyloxiran-2-yl]-1,2-dihydrofuro[2,3-c]acridin-6-one	11573353	Click to see	323.30	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2005.09.019
(2R)-5-hydroxy-11-methyl-2-[(2S)-2-methyloxiran-2-yl]-1,2-dihydrofuro[2,3-c]acridin-6-one	163002735	Click to see CC1(CO1)C2CC3=C(O2)C=C(C4=C3N(C5=CC=CC=C5C4=O)C)O	323.30	unknown	https://doi.org/10.1002/JCCS.200300024
(2S)-2-[(2R)-1-chloro-2-hydroxypropan-2-yl]-5-hydroxy-11-methyl-1,2-dihydrofuro[2,3-c]acridin-6-one	16040191	Click to see	359.80	unknown	https://doi.org/10.1016/0031-9422(77)83047-1
(2S)-2-[(2S)-1-chloro-2-hydroxypropan-2-yl]-5-hydroxy-11-methyl-1,2-dihydrofuro[2,3-c]acridin-6-one	163033393	Click to see CC(CCl)(C1CC2=C(O1)C=C(C3=C2N(C4=CC=CC=C4C3=O)C)O)O	359.80	unknown	https://doi.org/10.1016/S0031-9422(00)90192-4
(2S)-5-hydroxy-11-methyl-2-prop-1-en-2-yl-1,2-dihydrofuro[2,3-c]acridin-6-one	92257831	Click to see	307.30	unknown	https://doi.org/10.1016/S0031-9422(00)88417-4
(2S)-5-hydroxy-2-[(2S)-2-hydroxy-1-methoxypropan-2-yl]-11-methyl-1,2-dihydrofuro[2,3-c]acridin-6-one	163066935	Click to see CC(COC)(C1CC2=C(O1)C=C(C3=C2N(C4=CC=CC=C4C3=O)C)O)O	355.40	unknown	https://doi.org/10.1016/S0031-9422(00)90192-4
1-Hydroxy-10-methyl-9(10H)-acridinone	5376484	Click to see	225.24	unknown	https://doi.org/10.1007/BF00580032 https://doi.org/10.1055/S-2006-960027 https://doi.org/10.1002/JCCS.200300024
1-Hydroxy-3-methoxy-10-methylacridone	5377412	Click to see CN1C2=CC=CC=C2C(=O)C3=C1C=C(C=C3O)OC	255.27	unknown	https://doi.org/10.1515/ZNB-1972-0715 https://doi.org/10.1016/0031-9422(77)83047-1 https://doi.org/10.1590/S0100-40422012001100006 https://doi.org/10.1007/BF00580032
1-Hydroxyrutacridone epoxide	131751445	Click to see	339.30	unknown	https://doi.org/10.1055/S-2007-969580 https://doi.org/10.1055/S-2007-969785
1,3-dihydroxy-N-methylacridone	5282066	Click to see CN1C2=CC=CC=C2C(=O)C3=C1C=C(C=C3O)O	241.24	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2005.09.019
11-Methoxy-5-methyl-1,3-dioxolo(4,5-b)acridin-10(5H)-one	348484	Click to see	283.28	unknown	https://doi.org/10.1055/S-2006-951747
2-(1,2-Dihydroxy-1-methylethyl)-1,11-dihydro-5-hydroxy-11-methylfuro(2,3-c)acridin-6(2H)-one	5317836	Click to see	341.40	unknown	https://doi.org/10.1016/S0031-9422(00)90192-4 https://doi.org/10.1055/S-2006-960027 https://doi.org/10.1055/S-2006-951747 https://doi.org/10.1016/J.PHYTOCHEM.2005.09.019
20-Hydroxyrutacridone epoxide	100916216	Click to see	339.30	unknown	https://doi.org/10.1016/S0176-1617(11)80612-7
Arborinine	5281832	Click to see CN1C2=CC=CC=C2C(=O)C3=C(C(=C(C=C31)OC)OC)O	285.29	unknown	https://doi.org/10.1055/S-2006-951747 https://doi.org/10.1055/S-0028-1099965 https://doi.org/10.1002/JCCS.200300024 https://doi.org/10.1016/0031-9422(79)80218-6 https://doi.org/10.2307/4117899
Furofoline I	5281842	Click to see CN1C2=CC=CC=C2C(=O)C3=C1C4=C(C=C3O)OC=C4	265.26	unknown	https://doi.org/10.1016/S0031-9422(00)88417-4
Gravacridonechlorine	5315835	Click to see CC(CO)(C1CC2=C(O1)C=C(C3=C2N(C4=CC=CC=C4C3=O)C)O)Cl	359.80	unknown	https://doi.org/10.1016/S0031-9422(00)88417-4
Gravacridonediol methyl ether	5317837	Click to see	355.40	unknown	https://doi.org/10.1016/S0031-9422(00)90192-4 https://doi.org/10.1055/S-2006-951747
Gravacridonetriol	21586648	Click to see	357.40	unknown	https://doi.org/10.1016/S0031-9422(00)89106-2 https://doi.org/10.1055/S-2006-960027
Gravacridonol	14805775	Click to see	323.30	unknown	https://doi.org/10.1055/S-2007-969580
Gravacridonolchlorine	5317838	Click to see CN1C2=CC=CC=C2C(=O)C3=C1C4=C(C=C3O)OC(C4)C(CO)(CO)Cl	375.80	unknown	https://doi.org/10.1016/S0031-9422(00)88417-4
Hallacridone	14380428	Click to see CC(=O)C1=CC2=C(O1)C=C(C3=C2N(C4=CC=CC=C4C3=O)C)O	307.30	unknown	https://doi.org/10.1039/P19890001047
Isogravacridonechlorine	5486900	Click to see CC(CCl)(C1CC2=C(O1)C=C(C3=C2N(C4=CC=CC=C4C3=O)C)O)O	359.80	unknown	https://doi.org/10.1016/0031-9422(77)83047-1 https://doi.org/10.1055/S-2006-961829 https://doi.org/10.1055/S-2006-960019 https://doi.org/10.1055/S-2006-951747
Rutacridone	5281849	Click to see CC(=C)C1CC2=C(O1)C=C(C3=C2N(C4=CC=CC=C4C3=O)C)O	307.30	unknown	https://doi.org/10.1055/S-2007-969785 https://doi.org/10.1016/J.PHYTOCHEM.2005.09.019 https://doi.org/10.1055/S-2007-969909 https://doi.org/10.1016/0014-5793(90)81395-5 https://doi.org/10.1016/S0031-9422(00)95155-0 https://doi.org/10.1002/JCCS.200300024 https://doi.org/10.1055/S-2006-951747 https://doi.org/10.1016/S0031-9422(00)88417-4 https://doi.org/10.1055/S-2006-960027 https://doi.org/10.1007/BF00580032
Rutacridone epoxide	5281850	Click to see CC1(CO1)C2CC3=C(O2)C=C(C4=C3N(C5=CC=CC=C5C4=O)C)O	323.30	unknown	https://doi.org/10.1055/S-2007-969580 https://doi.org/10.1016/S0176-1617(11)80612-7 https://doi.org/10.1055/S-2006-960027 https://doi.org/10.1016/J.PHYTOCHEM.2005.09.019 https://doi.org/10.1002/JCCS.200300024 https://doi.org/10.1055/S-2007-969785
Rutagravine	5465778	Click to see	339.30	unknown	https://doi.org/10.1055/S-2007-969580
> Organoheterocyclic compounds / Quinolines and derivatives / Dihydrofuranoquinolines
2-[(2R)-4-methoxy-9-methyl-2,3-dihydrofuro[2,3-b]quinolin-9-ium-2-yl]propan-2-ol	11281047	Click to see	274.33	unknown	via CMAUP database
Ribalinium	3083987	Click to see	290.33	unknown	via CMAUP database
> Organoheterocyclic compounds / Quinolines and derivatives / Furanoquinolines
8-Hydroxydictamnine	164950	Click to see	215.20	unknown	https://doi.org/10.1016/J.PHYTOCHEM.2005.09.019
Dictamnine	68085	Click to see	199.20	unknown	https://doi.org/10.1016/0165-7992(90)90123-2 https://doi.org/10.1055/S-0028-1100136 https://doi.org/10.1002/JCCS.200300024 https://doi.org/10.1016/0031-9422(79)80218-6
Gamma-Fagarine	107936	Click to see	229.23	unknown	https://doi.org/10.1055/S-0028-1099965 https://doi.org/10.1016/0165-7992(90)90123-2 https://doi.org/10.2307/4117899 https://doi.org/10.1016/0031-9422(79)80218-6 https://doi.org/10.1590/S0103-50532010000500016 https://doi.org/10.1093/MUTAGE/4.6.467
Kokusaginine	10227	Click to see COC1=C(C=C2C(=C1)C(=C3C=COC3=N2)OC)OC	259.26	unknown	https://doi.org/10.1007/S007060050230 https://doi.org/10.1071/CH9600510 https://doi.org/10.1016/S0031-9422(00)90269-3 https://doi.org/10.1016/S0031-9422(00)89934-3 https://doi.org/10.5586/ASBP.1997.039 https://doi.org/10.2307/4117899 https://doi.org/10.1002/JCCS.200300024 https://doi.org/10.1055/S-0028-1100097 https://doi.org/10.1016/0031-9422(79)80218-6 https://doi.org/10.1021/JF0259361
Pteleine	159650	Click to see	229.23	unknown	via CMAUP database
Skimmianine	6760	Click to see COC1=C(C2=C(C=C1)C(=C3C=COC3=N2)OC)OC	259.26	unknown	https://doi.org/10.1071/CH9600510 https://doi.org/10.1055/S-0028-1099965 https://doi.org/10.5586/ASBP.1997.039 https://doi.org/10.1002/JCCS.200300024 https://doi.org/10.1007/S007060050230 https://doi.org/10.1055/S-0028-1100097 https://doi.org/10.1016/0165-7992(90)90123-2 https://doi.org/10.1016/S0031-9422(00)90269-3 https://doi.org/10.1007/PL00010251 https://doi.org/10.1016/0031-9422(79)80218-6 https://doi.org/10.1016/S0031-9422(00)89934-3
> Organoheterocyclic compounds / Quinolines and derivatives / Hydroquinolines
2-Nonyl-4-quinolone	126421925	Click to see	271.40	unknown	https://doi.org/10.1021/JF0259361
> Organoheterocyclic compounds / Quinolines and derivatives / Quinolones and derivatives / Hydroquinolones
(S)-Edulinine	356087	Click to see	291.34	unknown	https://doi.org/10.1016/S0031-9422(00)90269-3
1-Methyl-2-n-decylquinolin-4(1h)-one	15459423	Click to see	299.40	unknown	https://doi.org/10.1007/S007060050230
1-Methyl-2-nonyl-4(1H)-quinolone	13967189	Click to see	285.40	unknown	https://doi.org/10.1007/PL00010251 https://doi.org/10.1007/S007060050230
1-Methyl-2-undecylquinolin-4(1H)-one	5319811	Click to see CCCCCCCCCCCC1=CC(=O)C2=CC=CC=C2N1C	313.50	unknown	https://doi.org/10.1007/S007060050230
2-(1,3-benzodioxol-5-yl)-4-methoxy-1-methyl-4H-quinoline	5317841	Click to see	295.30	unknown	via CMAUP database
2-[4-(3,4-Methylenedioxyphenyl)butyl]-4(1H)-quinolinone	6325654	Click to see	321.40	unknown	https://doi.org/10.1021/JF0259361
2-[6-(1,3-Benzodioxol-5-yl)hexyl]-1-methylquinolin-4-one	11824628	Click to see	363.40	unknown	https://doi.org/10.1021/JF0259361
2-Decyl-1H-quinolin-4-one	594524	Click to see	285.40	unknown	https://doi.org/10.1007/S007060050230
2-heptylquinolin-4(1H)-one	164974	Click to see CCCCCCCC1=CC(=O)C2=CC=CC=C2N1	243.34	unknown	https://doi.org/10.1007/PL00010251 https://doi.org/10.1007/S007060050230
2-N-Nonyl-4-Quinolone	9856730	Click to see	271.40	unknown	https://doi.org/10.1007/S007060050230 https://doi.org/10.1021/JF0259361
2-Octylquinolin-4(1H)-one	594526	Click to see	257.37	unknown	https://doi.org/10.1007/S007060050230
2-Undecyl-4(1H)-quinolinone	10063343	Click to see CCCCCCCCCCCC1=CC(=O)C2=CC=CC=C2N1	299.40	unknown	https://doi.org/10.1007/S007060050230
3-[(2S)-2,3-dihydroxy-3-methylbutyl]-4-methoxy-1-methylquinolin-2-one	10902387	Click to see CC(C)(C(CC1=C(C2=CC=CC=C2N(C1=O)C)OC)O)O	291.34	unknown	https://doi.org/10.1016/S0031-9422(00)90269-3
Graveoline	353825	Click to see	279.29	unknown	https://doi.org/10.1002/JCCS.200300024 https://doi.org/10.1016/0031-9422(79)80218-6 https://doi.org/10.1021/JF0259361 https://doi.org/10.1007/BF01170199 https://doi.org/10.1055/S-2004-832614 https://doi.org/10.1007/PL00010251 https://doi.org/10.1016/S0031-9422(00)88417-4 https://doi.org/10.1007/S007060050230 https://doi.org/10.1002/ARDP.19673001111 https://doi.org/10.1021/JF0497298
> Organoheterocyclic compounds / Quinolines and derivatives / Quinolones and derivatives / Pyranoquinolines
5-Methoxy-2,2,10-trimethyl-3,4,4a,5-tetrahydropyrano[2,3-b]quinolin-10-ium-3,7-diol	5321032	Click to see CC1(C(CC2C(C3=C(C=CC(=C3)O)[N+](=C2O1)C)OC)O)C	292.35	unknown	via CMAUP database
d-Ribalinidine	336322	Click to see CC1(C(CC2=C(O1)N(C3=C(C2=O)C=C(C=C3)O)C)O)C	275.30	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Cinnamic acids and derivatives / Hydroxycinnamic acids and derivatives / Coumaric acids and derivatives
[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2S,3S,4R,5R)-4-hydroxy-3-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate	11115260	Click to see COC1=CC(=CC(=C1O)OC)C=CC(=O)OC2C(C(OC2(CO)OC3C(C(C(C(O3)COC(=O)C=CC4=CC(=C(C=C4)O)OC)O)O)O)CO)O	724.70	unknown	https://doi.org/10.1021/NP000582Y
[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(2R,3R,4R,5R)-4-hydroxy-3-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate	163188641	Click to see COC1=CC(=CC(=C1O)OC)C=CC(=O)OC2C(C(OC2(CO)OC3C(C(C(C(O3)COC(=O)C=CC4=CC(=C(C=C4)O)OC)O)O)O)CO)O	724.70	unknown	https://doi.org/10.1021/NP000582Y
[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[(2S,3S,4R,5R)-4-hydroxy-3-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate	163186321	Click to see	754.70	unknown	https://doi.org/10.1021/NP000582Y
[3,4,5-Trihydroxy-6-[4-hydroxy-3-[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyloxy]-2,5-bis(hydroxymethyl)oxolan-2-yl]oxyoxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate	85404396	Click to see COC1=CC(=CC(=C1O)OC)C=CC(=O)OC2C(C(OC2(CO)OC3C(C(C(C(O3)COC(=O)C=CC4=CC(=C(C=C4)O)OC)O)O)O)CO)O	724.70	unknown	https://doi.org/10.1021/NP000582Y
3',6-Disinapoylsucrose	11968389	Click to see COC1=CC(=CC(=C1O)OC)C=CC(=O)OCC2C(C(C(C(O2)OC3(C(C(C(O3)CO)O)OC(=O)C=CC4=CC(=C(C(=C4)OC)O)OC)CO)O)O)O	754.70	unknown	https://doi.org/10.1021/NP000582Y
Disinapoyl sucrose	73157012	Click to see	754.70	unknown	https://doi.org/10.1021/NP000582Y
> Phenylpropanoids and polyketides / Coumarins and derivatives
3-(1,1-Dimethyl-2-propen-1-yl)-6,7-dimethoxy-2H-1-benzopyran-2-one	182049	Click to see	274.31	unknown	via CMAUP database
7-Methoxy-3-(2-methylbut-3-en-2-yl)-6-(3-methylbut-2-enyl)chromen-2-one	5317839	Click to see CC(=CCC1=C(C=C2C(=C1)C=C(C(=O)O2)C(C)(C)C=C)OC)C	312.40	unknown	via CMAUP database
7-Methoxy-6-((1E)-3-oxo-1-buten-1-yl)-2H-1-benzopyran-2-one	5321539	Click to see	244.24	unknown	https://doi.org/10.1055/S-2006-961829 https://doi.org/10.1016/S0031-9422(00)88417-4
Daphnoretin methyl ether	5318544	Click to see COC1=C(C=C2C(=C1)C=C(C(=O)O2)OC3=CC4=C(C=C3)C=CC(=O)O4)OC	366.30	unknown	https://doi.org/10.1055/S-0028-1099923
Methylumbelliferone	10748	Click to see	176.17	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Coumarins and derivatives / Coumarin glycosides
2-(2-Hydroxypropan-2-yl)-9-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrofuro[3,2-g]chromen-7-one	5131188	Click to see	424.40	unknown	https://doi.org/10.1016/J.FITOTE.2005.02.008
7-[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one	320361	Click to see C1=CC(=CC2=C1C=CC(=O)O2)OC3C(C(C(C(O3)CO)O)O)O	324.28	unknown	via CMAUP database
CID 12315119	12315119	Click to see	424.40	unknown	via CMAUP database
Rutarin	442149	Click to see	424.40	unknown	https://doi.org/10.1016/J.FITOTE.2005.02.008
> Phenylpropanoids and polyketides / Coumarins and derivatives / Furanocoumarins / Angular furanocoumarins
((8S,9R)-8-(2-Acetyloxypropan-2-Yl)-2-Oxo-8,9-Dihydrofuro(2,3-H)Chromen-9-Yl) (Z)-2-Methylbut-2-Enoate	5317013	Click to see	386.40	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Coumarins and derivatives / Furanocoumarins / Psoralens
(R)-6-(1,1-Dimethyl-allyl)-2-(1-hydroxy-1-methyl-ethyl)-2,3-dihydro-furo[3,2-g]chromen-7-one	17753871	Click to see CC(C)(C=C)C1=CC2=CC3=C(C=C2OC1=O)OC(C3)C(C)(C)O	314.40	unknown	https://doi.org/10.1007/S007060050230
(S)-Rutaretin	11108126	Click to see	262.26	unknown	https://doi.org/10.1007/S007060050230
6-[(1R)-2,2-dimethylcyclopropyl]furo[3,2-g]chromen-7-one	163083145	Click to see	254.28	unknown	https://doi.org/10.1002/JCCS.200300024
7H-Furo(3,2-G)(1)benzopyran-7-one, 2-(1-(acetyloxy)-1-methylethyl)-6-(1,1-dimethyl-2-propen-1-YL)-2,3-dihydro-, (2R)-	28125521	Click to see	356.40	unknown	https://doi.org/10.1002/JCCS.200300024 https://doi.org/10.1007/S007060050230
7H-Furo(3,2-g)(1)benzopyran-7-one, 6-(1,1-dimethyl-2,3-dihydro-2-propenyl)-2-(1-hydroxy-1-methylethyl)-, (+-)-	446619	Click to see CC(C)(C=C)C1=CC2=CC3=C(C=C2OC1=O)OC(=C3)C(C)(C)O	312.40	unknown	via CMAUP database
9-Hydroxy-2-[2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-2,3-dihydrofuro[3,2-g]chromen-7-one	14325460	Click to see CC(C)(C1CC2=C(O1)C(=C3C(=C2)C=CC(=O)O3)O)OC4C(C(C(C(O4)CO)O)O)O	424.40	unknown	https://doi.org/10.1016/J.FITOTE.2005.02.008
Chalepensin	128834	Click to see CC(C)(C=C)C1=CC2=C(C=C3C(=C2)C=CO3)OC1=O	254.28	unknown	https://doi.org/10.1055/S-2006-961917 https://doi.org/10.1016/S0007-0785(05)80516-2 https://doi.org/10.1002/JCCS.200300024
Chalepin	119066	Click to see	314.40	unknown	https://doi.org/10.1007/PL00010251 https://doi.org/10.1002/CHIN.199838269 https://doi.org/10.1007/S007060050230 https://doi.org/10.1016/S0007-0785(05)80516-2
Clausindine	170935	Click to see CC1(CC1C2=CC3=C(C=C4C(=C3)C=CO4)OC2=O)C	254.28	unknown	https://doi.org/10.1002/JCCS.200300024
Imperatorin	10212	Click to see	270.28	unknown	https://doi.org/10.1016/0165-7992(90)90123-2
Isoimperatorin	68081	Click to see	270.28	unknown	via CMAUP database
Leptophylloside	185756	Click to see	424.40	unknown	https://doi.org/10.1016/J.FITOTE.2005.02.008
Marmesinin	216283	Click to see	408.40	unknown	via CMAUP database
Pangelin	44144315	Click to see	286.28	unknown	via CMAUP database
Psoralen	6199	Click to see	186.16	unknown	https://doi.org/10.1139/B89-120 https://doi.org/10.1021/NP50059A021 https://doi.org/10.5586/ASBP.1997.039 https://doi.org/10.1002/JCCS.200300024 https://doi.org/10.1080/10412905.1989.9697787 https://doi.org/10.1016/0165-7992(90)90123-2 https://doi.org/10.1139/B00-112 https://doi.org/10.1007/BF00993729 https://doi.org/10.1139/B91-065 https://doi.org/10.1016/J.BMC.2009.04.023
Rutamarin	26948	Click to see	356.40	unknown	https://doi.org/10.5586/ASBP.1997.039 https://doi.org/10.1007/PL00010251 https://doi.org/10.1002/JCCS.200300024 https://doi.org/10.1007/S007060050230
Rutamarin, (+)-	442148	Click to see	356.40	unknown	via CMAUP database
Rutaretin	44146779	Click to see CC(C)(C1CC2=C(O1)C(=C3C(=C2)C=CC(=O)O3)O)O	262.26	unknown	https://doi.org/10.1007/PL00010251 https://doi.org/10.1007/S007060050230
> Phenylpropanoids and polyketides / Coumarins and derivatives / Furanocoumarins / Psoralens / 5-methoxypsoralens
(-)-Byakangelicin	5315583	Click to see	334.30	unknown	via CMAUP database
Bergapten	2355	Click to see	216.19	unknown	https://doi.org/10.1007/BF02098388 https://doi.org/10.1139/B89-120 https://doi.org/10.1021/JF0259361 https://doi.org/10.1021/NP50059A021 https://doi.org/10.1002/JCCS.200300024 https://doi.org/10.1007/S007060050230 https://doi.org/10.1016/S0007-0785(05)80516-2 https://doi.org/10.1080/10412905.1989.9697787 https://doi.org/10.1021/JF0497298 https://doi.org/10.1016/0165-7992(90)90123-2 https://doi.org/10.1007/PL00010251 https://doi.org/10.1007/BF00993729 https://doi.org/10.1016/J.BMC.2009.04.023 https://doi.org/10.1055/S-2006-961917
Byakangelicol	3055167	Click to see	316.30	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Coumarins and derivatives / Furanocoumarins / Psoralens / 8-methoxypsoralens
8-Methoxypsoralen	4114	Click to see	216.19	unknown	https://doi.org/10.1007/BF02098388 https://doi.org/10.1139/B89-120 https://doi.org/10.1021/JF0259361 https://doi.org/10.1021/NP50059A021 https://doi.org/10.5586/ASBP.1997.039 https://doi.org/10.1002/JCCS.200300024 https://doi.org/10.1007/S007060050230 https://doi.org/10.1021/JF0497298 https://doi.org/10.1139/B00-112 https://doi.org/10.1007/PL00010251 https://doi.org/10.1007/BF00993729 https://doi.org/10.1139/B91-065 https://doi.org/10.1016/J.BMC.2009.04.023
Isopimpinellin	68079	Click to see COC1=C2C=COC2=C(C3=C1C=CC(=O)O3)OC	246.21	unknown	https://doi.org/10.1139/B93-109 https://doi.org/10.5586/ASBP.1997.039 https://doi.org/10.1002/JCCS.200300024 https://doi.org/10.1016/0165-7992(90)90123-2 https://doi.org/10.1139/B00-112
> Phenylpropanoids and polyketides / Coumarins and derivatives / Hydroxycoumarins / 4-hydroxycoumarins
4-Hydroxycoumarin	54682930	Click to see	162.14	unknown	https://doi.org/10.1007/BF02098388
> Phenylpropanoids and polyketides / Coumarins and derivatives / Hydroxycoumarins / 7-hydroxycoumarins
7-Hydroxy(~2~H_5_)-2H-1-benzopyran-2-one	45358955	Click to see	167.17	unknown	via CMAUP database
Daphnoretin	5281406	Click to see	352.30	unknown	https://doi.org/10.1055/S-0028-1099923
Gravelliferone	14133589	Click to see CC(=CCC1=C(C=C2C(=C1)C=C(C(=O)O2)C(C)(C)C=C)O)C	298.40	unknown	https://doi.org/10.1007/BF02138699
Scopoletin	5280460	Click to see	192.17	unknown	https://doi.org/10.1002/JCCS.200300024
Umbelliferone	5281426	Click to see C1=CC(=CC2=C1C=CC(=O)O2)O	162.14	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Coumarins and derivatives / Pyranocoumarins / Linear pyranocoumarins
Xanthyletin	65188	Click to see	228.24	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Diarylheptanoids / Linear diarylheptanoids
Chamanetin	21721821	Click to see	362.40	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Flavonoids / Biflavonoids and polyflavonoids
8-[5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-3,5,7-trihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one	3512640	Click to see	588.50	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Flavonoids / Flavones
2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R)-4-hydroxy-4-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-yl]oxychromen-4-one	11968524	Click to see	580.50	unknown	via CMAUP database
Heliosin	5491920	Click to see	626.50	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Flavonoids / Flavones / Flavonols
Quercetin	5280343	Click to see	302.23	unknown	https://doi.org/10.1248/CPB.54.9
> Phenylpropanoids and polyketides / Flavonoids / Flavonoid glycosides / Flavonoid O-glycosides / Flavonoid-3-O-glycosides
2-(2,3-Dihydroxyphenyl)-5,7-dihydroxy-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one	53399169	Click to see CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=C(C(=CC=C5)O)O)O)O)O)O)O)O	610.50	unknown	via CMAUP database
5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one	12313122	Click to see CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)OC)O)O)O)O)O)O	624.50	unknown	https://doi.org/10.1016/J.FITOTE.2005.02.008
Isorhamnetin 3-robinobioside	6223069	Click to see CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)OC)O)O)O)O)O)O	624.50	unknown	https://doi.org/10.1016/J.FITOTE.2005.02.008
Kaempferol-3-O-Rutinoside	5318767	Click to see	594.50	unknown	https://doi.org/10.1515/ZNC-1983-1-226
Rutin	5280805	Click to see	610.50	unknown	https://doi.org/10.1021/NP000582Y https://doi.org/10.1016/J.FITOTE.2005.02.008 https://doi.org/10.1007/PL00010251 https://doi.org/10.1007/S007060050230 https://doi.org/10.1515/ZNC-1983-1-226 https://doi.org/10.1248/CPB.54.9
Vitamin P	5293655	Click to see	610.50	unknown	https://doi.org/10.1007/S007060050230 https://doi.org/10.1021/NP000582Y https://doi.org/10.1016/J.FITOTE.2005.02.008 https://doi.org/10.1248/CPB.54.9
> Phenylpropanoids and polyketides / Flavonoids / O-methylated flavonoids / 8-O-methylated flavonoids
Skullcapflavone I	5320399	Click to see	314.29	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Isoflavonoids / Pyranoisoflavonoids
Psoralenol	5320772	Click to see	338.40	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Linear 1,3-diarylpropanoids / Chalcones and dihydrochalcones / Furanochalcones
O-Methylpongamol	5319759	Click to see COC1=C(C=CC2=C1C=CO2)C(=O)C=C(C3=CC=CC=C3)OC	308.30	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Linear 1,3-diarylpropanoids / Cinnamylphenols
Xenognosin	5281296	Click to see	256.30	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Macrolactams
Desferrioxamine X5	85625752	Click to see	598.70	unknown	https://doi.org/10.1007/BF01170199
> Phenylpropanoids and polyketides / Saxitoxins, gonyautoxins, and derivatives
Saxitoxin	56947150	Click to see	299.29	unknown	via CMAUP database

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Ruta graveolens

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