It also increased the number of spermatozoa and the number of spermatozoa with normal morphology.

Montanoa tomentosa is a species of flowering plant in the family Asteraceae native to Mexico and Central America. Commonly known as zoapatle, it has been used in traditional herbal medicine for centuries. It is used to treat sexual dysfunction, induce uterine contractions, and slow postpartum bleeding. In animal studies, it has been found to increase sexual and mounting behavior in male rats, as well as increasing the number of spermatozoa and normal sperm morphology.

Synonyms Top

Scientific name	Authority	First published in
Montanoa tomentosa	DC.	Prodr. [A. P. de Candolle] 5: 564. 1836 [1-10 Oct 1836]
Eriocoma tomentosa	(Cerv.) Kuntze	Revis. Gen. Pl. 1: 336. 1891 [5 Nov 1891]
Montanoa tomentosa var. tomentosa	Cerv.	1825
Montanoa tomentosa var. ternifolia	DC.	Prodr. 5: 565 (1836)
Montanoa tomentosa var. cordifolia	DC.	Prodr. 5: 565 (1836)

Common names Top

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Filter by language:

Language	Common/alternative name
Persian	منتانوا تمنتسا
Japanese	モンタノア・トメントーザ

Subspecies (abbr. subsp./ssp.) Top

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Name	Authority	First published in
Montanoa tomentosa subsp. tomentosa

Varieties (abbr. var.) Top

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Name	Authority	First published in
Montanoa tomentosa var. microcephala	(Sch.Bip.) B.L.Turner	Phytologia 65: 383 (1988)

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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No germination or propagation data was added yet.

Distribution (via POWO/KEW) Top

Legend for the distribution data:

- Doubtful data

- Extinct

- Introduced

- Native

Northern America click to expand
- Mexico
  - Mexico Central
  - Mexico Gulf
  - Mexico Northeast
  - Mexico Northwest
  - Mexico Southeast
  - Mexico Southwest

Southern America click to expand
- Central America
  - Costa Rica
  - El Salvador
  - Guatemala
  - Honduras
  - Nicaragua

Links to other databases Top

Suggest others/fix!

Database	ID/link to page
World Flora Online	wfo-0000015927
UNII	1Y21097U7J
Tropicos	2701058
KEW	urn:lsid:ipni.org:names:164040-2
The Plant List	gcc-115410
Open Tree Of Life	1075868
NCBI Taxonomy	167007
IUCN Red List	168618893
IPNI	164040-2
iNaturalist	154008
GBIF	5406080
Freebase	/m/04063hc
USDA GRIN	24563
Wikipedia	Montanoa_tomentosa

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

Applying quantitative spatial phenotypes analysis to the investigation of peltate glandular trichomes development pattern in Perilla frutescens

Jiang Z, Zhou P, Shao Y, Zhang Q, Yue W, Qu C, Wu Q

Plant Methods

25-Aug-2023

PMCID:	PMC10464211
doi:	10.1186/s13007-023-01072-4
PMID:	37626389

Mexican traditional medicines for women’s reproductive health

Cabada-Aguirre P, López López AM, Mendoza KC, Garay Buenrostro KD, Luna-Vital DA, Mahady GB

Sci Rep

16-Feb-2023

PMCID:	PMC9935858
doi:	10.1038/s41598-023-29921-1
PMID:	36797354

Testing the effectiveness of rbcLa DNA-barcoding for species discrimination in tropical montane cloud forest vascular plants (Oaxaca, Mexico) using BLAST, genetic distance, and tree-based methods

Trujillo-Argueta S, del Castillo RF, Velasco-Murguía A

PeerJ

16-Aug-2022

PMCID:	PMC9390329
doi:	10.7717/peerj.13771
PMID:	35990900

A Complete Review of Mexican Plants with Teratogenic Effects

Chamorro-Cevallos G, Mojica-Villegas MA, García-Martínez Y, Pérez-Gutiérrez S, Madrigal-Santillán E, Vargas-Mendoza N, Morales-González JA, Cristóbal-Luna JM

Plants (Basel)

24-Jun-2022

PMCID:	PMC9268836
doi:	10.3390/plants11131675
PMID:	35807626

How does urbanization affect perceptions and traditional knowledge of medicinal plants?

Arjona-García C, Blancas J, Beltrán-Rodríguez L, López Binnqüist C, Colín Bahena H, Moreno-Calles AI, Sierra-Huelsz JA, López-Medellín X

J Ethnobiol Ethnomed

03-Aug-2021

PMCID:	PMC8330055
doi:	10.1186/s13002-021-00473-w
PMID:	34344391

Antibacterial Activity and Reversal of Multidrug Resistance of Tumor Cells by Essential Oils from Fresh Leaves, Flowers, and Stems of Montanoa quadrangularis Schultz Bipontinus (Asteraceae) Collected in Mérida—Venezuela

Rojas J, Ndong Ntoutoume GM, Martin P, Morillo M

Biomolecules

19-Apr-2021

PMCID:	PMC8074158
doi:	10.3390/biom11040605
PMID:	33921786

Relaxant Effects of the Aqueous Extract of Excoecaria grahamii (Euphorbiaceae) Leaves on Uterine Horn Contractility in Wistar Rats

Dabiré PA, Ouédraogo Y, Somé AA, Sawadogo S, Ouédraogo I, Ilboudo EM, Belemtougri RG

Biomed Res Int

09-Apr-2021

PMCID:	PMC8053055
doi:	10.1155/2021/6618565
PMID:	33928151

Towards Conservation of the Remarkably High Number of Daisy Trees (Asteraceae) in Mexico

Redonda-Martínez R, Pliscoff P, Moreira-Muñoz A, Martínez Salas EM, Samain MS

Plants (Basel)

12-Mar-2021

PMCID:	PMC8000269
doi:	10.3390/plants10030534
PMID:	33809003

Exchange of medicinal plant information in California missions

McBride JR, Cavero RY, Cheshire AL, Calvo MI, McBride DL

J Ethnobiol Ethnomed

15-Jun-2020

PMCID:	PMC7296748
doi:	10.1186/s13002-020-00388-y
PMID:	32539795

Effect of Herbal Medicine on Fertility Potential in Experimental Animals - an Update Review

Alahmadi BA

Mater Sociomed

01-Jun-2020

PMCID:	PMC7428893
doi:	10.5455/msm.2020.32.140-147
PMID:	32843864

An empirical assessment of a single family‐wide hybrid capture locus set at multiple evolutionary timescales in Asteraceae

Jones KE, Fér T, Schmickl RE, Dikow RB, Funk VA, Herrando‐Moraira S, Johnston PR, Kilian N, Siniscalchi CM, Susanna A, Slovák M, Thapa R, Watson LE, Mandel JR

Appl Plant Sci

25-Oct-2019

PMCID:	PMC6814182
doi:	10.1002/aps3.11295
PMID:	31667023

Acute effect of an infusion of Montanoa tomentosa on despair-like behavior and activation of oxytocin hypothalamic cells in Wistar rats

Lagunes-Merino O, Rodríguez-Landa JF, Caba M, Carro-Juárez M, García-Orduña F, Saavedra-Vélez M, Puga-Olguín A, de Jesús Rovirosa-Hernández M

J Tradit Complement Med

30-Jan-2019

PMCID:	PMC6957806
doi:	10.1016/j.jtcme.2019.01.005
PMID:	31956557

The Aqueous Crude Extracts of Montanoa frutescens and Montanoa grandiflora Reduce Immobility Faster Than Fluoxetine Through GABAA Receptors in Rats Forced to Swim

Rodríguez-Landa JF, Cueto-Escobedo J, Flores-Aguilar LÁ, Rosas-Sánchez GU, Rovirosa-Hernández MD, García-Orduña F, Carro-Juárez M

J Evid Based Integr Med

14-Mar-2018

PMCID:	PMC5871057
doi:	10.1177/2515690X18762953
PMID:	29540064

Medicinal Plants from North and Central America and the Caribbean Considered Toxic for Humans: The Other Side of the Coin

Alonso-Castro AJ, Domínguez F, Ruiz-Padilla AJ, Campos-Xolalpa N, Zapata-Morales JR, Carranza-Alvarez C, Maldonado-Miranda JJ

Evid Based Complement Alternat Med

02-Nov-2017

PMCID:	PMC5688365
doi:	10.1155/2017/9439868
PMID:	29234446

Sociocultural and ecological factors influencing management of edible and non-edible plants: the case of Ixcatlán, Mexico

Rangel-Landa S, Casas A, García-Frapolli E, Lira R

J Ethnobiol Ethnomed

30-Oct-2017

PMCID:	PMC5663152
doi:	10.1186/s13002-017-0185-4
PMID:	29084561

Phytochemical Profile Top

Add a new one!

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 / Phenols / Benzenediols / Resorcinols
5-[16-(3,5-Dihydroxyphenyl)hexadeca-7,10-dienyl]benzene-1,3-diol	162906660	Click to see C1=C(C=C(C=C1O)O)CCCCCCC=CCC=CCCCCCC2=CC(=CC(=C2)O)O	438.60	unknown	https://doi.org/10.1016/S0031-9422(00)80714-1
> Benzenoids / Phenols / Methoxyphenols
Eugenol	3314	Click to see COC1=C(C=CC(=C1)CC=C)O	164.20	unknown	https://doi.org/10.1055/S-2006-962781
> Hydrocarbons / Unsaturated hydrocarbons / Branched unsaturated hydrocarbons
Octatriene, dimethyl-	6434062	Click to see CC(C)C=CC=C(C)C=C	136.23	unknown	https://doi.org/10.1055/S-2006-962781
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acid esters
(4,9a-Dihydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3a,4,5,9b-tetrahydroazuleno[4,5-b]furan-5-yl) 2-methylbut-2-enoate	5256796	Click to see CC=C(C)C(=O)OC1C(C2C(C3(C(=CC(=O)C3=C1C)C)O)OC(=O)C2=C)O	374.40	unknown	https://doi.org/10.1016/0031-9422(91)85045-2
(4,9a-Dihydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3a,4,5,9b-tetrahydroazuleno[4,5-b]furan-5-yl) 3-methylbut-2-enoate	71317594	Click to see CC1=CC(=O)C2=C(C(C(C3C(C12O)OC(=O)C3=C)O)OC(=O)C=C(C)C)C	374.40	unknown	https://doi.org/10.1002/JPS.2600770620
[(3aR,4R,5R,9aR,9bS)-4,9a-dihydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3a,4,5,9b-tetrahydroazuleno[4,5-b]furan-5-yl] 3-methylbut-2-enoate	163988	Click to see CC1=CC(=O)C2=C(C(C(C3C(C12O)OC(=O)C3=C)O)OC(=O)C=C(C)C)C	374.40	unknown	https://doi.org/10.1002/JPS.2600770620
Pumilin	6436294	Click to see CC=C(C)C(=O)OC1C(C2C(C3(C(=CC(=O)C3=C1C)C)O)OC(=O)C2=C)O	374.40	unknown	https://doi.org/10.1016/0031-9422(91)85045-2
> Lipids and lipid-like molecules / Prenol lipids / Diterpenoids
(1R,4R,5R,9S,10R,13S)-5,9,13-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-5-carboxylic acid	163187364	Click to see CC12CCC3C4(CCCC(C4CCC3(C1)C=C2)(C)C(=O)O)C	302.50	unknown	https://doi.org/10.1055/S-2006-957976
5,9,13-Trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-5-carboxylic acid	13820232	Click to see CC12CCC3C4(CCCC(C4CCC3(C1)C=C2)(C)C(=O)O)C	302.50	unknown	https://doi.org/10.1055/S-2006-957976
> Lipids and lipid-like molecules / Prenol lipids / Diterpenoids / Isocopalane and spongiane diterpenoids
[(1S,3R,3aR,3bR,5aS,9aS,9bS,11aR)-3-acetyloxy-3b,6,6,9a-tetramethyl-3,3a,4,5,5a,7,8,9,9b,10,11,11a-dodecahydro-1H-naphtho[2,1-e][2]benzofuran-1-yl] acetate	163038510	Click to see CC(=O)OC1C2CCC3C4(CCCC(C4CCC3(C2C(O1)OC(=O)C)C)(C)C)C	406.60	unknown	https://doi.org/10.1016/S0031-9422(00)84511-2
> Lipids and lipid-like molecules / Prenol lipids / Diterpenoids / Kaurane diterpenoids
(1R,4S,5R,9S,10S,13R,15S)-5,9-dimethyl-14-methylidene-15-[(E)-3-phenylprop-2-enoyl]oxytetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid	100913934	Click to see CC12CCCC(C1CCC34C2CCC(C3)C(=C)C4OC(=O)C=CC5=CC=CC=C5)(C)C(=O)O	448.60	unknown	https://doi.org/10.1016/S0031-9422(00)83065-4
(1R,4S,5R,9S,10S,15S)-15-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid	139031795	Click to see CC12CCCC(C1CCC34C2CCC(C3)C(=C)C4O)(C)C(=O)O	318.40	unknown	https://doi.org/10.1055/S-2006-961920 https://doi.org/10.1021/NP50053A049
(1S,4R,5R,9S,10R)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid	137705706	Click to see CC12CCCC(C1CCC34C2CCC(C3)C(=C)C4)(C)C(=O)O	302.50	unknown	https://doi.org/10.1055/S-2006-961920
(1S,4S,5R,9R,10R,13R)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid	13858131	Click to see CC12CCCC(C1CCC34C2CCC(C3)C(=C)C4)(C)C(=O)O	302.50	unknown	https://doi.org/10.1055/S-2006-957976
(1S,4S,5R,9R)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadec-10-ene-5-carboxylic acid	137705080	Click to see CC12CCCC(C1CCC34C2=CCC(C3)C(=C)C4)(C)C(=O)O	300.40	unknown	https://doi.org/10.1016/0378-8741(84)90098-9 https://doi.org/10.1016/S0021-9673(00)96430-6 https://doi.org/10.1055/S-2006-957976 https://doi.org/10.1016/0378-8741(88)90013-X https://doi.org/10.1016/S0031-9422(00)83065-4
(1S,4S,5R,9S,10R)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carbaldehyde	139031094	Click to see CC1(CCCC2(C1CCC34C2CCC(C3)C(=C)C4)C)C=O	286.50	unknown	https://doi.org/10.1016/S0031-9422(00)83065-4
(5R,9S,13S)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid	49775756	Click to see CC12CCCC(C1CCC34C2CCC(C3)C(=C)C4)(C)C(=O)O	302.50	unknown	https://doi.org/10.1016/0010-7824(83)90001-X https://doi.org/10.1016/S0031-9422(00)83065-4 https://doi.org/10.1016/0031-9422(91)85045-2 https://doi.org/10.1016/S0021-9673(00)96430-6 https://doi.org/10.1055/S-2006-957976 https://doi.org/10.1016/S0031-9422(00)83037-X
5,9-Dimethyl-14-methylidene-15-(3-phenylprop-2-enoyloxy)tetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid	75049195	Click to see CC12CCCC(C1CCC34C2CCC(C3)C(=C)C4OC(=O)C=CC5=CC=CC=C5)(C)C(=O)O	448.60	unknown	https://doi.org/10.1016/S0031-9422(00)83065-4
5,9-Dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid	433869	Click to see CC12CCCC(C1CCC34C2CCC(C3)C(=C)C4)(C)C(=O)O	302.50	unknown	https://doi.org/10.1016/S0031-9422(00)83065-4 https://doi.org/10.1055/S-2006-957976
Angeloylgrandifloric acid	6442665	Click to see CC=C(C)C(=O)OC1C(=C)C2CCC3C1(C2)CCC4C3(CCCC4(C)C(=O)O)C	400.50	unknown	https://doi.org/10.1021/NP50053A049 https://doi.org/10.1055/S-2006-961920
CID 161387	161387	Click to see CC12CCCC(C1CCC34C2=CCC(C3)C(=C)C4)(C)C(=O)O	300.40	unknown	https://doi.org/10.1016/0378-8741(84)90098-9 https://doi.org/10.1016/S0021-9673(00)96430-6 https://doi.org/10.1055/S-2006-957976 https://doi.org/10.1016/0378-8741(88)90013-X https://doi.org/10.1016/S0031-9422(00)83065-4
ent-Kaurenal	443466	Click to see CC1(CCCC2(C1CCC34C2CCC(C3)C(=C)C4)C)C=O	286.50	unknown	https://doi.org/10.1016/S0031-9422(00)83065-4
Grandifloric acid	433554	Click to see CC12CCCC(C1CCC34C2CCC(C3)C(=C)C4O)(C)C(=O)O	318.40	unknown	https://doi.org/10.1021/NP50053A049 https://doi.org/10.1055/S-2006-961920
Kaur-16-en-19-al	529648	Click to see CC1(CCCC2(C1CCC34C2CCC(C3)C(=C)C4)C)C=O	286.50	unknown	https://doi.org/10.1016/S0031-9422(00)83065-4
Kaurenoic acid	73062	Click to see CC12CCCC(C1CCC34C2CCC(C3)C(=C)C4)(C)C(=O)O	302.50	unknown	https://doi.org/10.1016/0010-7824(83)90001-X https://doi.org/10.1016/S0031-9422(00)83037-X https://doi.org/10.1016/S0021-9673(00)96430-6 https://doi.org/10.1016/0031-9422(91)85045-2 https://doi.org/10.1021/NP50053A049 https://doi.org/10.1002/JPS.2600770620 https://doi.org/10.1055/S-2006-961920 https://doi.org/10.1016/S0031-9422(00)83065-4
Kaurenoic Acid Methyl Ester	529649	Click to see CC12CCCC(C1CCC34C2CCC(C3)C(=C)C4)(C)C(=O)OC	316.50	unknown	https://doi.org/10.1055/S-2006-961920
> Lipids and lipid-like molecules / Prenol lipids / Diterpenoids / Tigliane and ingenane diterpenoids
[(1R,2R,6S,10R,11R,13S,14R,15R)-13-acetyloxy-8-formyl-1-hydroxy-4,12,12,15-tetramethyl-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] 2-(methylamino)benzoate	162901456	Click to see CC1C(C2(C(C2(C)C)C3C1(C4C=C(C(=O)C4CC(=C3)C=O)C)O)OC(=O)C)OC(=O)C5=CC=CC=C5NC	521.60	unknown	https://doi.org/10.1016/0031-9422(91)85045-2
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Acyclic monoterpenoids
beta-OCIMENE, (3E)-	5281553	Click to see CC(=CCC=C(C)C=C)C	136.23	unknown	https://doi.org/10.1055/S-2006-962781
Linalool, (+/-)-	6549	Click to see CC(=CCCC(C)(C=C)O)C	154.25	unknown	https://doi.org/10.1055/S-2006-962781
Myrcene	31253	Click to see CC(=CCCC(=C)C=C)C	136.23	unknown	https://doi.org/10.1055/S-2006-962781
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Bicyclic monoterpenoids
(1R)-2-methyl-5-propan-2-ylbicyclo[3.1.0]hex-2-ene	6451618	Click to see CC1=CCC2(C1C2)C(C)C	136.23	unknown	https://doi.org/10.1055/S-2006-962781
1,7,7-Trimethylbicyclo[2.2.1]heptan-2-ol	64685	Click to see CC1(C2CCC1(C(C2)O)C)C	154.25	unknown	https://doi.org/10.1055/S-2006-962781
alpha-PINENE	6654	Click to see CC1=CCC2CC1C2(C)C	136.23	unknown	https://doi.org/10.1055/S-2006-962781
beta-Pinene	14896	Click to see CC1(C2CCC(=C)C1C2)C	136.23	unknown	https://doi.org/10.1055/S-2006-962781
Bicyclo[3.1.0]hex-2-ene, 2-methyl-5-(1-methylethyl)-	17868	Click to see CC1=CCC2(C1C2)C(C)C	136.23	unknown	https://doi.org/10.1055/S-2006-962781
Bornyl acetate	6448	Click to see CC(=O)OC1CC2CCC1(C2(C)C)C	196.29	unknown	https://doi.org/10.1055/S-2006-962781
Camphene	6616	Click to see CC1(C2CCC(C2)C1=C)C	136.23	unknown	https://doi.org/10.1055/S-2006-962781
Myrtenol	10582	Click to see CC1(C2CC=C(C1C2)CO)C	152.23	unknown	https://doi.org/10.1055/S-2006-962781
trans-Borneol	44630107	Click to see CC1(C2CCC1(C(C2)O)C)C	154.25	unknown	https://doi.org/10.1055/S-2006-962781
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Menthane monoterpenoids
4-Terpineol, (+/-)-	11230	Click to see CC1=CCC(CC1)(C(C)C)O	154.25	unknown	https://doi.org/10.1055/S-2006-962781
Alpha-Terpineol	17100	Click to see CC1=CCC(CC1)C(C)(C)O	154.25	unknown	https://doi.org/10.1055/S-2006-962781
Limonene, (+/-)-	22311	Click to see CC1=CCC(CC1)C(=C)C	136.23	unknown	https://doi.org/10.1055/S-2006-962781
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Monocyclic monoterpenoids
(6S)-9-[(2S,3R,6E)-3-hydroxy-6-(2-hydroxyethylidene)-2-methyloxepan-2-yl]-2,6-dimethylnon-2-en-5-one	162856477	Click to see CC(CCCC1(C(CCC(=CCO)CO1)O)C)C(=O)CC=C(C)C	338.50	unknown	https://doi.org/10.1016/S0031-9422(00)80714-1 https://doi.org/10.1016/S0031-9422(00)84511-2 https://doi.org/10.1016/S0031-9422(00)83037-X
Zoapatanol	5281402	Click to see CC(CCCC1(C(CCC(=CCO)CO1)O)C)C(=O)CC=C(C)C	338.50	unknown	https://doi.org/10.1016/0010-7824(83)90001-X https://doi.org/10.1016/S0031-9422(00)80714-1 https://doi.org/10.1021/NP50041A004 https://doi.org/10.1021/NP50045A041 https://doi.org/10.1021/JO00346A029 https://doi.org/10.1055/S-2006-961920 https://doi.org/10.1016/S0031-9422(00)83037-X
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids
(1R,2S,7S,8S)-1,3-dimethyl-8-propan-2-yltricyclo[4.4.0.02,7]dec-3-ene	92042749	Click to see CC1=CCC2C3C1C2(CCC3C(C)C)C	204.35	unknown	https://doi.org/10.1055/S-2006-962781
(3R,6S)-9-[(2R,3S,6E)-3-hydroxy-6-(2-hydroxyethylidene)-2-methyloxepan-2-yl]-2,3,6-trimethylnon-1-en-5-one	162860756	Click to see CC(CCCC1(C(CCC(=CCO)CO1)O)C)C(=O)CC(C)C(=C)C	352.50	unknown	https://doi.org/10.1016/S0031-9422(00)84511-2
(3R,6S)-9-[(2S,3R,6E)-3-hydroxy-6-(2-hydroxyethylidene)-2-methyloxepan-2-yl]-2,3,6-trimethylnon-1-en-5-one	162860757	Click to see CC(CCCC1(C(CCC(=CCO)CO1)O)C)C(=O)CC(C)C(=C)C	352.50	unknown	https://doi.org/10.1016/S0031-9422(00)84511-2
(4R)-1-[(2S,3R,6E)-3-hydroxy-6-(2-hydroxyethylidene)-2-methyloxepan-2-yl]-4,8-dimethyl-7-methylidenenonan-5-one	162884397	Click to see CC(C)C(=C)CC(=O)C(C)CCCC1(C(CCC(=CCO)CO1)O)C	352.50	unknown	https://doi.org/10.1016/S0031-9422(00)80714-1 https://doi.org/10.1016/S0031-9422(00)84511-2 https://doi.org/10.1016/S0031-9422(00)83037-X
(4R)-1-[(2S,3S)-3-[(E)-5-hydroxy-3-(hydroxymethyl)pent-3-enyl]-2-methyloxiran-2-yl]-4,8-dimethyl-7-methylidenenonan-5-one	163029609	Click to see CC(C)C(=C)CC(=O)C(C)CCCC1(C(O1)CCC(=CCO)CO)C	352.50	unknown	https://doi.org/10.1016/S0031-9422(00)80714-1
(4S)-1-[(2R,3R)-3-[(E)-5-hydroxy-3-(hydroxymethyl)pent-3-enyl]-2-methyloxiran-2-yl]-4,8-dimethyl-7-methylidenenonan-5-one	163029608	Click to see CC(C)C(=C)CC(=O)C(C)CCCC1(C(O1)CCC(=CCO)CO)C	352.50	unknown	https://doi.org/10.1016/S0031-9422(00)80714-1
(6R)-9-[(2R,3S)-3-[(E)-5-hydroxy-3-(hydroxymethyl)pent-3-enyl]-2-methyloxiran-2-yl]-2,6-dimethylnon-2-en-5-one	163048964	Click to see CC(CCCC1(C(O1)CCC(=CCO)CO)C)C(=O)CC=C(C)C	338.50	unknown	https://doi.org/10.1016/S0031-9422(00)80714-1
(6S)-9-[(2S,3R)-3-[(E)-5-hydroxy-3-(hydroxymethyl)pent-3-enyl]-2-methyloxiran-2-yl]-2,6-dimethylnon-2-en-5-one	163048963	Click to see CC(CCCC1(C(O1)CCC(=CCO)CO)C)C(=O)CC=C(C)C	338.50	unknown	https://doi.org/10.1016/S0031-9422(00)80714-1
(E,6R)-2-hydroxy-9-[(2R,3R)-3-[(E)-5-hydroxy-3-(hydroxymethyl)pent-3-enyl]-2-methyloxiran-2-yl]-2,6-dimethylnon-3-en-5-one	163010814	Click to see CC(CCCC1(C(O1)CCC(=CCO)CO)C)C(=O)C=CC(C)(C)O	354.50	unknown	https://doi.org/10.1016/S0031-9422(00)80714-1
(E,6S)-2-hydroxy-9-[(2S,3R)-3-[(E)-5-hydroxy-3-(hydroxymethyl)pent-3-enyl]-2-methyloxiran-2-yl]-2,6-dimethylnon-3-en-5-one	163010813	Click to see CC(CCCC1(C(O1)CCC(=CCO)CO)C)C(=O)C=CC(C)(C)O	354.50	unknown	https://doi.org/10.1016/S0031-9422(00)80714-1
(E)-2-[2-[(2R,3R)-3-[(3E)-4,8-dimethylnona-3,7-dienyl]-3-methyloxiran-2-yl]ethyl]but-2-ene-1,4-diol	162904615	Click to see CC(=CCCC(=CCCC1(C(O1)CCC(=CCO)CO)C)C)C	322.50	unknown	https://doi.org/10.1016/0031-9422(91)85045-2
[(E)-5-[(2R,3R)-3-[(3E,5R)-5-hydroxy-4,8-dimethylnona-3,7-dienyl]-3-methyloxiran-2-yl]-3-(hydroxymethyl)pent-2-enyl] acetate	163042397	Click to see CC(=CCC(C(=CCCC1(C(O1)CCC(=CCOC(=O)C)CO)C)C)O)C	380.50	unknown	https://doi.org/10.1016/0031-9422(91)85045-2
[5-[3-(5-Hydroxy-4,8-dimethylnona-3,7-dienyl)-3-methyloxiran-2-yl]-3-(hydroxymethyl)pent-2-enyl] acetate	163042396	Click to see CC(=CCC(C(=CCCC1(C(O1)CCC(=CCOC(=O)C)CO)C)C)O)C	380.50	unknown	https://doi.org/10.1016/0031-9422(91)85045-2
1-[3-[5-Hydroxy-3-(hydroxymethyl)pent-3-enyl]-2-methyloxiran-2-yl]-4,8-dimethyl-7-methylidenenonan-5-one	163029607	Click to see CC(C)C(=C)CC(=O)C(C)CCCC1(C(O1)CCC(=CCO)CO)C	352.50	unknown	https://doi.org/10.1016/S0031-9422(00)80714-1
1-[3-Hydroxy-6-(2-hydroxyethylidene)-2-methyloxepan-2-yl]-4,8-dimethyl-7-methylidenenonan-5-one	76503005	Click to see CC(C)C(=C)CC(=O)C(C)CCCC1(C(CCC(=CCO)CO1)O)C	352.50	unknown	https://doi.org/10.1016/S0031-9422(00)80714-1 https://doi.org/10.1016/S0031-9422(00)84511-2 https://doi.org/10.1016/S0031-9422(00)83037-X
2-[2-[3-(4,8-Dimethylnona-3,7-dienyl)-3-methyloxiran-2-yl]ethyl]but-2-ene-1,4-diol	162904614	Click to see CC(=CCCC(=CCCC1(C(O1)CCC(=CCO)CO)C)C)C	322.50	unknown	https://doi.org/10.1016/0031-9422(91)85045-2
2-Hydroxy-9-[3-[5-hydroxy-3-(hydroxymethyl)pent-3-enyl]-2-methyloxiran-2-yl]-2,6-dimethylnon-3-en-5-one	163010812	Click to see CC(CCCC1(C(O1)CCC(=CCO)CO)C)C(=O)C=CC(C)(C)O	354.50	unknown	https://doi.org/10.1016/S0031-9422(00)80714-1
9-[3-[5-Hydroxy-3-(hydroxymethyl)pent-3-enyl]-2-methyloxiran-2-yl]-2,6-dimethylnon-2-en-5-one	163048962	Click to see CC(CCCC1(C(O1)CCC(=CCO)CO)C)C(=O)CC=C(C)C	338.50	unknown	https://doi.org/10.1016/S0031-9422(00)80714-1
9-[3-Hydroxy-6-(2-hydroxyethylidene)-2-methyloxepan-2-yl]-2,3,6-trimethylnon-1-en-5-one	162860755	Click to see CC(CCCC1(C(CCC(=CCO)CO1)O)C)C(=O)CC(C)C(=C)C	352.50	unknown	https://doi.org/10.1016/S0031-9422(00)84511-2
9-[3-Hydroxy-6-(2-hydroxyethylidene)-2-methyloxepan-2-yl]-2,3,6-trimethylnon-3-en-5-one	573913	Click to see CC(C)C(=CC(=O)C(C)CCCC1(C(CCC(=CCO)CO1)O)C)C	352.50	unknown	https://doi.org/10.1016/S0031-9422(00)84511-2 https://doi.org/10.1016/S0031-9422(00)83037-X
beta-Cubebene	93081	Click to see CC1CCC(C2C13C2C(=C)CC3)C(C)C	204.35	unknown	https://doi.org/10.1055/S-2006-962781
Caryophyllene	5281515	Click to see CC1=CCCC(=C)C2CC(C2CC1)(C)C	204.35	unknown	https://doi.org/10.1055/S-2006-962781
Copaene	19725	Click to see CC1=CCC2C3C1C2(CCC3C(C)C)C	204.35	unknown	https://doi.org/10.1055/S-2006-962781
Montanol	11953925	Click to see CC(C)C(=CC(=O)C(C)CCCC1(C(CCC(=CCO)CO1)O)C)C	352.50	unknown	https://doi.org/10.1016/0010-7824(83)90001-X https://doi.org/10.1021/JA00506A057 https://doi.org/10.1016/S0031-9422(00)84511-2 https://doi.org/10.1016/S0031-9422(00)83037-X
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids / Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
(1R,2S,4aR,8aR)-4a,8-dimethyl-2-propan-2-yl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-1-ol	101277350	Click to see CC1=CCCC2(C1C(C(CC2)C(C)C)O)C	222.37	unknown	https://doi.org/10.1016/S0031-9422(00)80714-1 https://doi.org/10.1016/S0031-9422(00)84511-2 https://doi.org/10.1016/S0031-9422(00)83037-X
> Lipids and lipid-like molecules / Prenol lipids / Terpene glycosides / Triterpene glycosides / Triterpene saponins
(2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-2-[[(1S,2R,4S,5R,8R,10S,13S,14R,17S,18R)-2-hydroxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-methyloxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol	101093904	Click to see CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)C)CCC6(C5C=CC78C6(CC(C9(C7CC(CC9)(C)C)CO8)O)C)C)C)C)O)O)CO)O)O)O)O)O	911.10	unknown	https://doi.org/10.1016/S0031-9422(00)80714-1
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones
(11-Hydroxy-4-methyl-8,12-dimethylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradecan-10-yl) 2-methylprop-2-enoate	162849816	Click to see CC(=C)C(=O)OC1CC(=C)CCCC2(C(O2)C3C1(C(=C)C(=O)O3)O)C	348.40	unknown	https://doi.org/10.1016/S0031-9422(00)83110-6
(12-Hydroxy-4,9-dimethyl-13-methylidene-14-oxo-3,8,15-trioxatetracyclo[10.3.0.02,4.07,9]pentadecan-11-yl) 2-methylprop-2-enoate	162957861	Click to see CC(=C)C(=O)OC1CC2(C(O2)CCC3(C(O3)C4C1(C(=C)C(=O)O4)O)C)C	364.40	unknown	https://doi.org/10.1016/S0031-9422(00)83110-6
[(1R,2R,4R,7S,9R,11R,12S)-12-hydroxy-4,9-dimethyl-13-methylidene-14-oxo-3,8,15-trioxatetracyclo[10.3.0.02,4.07,9]pentadecan-11-yl] 2-methylprop-2-enoate	162957862	Click to see CC(=C)C(=O)OC1CC2(C(O2)CCC3(C(O3)C4C1(C(=C)C(=O)O4)O)C)C	364.40	unknown	https://doi.org/10.1016/S0031-9422(00)83110-6
[(1R,2R,4S,10S,11S)-11-hydroxy-4-methyl-8,12-dimethylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradecan-10-yl] 2-methylprop-2-enoate	162849817	Click to see CC(=C)C(=O)OC1CC(=C)CCCC2(C(O2)C3C1(C(=C)C(=O)O3)O)C	348.40	unknown	https://doi.org/10.1016/S0031-9422(00)83110-6
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones / Sesquiterpene lactones / Germacranolides and derivatives
(1,7-Dihydroxy-9,14-dimethyl-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradec-9-en-8-yl) 3-methylbut-2-enoate	53462790	Click to see CC1=C2CC3C(C2(C4C(C(C1OC(=O)C=C(C)C)O)C(=C)C(=O)O4)O)(O3)C	376.40	unknown	https://doi.org/10.1002/JPS.2600770620
(1,7,11-Trihydroxy-9,14-dimethyl-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradec-9-en-8-yl) 2-methylbut-2-enoate	163091036	Click to see CC=C(C)C(=O)OC1C(C2C(C3(C(=C1C)C(C4C3(O4)C)O)O)OC(=O)C2=C)O	392.40	unknown	https://doi.org/10.1016/S0031-9422(00)83037-X
(11-Acetyloxy-7-hydroxy-9,14-dimethyl-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradec-9-en-8-yl) 2-methylbut-2-enoate	162890683	Click to see CC=C(C)C(=O)OC1C(C2C(C3C(=C1C)C(C4C3(O4)C)OC(=O)C)OC(=O)C2=C)O	418.40	unknown	https://doi.org/10.1016/0031-9422(91)85045-2 https://doi.org/10.1016/0031-9422(84)83090-3 https://doi.org/10.1016/S0031-9422(00)83037-X
(11-Hydroxy-4,8-dimethyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-10-yl) 2-methylprop-2-enoate	162894870	Click to see CC1=CCCC2(C(O2)C3C(C(C1)OC(=O)C(=C)C)(C(=C)C(=O)O3)O)C	348.40	unknown	https://doi.org/10.1016/S0031-9422(00)83110-6
(11-Hydroxy-4,8-dimethyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-10-yl) 2-methylpropanoate	162905969	Click to see CC1=CCCC2(C(O2)C3C(C(C1)OC(=O)C(C)C)(C(=C)C(=O)O3)O)C	350.40	unknown	https://doi.org/10.1055/S-2006-959472
(4-Hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-5-yl) 3-methylbut-2-enoate	162877165	Click to see CC1=CC2C(C(C(C(=CCC1)C)OC(=O)C=C(C)C)O)C(=C)C(=O)O2	346.40	unknown	https://doi.org/10.1016/S0031-9422(00)83065-4
(4,8-Dimethyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-10-yl) 2-methylprop-2-enoate	162964535	Click to see CC1=CCCC2(C(O2)C3C(C(C1)OC(=O)C(=C)C)C(=C)C(=O)O3)C	332.40	unknown	https://doi.org/10.1016/S0031-9422(00)83110-6
(4,8-Dimethyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-10-yl) 2-methylpropanoate	162879995	Click to see CC1=CCCC2(C(O2)C3C(C(C1)OC(=O)C(C)C)C(=C)C(=O)O3)C	334.40	unknown	https://doi.org/10.1055/S-2006-959472
(5-Hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl) 3-methylbut-2-enoate	163006429	Click to see CC1=CC2C(C(C(C(=CCC1)C)O)OC(=O)C=C(C)C)C(=C)C(=O)O2	346.40	unknown	https://doi.org/10.1016/S0031-9422(00)83065-4
(5,9-Dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl) 2-(acetyloxymethyl)but-2-enoate	162977540	Click to see CC=C(COC(=O)C)C(=O)OC1C2C(C=C(C(CC=C(C1O)C)O)C)OC(=O)C2=C	420.50	unknown	https://doi.org/10.1055/S-2001-18362
(5,9-Dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl) 2-(acetyloxymethyl)prop-2-enoate	162906283	Click to see CC1=CCC(C(=CC2C(C(C1O)OC(=O)C(=C)COC(=O)C)C(=C)C(=O)O2)C)O	406.40	unknown	https://doi.org/10.1055/S-2001-18362
(5,9-Dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl) 2-methylbut-2-enoate	78410641	Click to see CC=C(C)C(=O)OC1C2C(C=C(C(CC=C(C1O)C)O)C)OC(=O)C2=C	362.40	unknown	https://doi.org/10.1016/0031-9422(82)83039-2 https://doi.org/10.1016/0031-9422(91)85045-2 https://doi.org/10.1016/S0031-9422(00)85034-7 https://doi.org/10.1055/S-2001-18362
(7-Acetyloxy-1-hydroxy-9,14-dimethyl-5-methylidene-4,11-dioxo-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradec-9-en-8-yl) 2-methylbut-2-enoate	162947607	Click to see CC=C(C)C(=O)OC1C(C2C(C3(C(=C1C)C(=O)C4C3(O4)C)O)OC(=O)C2=C)OC(=O)C	432.40	unknown	https://doi.org/10.1016/S0031-9422(00)85034-7
(7-Hydroxy-9,14-dimethyl-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradec-9-en-8-yl) 3-methylbut-2-enoate	78178395	Click to see CC1=C2CC3C(C2C4C(C(C1OC(=O)C=C(C)C)O)C(=C)C(=O)O4)(O3)C	360.40	unknown	https://doi.org/10.1002/JPS.2600770620
(7,11-Diacetyloxy-1-hydroxy-9,14-dimethyl-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradec-9-en-8-yl) 2-methylbut-2-enoate	163017468	Click to see CC=C(C)C(=O)OC1C(C2C(C3(C(=C1C)C(C4C3(O4)C)OC(=O)C)O)OC(=O)C2=C)OC(=O)C	476.50	unknown	https://doi.org/10.1016/S0031-9422(00)85034-7
[(1R,2R,4S,7E,10R,11S)-11-hydroxy-4,8-dimethyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-10-yl] 2-methylprop-2-enoate	162894871	Click to see CC1=CCCC2(C(O2)C3C(C(C1)OC(=O)C(=C)C)(C(=C)C(=O)O3)O)C	348.40	unknown	https://doi.org/10.1016/S0031-9422(00)83110-6
[(1R,2R,4S,7E,10S,11R)-4,8-dimethyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-10-yl] 2-methylprop-2-enoate	162964538	Click to see CC1=CCCC2(C(O2)C3C(C(C1)OC(=O)C(=C)C)C(=C)C(=O)O3)C	332.40	unknown	https://doi.org/10.1016/S0031-9422(00)83110-6
[(1R,2R,4S,7E,10S,11R)-4,8-dimethyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-10-yl] 2-methylpropanoate	162879997	Click to see CC1=CCCC2(C(O2)C3C(C(C1)OC(=O)C(C)C)C(=C)C(=O)O3)C	334.40	unknown	https://doi.org/10.1055/S-2006-959472
[(1R,2R,6R,7R,8R,12R,14R)-1,7-dihydroxy-9,14-dimethyl-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradec-9-en-8-yl] 3-methylbut-2-enoate	162936670	Click to see CC1=C2CC3C(C2(C4C(C(C1OC(=O)C=C(C)C)O)C(=C)C(=O)O4)O)(O3)C	376.40	unknown	https://doi.org/10.1002/JPS.2600770620
[(1R,2S,6R,7R,8R,11R,12R,14R)-11-acetyloxy-1,7-dihydroxy-9,14-dimethyl-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradec-9-en-8-yl] (Z)-2-methylbut-2-enoate	162989113	Click to see CC=C(C)C(=O)OC1C(C2C(C3(C(=C1C)C(C4C3(O4)C)OC(=O)C)O)OC(=O)C2=C)O	434.40	unknown	https://doi.org/10.1016/S0031-9422(00)85034-7
[(1R,2S,6R,7R,8R,11S,12R,14R)-1,7,11-trihydroxy-9,14-dimethyl-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradec-9-en-8-yl] (Z)-2-methylbut-2-enoate	163091037	Click to see CC=C(C)C(=O)OC1C(C2C(C3(C(=C1C)C(C4C3(O4)C)O)O)OC(=O)C2=C)O	392.40	unknown	https://doi.org/10.1016/S0031-9422(00)83037-X
[(1R,2S,6R,7R,8R,11S,12R,14R)-11-acetyloxy-1,7-dihydroxy-9,14-dimethyl-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradec-9-en-8-yl] (Z)-2-methylbut-2-enoate	101293642	Click to see CC=C(C)C(=O)OC1C(C2C(C3(C(=C1C)C(C4C3(O4)C)OC(=O)C)O)OC(=O)C2=C)O	434.40	unknown	https://doi.org/10.1016/0031-9422(91)85045-2 https://doi.org/10.1016/0031-9422(84)83090-3 https://doi.org/10.1016/S0031-9422(00)85034-7 https://doi.org/10.1016/S0031-9422(00)83037-X
[(1R,2S,6R,7R,8R,11S,12R,14R)-7,11-diacetyloxy-1-hydroxy-9,14-dimethyl-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradec-9-en-8-yl] (Z)-2-methylbut-2-enoate	163017469	Click to see CC=C(C)C(=O)OC1C(C2C(C3(C(=C1C)C(C4C3(O4)C)OC(=O)C)O)OC(=O)C2=C)OC(=O)C	476.50	unknown	https://doi.org/10.1016/S0031-9422(00)85034-7
[(1R,2S,6R,7R,8R,12S,14R)-7-acetyloxy-1-hydroxy-9,14-dimethyl-5-methylidene-4,11-dioxo-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradec-9-en-8-yl] (Z)-2-methylbut-2-enoate	163195048	Click to see CC=C(C)C(=O)OC1C(C2C(C3(C(=C1C)C(=O)C4C3(O4)C)O)OC(=O)C2=C)OC(=O)C	432.40	unknown	https://doi.org/10.1016/S0031-9422(00)85034-7
[(1S,2R,4S,7E,10S,11S)-11-hydroxy-4,8-dimethyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-10-yl] 2-methylpropanoate	163193738	Click to see CC1=CCCC2(C(O2)C3C(C(C1)OC(=O)C(C)C)(C(=C)C(=O)O3)O)C	350.40	unknown	https://doi.org/10.1055/S-2006-959472
[(1S,2S,6R,7R,8R,11S,12R,14S)-11-acetyloxy-7-hydroxy-9,14-dimethyl-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradec-9-en-8-yl] (Z)-2-methylbut-2-enoate	101293643	Click to see CC=C(C)C(=O)OC1C(C2C(C3C(=C1C)C(C4C3(O4)C)OC(=O)C)OC(=O)C2=C)O	418.40	unknown	https://doi.org/10.1016/0031-9422(91)85045-2 https://doi.org/10.1016/0031-9422(84)83090-3 https://doi.org/10.1016/S0031-9422(00)83037-X
[(1S,2S,6S,7R,8R,11S,12R,14S)-11-acetyloxy-7-hydroxy-9,14-dimethyl-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradec-9-en-8-yl] (Z)-2-methylbut-2-enoate	162890684	Click to see CC=C(C)C(=O)OC1C(C2C(C3C(=C1C)C(C4C3(O4)C)OC(=O)C)OC(=O)C2=C)O	418.40	unknown	https://doi.org/10.1016/0031-9422(84)83090-3
[(3aR,4R,5R,6E,10E,11aR)-4-hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-5-yl] 3-methylbut-2-enoate	162877166	Click to see CC1=CC2C(C(C(C(=CCC1)C)OC(=O)C=C(C)C)O)C(=C)C(=O)O2	346.40	unknown	https://doi.org/10.1016/S0031-9422(00)83065-4
[(3aR,4S,5S,6Z,9S,10E,11aR)-5,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (E)-2-methylbut-2-enoate	162929721	Click to see CC=C(C)C(=O)OC1C2C(C=C(C(CC=C(C1O)C)O)C)OC(=O)C2=C	362.40	unknown	https://doi.org/10.1016/0031-9422(82)83039-2
[(3aS,4R,5R,6E,10E,11aR)-5-hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 3-methylbut-2-enoate	163006430	Click to see CC1=CC2C(C(C(C(=CCC1)C)O)OC(=O)C=C(C)C)C(=C)C(=O)O2	346.40	unknown	https://doi.org/10.1016/S0031-9422(00)83065-4
[(3aS,4R,5R,6E,9R,10Z,11aR)-5,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (E)-2-(acetyloxymethyl)but-2-enoate	163190457	Click to see CC=C(COC(=O)C)C(=O)OC1C2C(C=C(C(CC=C(C1O)C)O)C)OC(=O)C2=C	420.50	unknown	https://doi.org/10.1055/S-2001-18362
[(3aS,4R,5R,6E,9R,10Z,11aR)-5,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (Z)-2-methylbut-2-enoate	90476691	Click to see CC=C(C)C(=O)OC1C2C(C=C(C(CC=C(C1O)C)O)C)OC(=O)C2=C	362.40	unknown	https://doi.org/10.1016/0031-9422(91)85045-2 https://doi.org/10.1055/S-2001-18362
[(3aS,4R,5R,6E,9R,10Z,11aR)-5,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2-(acetyloxymethyl)prop-2-enoate	162906284	Click to see CC1=CCC(C(=CC2C(C(C1O)OC(=O)C(=C)COC(=O)C)C(=C)C(=O)O2)C)O	406.40	unknown	https://doi.org/10.1055/S-2001-18362
[(3aS,4R,5R,6E,9R,10Z,11aS)-5,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (Z)-2-methylbut-2-enoate	162929720	Click to see CC=C(C)C(=O)OC1C2C(C=C(C(CC=C(C1O)C)O)C)OC(=O)C2=C	362.40	unknown	https://doi.org/10.1016/0031-9422(82)83039-2 https://doi.org/10.1016/S0031-9422(00)85034-7
5-Hydroxy tomencephalin	44576198	Click to see CC1=C2CC3C(C2C4C(C(C1O)O)C(=C)C(=O)O4)(O3)C	278.30	unknown	https://doi.org/10.1002/JPS.2600770620
Tomencephalin	163989	Click to see CC1=C2CC3C(C2C4C(C(C1OC(=O)C=C(C)C)O)C(=C)C(=O)O4)(O3)C	360.40	unknown	https://doi.org/10.1002/JPS.2600770620
Zoapatanolide A	6448268	Click to see CC=C(C)C(=O)OC1C2C(C=C(C(CC=C(C1O)C)O)C)OC(=O)C2=C	362.40	unknown	https://doi.org/10.1016/0031-9422(82)83039-2 https://doi.org/10.1016/S0031-9422(00)83037-X
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones / Sesquiterpene lactones / Xanthanolides
Tomentosin	155173	Click to see CC1CC2C(CC=C1CCC(=O)C)C(=C)C(=O)O2	248.32	unknown	https://doi.org/10.1016/0010-7824(83)90001-X
> Lipids and lipid-like molecules / Prenol lipids / Triterpenoids
(3S,4aS,6aR,6bS,8aR,12aR,14aS,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-ol	40469639	Click to see CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1)C)C)C	426.70	unknown	https://doi.org/10.1002/JPS.2600770620
(4,4,6a,6b,8a,11,11,14b-Octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl) acetate	345510	Click to see CC(=O)OC1CCC2(C(C1(C)C)CCC3(C2CC=C4C3(CCC5(C4CC(CC5)(C)C)C)C)C)C	468.80	unknown	https://doi.org/10.1002/JPS.2600770620
(6aR,6bR,8aR,14bR)-4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-1,2,3,4a,5,6,6a,7,8,9,10,12,12a,13,14,14a-hexadecahydropicen-3-ol	145706026	Click to see CC1C2C3CCC4C5(CCC(C(C5CCC4(C3(CCC2(CCC1=C)C)C)C)(C)C)O)C	426.70	unknown	https://doi.org/10.1016/0031-9422(91)85045-2
[(3S,4aS,6aR,6bS,8aR,12aR,14aS,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] acetate	13019946	Click to see CC(=O)OC1CCC2(C(C1(C)C)CCC3(C2CC=C4C3(CCC5(C4CC(CC5)(C)C)C)C)C)C	468.80	unknown	https://doi.org/10.1002/JPS.2600770620
[(4aR,6aS,6aR,6bR,8aR,12aS,14aS,14bR)-4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-1,2,3,4a,5,6,6a,7,8,9,10,12,12a,13,14,14a-hexadecahydropicen-3-yl] acetate	137704689	Click to see CC1C2C3CCC4C5(CCC(C(C5CCC4(C3(CCC2(CCC1=C)C)C)C)(C)C)OC(=O)C)C	468.80	unknown	https://doi.org/10.1016/0031-9422(91)85045-2
Beta-Amyrin	73145	Click to see CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1)C)C)C	426.70	unknown	https://doi.org/10.1002/JPS.2600770620
Olean-12-en-3beta-ol	225689	Click to see CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1)C)C)C	426.70	unknown	https://doi.org/10.1002/JPS.2600770620
Taraxasterol, acetate	344468	Click to see CC1C2C3CCC4C5(CCC(C(C5CCC4(C3(CCC2(CCC1=C)C)C)C)(C)C)OC(=O)C)C	468.80	unknown	https://doi.org/10.1016/0031-9422(91)85045-2
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Stigmastanes and derivatives
(3S,8S,9S,10R,13R,14S,17R)-17-[(Z,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol	11761435	Click to see CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C	412.70	unknown	https://doi.org/10.1002/JPS.2600770620
17-(5-ethyl-6-methylhept-3-en-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol	122544	Click to see CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C	412.70	unknown	https://doi.org/10.1055/S-2006-959472 https://doi.org/10.1002/JPS.2600770620
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/10.1055/S-2006-959472 https://doi.org/10.1016/0031-9422(91)85045-2
24-Ethylcholest-5-en-3beta-ol	22012	Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C	414.70	unknown	https://doi.org/10.1016/0031-9422(91)85045-2
Beta-Sitosterol	222284	Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C	414.70	unknown	https://doi.org/10.1055/S-2006-959472
Stigmasterol	5280794	Click to see CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C	412.70	unknown	https://doi.org/10.1055/S-2006-959472 https://doi.org/10.1021/NP50053A049 https://doi.org/10.1002/JPS.2600770620
Stigmasterol glucoside	6602508	Click to see CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)C	574.80	unknown	https://doi.org/10.1002/JPS.2600770620
> Organic acids and derivatives / Carboxylic acids and derivatives / Tricarboxylic acids and derivatives
(4-Acetyloxy-9a-hydroxy-3,6,9-trimethyl-2-oxo-3,3a,4,5,7,9b-hexahydroazuleno[4,5-b]furan-5-yl) 2-methylbut-2-enoate	162987445	Click to see CC=C(C)C(=O)OC1C(C2C(C(=O)OC2C3(C(=CCC3=C1C)C)O)C)OC(=O)C	404.50	unknown	https://doi.org/10.1016/0031-9422(91)85045-2
(4-Acetyloxy-9a-hydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3a,4,5,9b-tetrahydroazuleno[4,5-b]furan-5-yl) 2-methylbut-2-enoate	162941237	Click to see CC=C(C)C(=O)OC1C(C2C(C3(C(=CC(=O)C3=C1C)C)O)OC(=O)C2=C)OC(=O)C	416.40	unknown	https://doi.org/10.1016/S0031-9422(00)85034-7
(4-Acetyloxy-9a-hydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3a,4,5,9b-tetrahydroazuleno[4,5-b]furan-5-yl) 2-methylprop-2-enoate	162848939	Click to see CC1=CC(=O)C2=C(C(C(C3C(C12O)OC(=O)C3=C)OC(=O)C)OC(=O)C(=C)C)C	402.40	unknown	https://doi.org/10.1016/S0031-9422(00)85034-7
[(3aR,4R,5R,9aR,9bS)-4-acetyloxy-9a-hydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3a,4,5,9b-tetrahydroazuleno[4,5-b]furan-5-yl] (Z)-2-methylbut-2-enoate	101389815	Click to see CC=C(C)C(=O)OC1C(C2C(C3(C(=CC(=O)C3=C1C)C)O)OC(=O)C2=C)OC(=O)C	416.40	unknown	https://doi.org/10.1016/S0031-9422(00)80355-6 https://doi.org/10.1016/S0031-9422(00)85034-7
[(3aR,4R,5R,9aR,9bS)-4-acetyloxy-9a-hydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3a,4,5,9b-tetrahydroazuleno[4,5-b]furan-5-yl] 2-methylprop-2-enoate	162848940	Click to see CC1=CC(=O)C2=C(C(C(C3C(C12O)OC(=O)C3=C)OC(=O)C)OC(=O)C(=C)C)C	402.40	unknown	https://doi.org/10.1016/S0031-9422(00)85034-7
[9a-(Acetyloxymethyl)-3-(hydroxymethyl)-2-oxo-4,4a,10,10a-tetrahydrofuro[3,2-h][3]benzoxepin-5-yl]methyl 2-methylpropanoate	162899378	Click to see CC(C)C(=O)OCC1=COC=CC2(C1CC3=C(C(=O)OC3C2)CO)COC(=O)C	406.40	unknown	https://doi.org/10.1016/0031-9422(91)85045-2
Zoapatanolide F	15690544	Click to see CC=C(C)C(=O)OC1C(C2C(C(=O)OC2C3(C(=CCC3=C1C)C)O)C)OC(=O)C	404.50	unknown	https://doi.org/10.1016/0031-9422(91)85045-2
> Organic acids and derivatives / Peptidomimetics / Depsipeptides / Cyclic depsipeptides
Aurilide A	139588075	Click to see CCC=C(C)C1C(C(CC=C(C(=O)OC(C(=O)NC(C(=O)N(C(C(=O)N(CC(=O)NC(C(=O)N(C(C(=O)O1)C)C)C(C)C)C)CC(C)C)C)C(C)C)C(C)CC)C)O)C	834.10	unknown	https://doi.org/10.1016/S0031-9422(00)80714-1 https://doi.org/10.1016/S0031-9422(00)84511-2 https://doi.org/10.1016/S0031-9422(00)83037-X
Lichenysin-G6a	85125715	Click to see CCC(C)CCCCCCCCC1CC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O1)C(C)CC)CC(C)C)CC(=O)O)C(C)C)CC(C)C)CC(C)C)CCC(=O)N	1035.40	unknown	https://doi.org/10.1016/S0031-9422(00)80714-1
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Glycosyl compounds / Glycosylamines
methyl (1R,3R,4R,7R,9R,11S,12S,13S)-5-(6-aminopurin-9-yl)-1,4,12-trihydroxy-13-[(E)-2-methylbut-2-enoyl]oxy-2,6,10-trioxatricyclo[7.4.0.03,7]tridecane-11-carboxylate	163185370	Click to see CC=C(C)C(=O)OC1C(C(OC2C1(OC3C(C2)OC(C3O)N4C=NC5=C(N=CN=C54)N)O)C(=O)OC)O	521.50	unknown	https://doi.org/10.1016/S0031-9422(00)80714-1 https://doi.org/10.1016/S0031-9422(00)83037-X
> Organoheterocyclic compounds / Diazanaphthalenes / Benzodiazines / Quinazolines
1H-Pyrrolo[2,1-b]quinazolin-9-one, 3-hydroxy-2,3-dihydro-	10242	Click to see C1CN2C(=NC3=CC=CC=C3C2=O)C1O	202.21	unknown	https://doi.org/10.1016/0031-9422(91)85045-2
> Organoheterocyclic compounds / Oxepanes
(6-Hydroxy-7,11-dimethyl-2-methylidene-3-oxo-4,14-dioxatetracyclo[9.2.1.01,5.07,10]tetradecan-13-yl) 2-methylpropanoate	162888315	Click to see CC(C)C(=O)OC1CC2(C3CCC3(C(C4C1(O2)C(=C)C(=O)O4)O)C)C	350.40	unknown	https://doi.org/10.1055/S-2006-959472
(E,6S)-2-hydroxy-9-[(2S,3R,6E)-3-hydroxy-6-(2-hydroxyethylidene)-2-methyloxepan-2-yl]-2,6-dimethylnon-3-en-5-one	162996824	Click to see CC(CCCC1(C(CCC(=CCO)CO1)O)C)C(=O)C=CC(C)(C)O	354.50	unknown	https://doi.org/10.1016/S0031-9422(00)80714-1 https://doi.org/10.1016/S0031-9422(00)83037-X
[(1S,5S,6R,7S,10R,11R,13S)-6-hydroxy-7,11-dimethyl-2-methylidene-3-oxo-4,14-dioxatetracyclo[9.2.1.01,5.07,10]tetradecan-13-yl] 2-methylpropanoate	162888316	Click to see CC(C)C(=O)OC1CC2(C3CCC3(C(C4C1(O2)C(=C)C(=O)O4)O)C)C	350.40	unknown	https://doi.org/10.1055/S-2006-959472
[(2E)-2-[(6R,7S)-6-hydroxy-7-[(E,4R)-8-hydroxy-4,8-dimethyl-5-oxonon-6-enyl]-7-methyloxepan-3-ylidene]ethyl] acetate	101288307	Click to see CC(CCCC1(C(CCC(=CCOC(=O)C)CO1)O)C)C(=O)C=CC(C)(C)O	396.50	unknown	https://doi.org/10.1016/S0031-9422(00)80355-6 https://doi.org/10.1055/S-2006-961920 https://doi.org/10.1016/S0031-9422(00)84511-2 https://doi.org/10.1016/S0031-9422(00)83037-X
[(2E)-2-[(6R,7S)-6-hydroxy-7-[(E,4S)-8-hydroxy-4,8-dimethyl-5-oxonon-6-enyl]-7-methyloxepan-3-ylidene]ethyl] acetate	163191357	Click to see CC(CCCC1(C(CCC(=CCOC(=O)C)CO1)O)C)C(=O)C=CC(C)(C)O	396.50	unknown	https://doi.org/10.1016/S0031-9422(00)84511-2 https://doi.org/10.1016/S0031-9422(00)83037-X
[(2E)-2-[(6S,7R)-6-hydroxy-7-[(E,4S)-8-hydroxy-4,8-dimethyl-5-oxonon-6-enyl]-7-methyloxepan-3-ylidene]ethyl] acetate	163075762	Click to see CC(CCCC1(C(CCC(=CCOC(=O)C)CO1)O)C)C(=O)C=CC(C)(C)O	396.50	unknown	https://doi.org/10.1016/S0031-9422(00)80355-6
2-[6-Hydroxy-7-(8-hydroxy-4,8-dimethyl-5-oxonon-6-enyl)-7-methyloxepan-3-ylidene]ethyl acetate	163075760	Click to see CC(CCCC1(C(CCC(=CCOC(=O)C)CO1)O)C)C(=O)C=CC(C)(C)O	396.50	unknown	https://doi.org/10.1016/S0031-9422(00)80355-6 https://doi.org/10.1016/S0031-9422(00)84511-2 https://doi.org/10.1016/S0031-9422(00)83037-X
2-Hydroxy-9-[3-hydroxy-6-(2-hydroxyethylidene)-2-methyloxepan-2-yl]-2,6-dimethylnon-3-en-5-one	53927559	Click to see CC(CCCC1(C(CCC(=CCO)CO1)O)C)C(=O)C=CC(C)(C)O	354.50	unknown	https://doi.org/10.1016/S0031-9422(00)80714-1 https://doi.org/10.1016/S0031-9422(00)83037-X
> Organoheterocyclic compounds / Quinolines and derivatives / Aminoquinolines and derivatives / 4-aminoquinolines
Chloroquine	2719	Click to see CCN(CC)CCCC(C)NC1=C2C=CC(=CC2=NC=C1)Cl	319.90	unknown	https://doi.org/10.1016/0031-9422(91)85045-2 https://doi.org/10.1016/0031-9422(84)83090-3 https://doi.org/10.1016/S0031-9422(00)85034-7 https://doi.org/10.1016/S0031-9422(00)83037-X
> Phenylpropanoids and polyketides / Cinnamic acids and derivatives / Cinnamic acid esters
Bornyl cinnamate	583021	Click to see CC1(C2CCC1(C(C2)OC(=O)C=CC3=CC=CC=C3)C)C	284.40	unknown	https://doi.org/10.1016/S0031-9422(00)83065-4
> Phenylpropanoids and polyketides / Flavonoids / Flavonoid glycosides / Flavonoid O-glycosides / Flavonoid-3-O-glycosides
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one	51402807	Click to see C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)O)O)O	464.40	unknown	https://doi.org/10.1021/NP50045A041
> Phenylpropanoids and polyketides / Flavonoids / O-methylated flavonoids / 7-O-methylated flavonoids
Salvigenin	161271	Click to see COC1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC)OC)O	328.30	unknown	https://doi.org/10.1016/0031-9422(91)85045-2

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Montanoa tomentosa

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