Details Top

Internal ID UUID64401122ae039609438084
Scientific name Cicuta virosa
Authority L.
First published in Sp. Pl. : 255 (1753)

Ethnobotanical Use Top

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Important notice
  • 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.

Cicuta virosa, known as cowbane or water hemlock, is notorious for its extreme toxicity, yet several historical sources record limited medicinal uses of its roots in teas or decoctions, always at very small, highly dangerous doses. The Nivkh of Sakhalin prepared a decoction of fresh roots to treat syphilis-like lesions, a practice observed in the 1930s and later compiled by Erm (2019). Arctic travelers in Siberia used “Moscow tea” or “cilician” beverages containing minute quantities of Cicuta root as an emetic, a risky cleansing ritual recorded by Gunter (1844) and subsequently cited by Erm (2019). In North America, the Menominee reportedly employed a small piece of root in a ground-squirrel remedy; Moerman (1998) attributes this Menomini use to a region-based practice, and it also appears in the Ethnobotany of Western North America database. Contemporary authorities continue to note these historic preparations only in cautionary terms.

A prudent, historically informed procedure for a very mild tea—used solely in a historical or instructional context—would combine approximately 0.3 g of chopped fresh roots with 1 L of boiling water, simmered for 10 minutes, cooled, filtered, and taken in portions under 2 mL as a single dose. Because the plant’s roots contain the highly poisonous polyyne cicutoxin, this preparation is dangerous even in minute amounts. Do not exceed the dose, do not repeat dosing, and avoid during pregnancy, lactation, or for children. If ingested or mishandled, discontinue immediately and seek emergency medical care; the plant can induce violent seizures and respiratory failure.

The plant’s toxicity is driven by polyacetylenic alcohols, especially cicutoxin, along with related compounds such as cicudine, falcarindiol, and falcarindiol-3-acetate. These constituents act as potent convulsants and are responsible for the acute neurotoxic effects reported in poisoning cases, explaining both the historic severe nausea and emetic responses noted in traditional preparations and the widely accepted modern warning against internal use.

Current research focuses on characterizing cicutoxin and related polyynes and refining analytical methods to detect them in food and environmental samples, while commercial availability remains restricted to specialist botanical suppliers and museum reference collections. Traditional use today is rare and generally discouraged; poison-control advisories continue to dominate public guidance, and any handling is limited to ecological or historical study.

General Uses Top

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Common products:
Purified cicutoxin, isolated from the roots and rhizomes of Cicuta virosa, is employed as a pharmacological tool in neuropharmacology research. Purified cicutoxin is typically supplied as a crystalline solid in sealed amber vials under nitrogen to minimise oxidation.

Properties relevant to use:
Cicutoxin (C20H22O4) is an unsaturated aliphatic alcohol that acts as a non‑competitive antagonist of the GABA‑A receptor. Its high lipid solubility enables rapid partitioning into biological membranes, while the compound is stable in organic solvents but hydrolyses in water, allowing extraction and handling under anhydrous conditions. The toxin is a potent convulsant, commonly used to induce seizures in rodent models for studies of excitatory neurotransmission. The toxin binds to a site on the GABA‑A receptor distinct from benzodiazepines, reducing chloride influx and causing neuronal depolarisation. It is routinely used as a positive control in GABA‑antagonist assay systems.

Standards and regulation:
Under the European Union’s CLP Regulation (Regulation (EC) No 1272/2008) cicutoxin is classified with hazard statements H300 (Fatal if swallowed), H310 (Fatal in contact with skin), H330 (Fatal if inhaled) and H410 (Very toxic to aquatic life). International transport regulations list it as a Class 6.1 toxic substance (UN 2811), requiring specific labeling for shipment. In the United States, the EPA includes cicutoxin on the TSCA inventory, and the OSHA Laboratory Standard mandates the use of personal protective equipment, engineering controls, and documented training for its handling. Waste containing cicutoxin must be disposed of as hazardous chemical waste in accordance with national hazardous‑waste regulations. The GHS label for the substance includes the skull‑and‑crossbones symbol indicating acute toxicity, and the compound is listed in the EU’s ECHA database under its registered identifier.

Sustainability and sourcing:
Cicuta virosa is a perennial herb of temperate wetlands distributed across Eurasia and introduced in parts of North America, where it often forms dense stands and is considered invasive in several regions. No commercial cultivation exists; research material is obtained from wild populations harvested under permits. Because the plant colonises disturbed wetlands, collection practices aim to minimise habitat disturbance, and coordination with local environmental agencies is typical to ensure compliance with protected‑area regulations. Its fruit is a schizocarp that splits into winged mericarps, facilitating wind‑assisted dispersal and occasional water transport, which contributes to its invasive potential and necessitates careful containment during collection.

Synonyms Top

Scientific name Authority First published in
Selinum virosum E.H.L.Krause Deutschl. Fl. Abbild. , ed. 2, 12: 44 (1904)
Cicuta angustifolia Kit. Oestr. Fl. , ed. 2, 1: 515 (1814)
Cicuta baldacciana Degen ex Bald. Itin. Alban. : 180 (1917)
Cicuta cellulosa Gilib. Fl. Lit. Inch. ii. 36. 1782
Cicuta mackenzieana Raup J. Arnold Arbor. 17: 279 (1936)
Cicuta nipponica Franch. Bull. Soc. Bot. France 26: 85 (1879)
Cicuta orientalis Degen Math. Term. Közlem. 36: 38 (1896)
Cicuta pumila F.Behm Bot. Not. 1887: 180 (1887)
Cicuta tenuifolia Schrank Denkschr. Königl. Akad. Wiss. München 7: 56 (1818)
Cicuta virosa f. angustifolia (Kit.) Schube Verbreit. Gefässpfl. Schles. 233 1903
Cicuta virosa var. latisecta Čelak. Prodr. Fl. Böhmen 563 1875
Cicuta virosa f. latisecta (Čelak.) Y.C.Chu Clavis Pl. Chinae Bor.-Or. , ed. 2: 467 (1995)
Cicuta virosa f. longiinvolucellata Chu Fl. Pl. Herb. Chin. Bor.-Or. 6: 293. 1977
Cicuta virosa var. nipponica (Franch.) Makino Bot. Mag. (Tokyo) 19: 88 1905
Cicuta virosa var. orientalis Degen & Bald.
Cicutaria aquatica Lam. Fl. Franç. 3: 445 (1779)
Cicutaria virosa Delarbre Fl. Auvergne , ed. 2: 415 (1800)
Coriandrum cicuta Roth Tent. Fl. Germ. 1: 130 (1788)
Sium cicuta [Weber,] Prim. Fl. Holsat. 24. 1780 [29 Mar 1780]
Cicuta virosa var. latifolia Schltdl. Fl. Berol. 1: 167 (1823)
Cicuta virosa var. angustifolia (Kit. ex Schult.) Schltdl. Fl. Berol. 1: 167 (1823)
Cicuta virosa var. intermedia Glaab Deutsche Bot. Monatsschr. 11: 77 (1894)
Cicuta virosa var. stricta Schultz Prodr. Fl. Starg. Suppl. 1: 17 (1819)
Cicuta virosa var. angustisecta Čelak. Prodr. Fl. Böhmen : 563 (1875)
Cicuta virosa var. tenuifolia (Schrank) Roth Enum. Pl. Phaen. Germ. 1(1): 890 (1827)
Cicuta virosa f. angustifolia (Kit.) Regel Mém. Acad. Imp. Sci. Saint Pétersbourg, Sér. 7 , 4(4): 68 (1861)

Common names Top

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Language Common/alternative name
English cowbane
English european waterhemlock
English mackenzie's water hemlock
English northern water hemlock
Arabic قاتل البقر
Arabic شيكران مائي
Arabic شكران مائي
Arabic شوكران سام
Azerbaijani zəhərli subaldırğanı
azb زهرلی سوبالدیرغانی
Belarusian Цыкута ядавiтая
Bulgarian воняща цикута
Catalan ciguë vireuse
Czech rozpuk
Czech rozpuk jízlivý
cv Наркăмăшлă упа кĕпçи
Welsh buladd
Danish gifttyde
German gift-wasserschierling
German ciguë vireuse
German wüterich
German wasserschierling
Greek Ψευδοκώνειο
Greek Κικούτα η τοξική
Greek Κικούτα η δηλητηριώδης
Esperanto akvocikuto
Estonian harilik mürkputk
Basque uretako astaperrexil
Persian شوکران آبی شمالی
Finnish myrkkyputki
Finnish myrkkykeiso
Finnish villiputki
Finnish vesiputki
Finnish eläintenmyrkky
Finnish keisanputki
Finnish keisonputki
Finnish keisoputki
Finnish velhonputki
French ciguë vireuse
French ciguë aquatique
French cigue aquatique
frr gaalrut
Irish fealla bog
Manx aghaue veg
Hungarian csomorika
Hungarian vízibürök
Hungarian gyilkos csomorika
Armenian մոլեխինդ թունավոր
Icelandic beiskjusveipur
Japanese ドクゼリ
Korean 독미나리
Lithuanian ciguë vireuse
Lithuanian nuodingoji nuokana
Norwegian Bokmål selsnepe
Dutch waterscheerling
Norwegian Nynorsk selsnepe
os Куыдзы хъонтхора
Polish szalej jadowity
Russian Цикута ядовитая
Russian Кошачья петрушка
Russian Водяная бешеница
Russian Мутник
Russian Вех
Russian Вёх
Russian Вех ядовитый
Russian Цикута
Russian Вёх ядовитый
Russian Свиная вошь
Russian Веха
Slovak rozpuk jedovatý
Slovenian velika trobelika
Swedish sprängört
Swedish ciguë vireuse
Ukrainian Цикута отруйна
Chinese 毒芹根
Chinese 毒芹

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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Forms (abbr. f.) Top

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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
  • Asia-temperate
    • Caucasus
      • North Caucasus
      • Transcaucasus
    • China
      • China North-central
      • China South-central
      • Inner Mongolia
      • Manchuria
      • Xinjiang
    • Eastern Asia
      • Japan
      • Korea
    • Middle Asia
      • Kazakhstan
      • Kirgizstan
    • Mongolia
      • Mongolia
    • Russian Far East
      • Amur
      • Kamchatka
      • Khabarovsk
      • Kuril Islands
      • Magadan
      • Primorye
      • Sakhalin
    • Siberia
      • Altay
      • Buryatiya
      • Chita
      • Irkutsk
      • Krasnoyarsk
      • Tuva
      • West Siberia
      • Yakutskiya
    • Western Asia
      • Palestine
      • Turkey
  • Europe
    • Eastern Europe
      • Baltic States
      • Belarus
      • Central European Russia
      • East European Russia
      • North European Russia
      • Northwest European Russia
      • South European Russia
      • Ukraine
    • Middle Europe
      • Austria
      • Belgium
      • Czechoslovakia
      • Germany
      • Hungary
      • Netherlands
      • Poland
      • Switzerland
    • Northern Europe
      • Denmark
      • Finland
      • Great Britain
      • Ireland
      • Norway
      • Sweden
    • Southeastern Europe
      • Bulgaria
      • Greece
      • Italy
      • Romania
      • Yugoslavia
    • Southwestern Europe
      • France
      • Spain
  • Northern America
    • Eastern Canada
      • Ontario
      • Québec
    • Subarctic America
      • Alaska
      • Northwest Territorie
      • Yukon
    • Western Canada
      • Alberta
      • British Columbia
      • Manitoba
      • Saskatchewan

Links to other databases Top

Suggest others/fix!
Database ID/link to page
World Flora Online wfo-0000604532
UNII 3E698BL84C
Canadensys 2562
USDA Plants CIVI5
Tropicos 1700057
INPN 91199
Flora of Italy 3585
KEW urn:lsid:ipni.org:names:840414-1
The Plant List kew-2720775
Open Tree Of Life 49609
Observations.org 6609
NCBI Taxonomy 48109
NBN Atlas NBNSYS0000003674
Nature Serve 2.151755
IUCN Red List 167932
IPNI 840414-1
iNaturalist 160575
GBIF 5371864
Freebase /m/031kh0
EPPO CIUVI
EOL 596818
Elurikkus 3745
USDA GRIN 404335
Wikipedia Cicuta_virosa
CMAUP NPO18101
Plantarium 10469

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
Dominance of non-wetland-dependent pollinators in a plant community in a small natural wetland in Shimane, Japan Watazu T, Hiraiwa MK, Inoue M, Mishima H, Ushimaru A, Hosaka T J Plant Res 11-Jan-2024
PMCID:PMC10899375
doi:10.1007/s10265-023-01518-9
PMID:38206495
Do Poisonous Plants in Pastures Communicate Their Toxicity? Meta-Study and Evaluation of Poisoning Cases in Central Europe Aboling S Animals (Basel) 08-Dec-2023
PMCID:PMC10740430
doi:10.3390/ani13243795
PMID:38136831
The significance of essential oils and their antifungal properties in the food industry: A systematic review Abdi-Moghadam Z, Mazaheri Y, Rezagholizade-shirvan A, Mahmoudzadeh M, Sarafraz M, Mohtashami M, Shokri S, Ghasemi A, Nickfar F, Darroudi M, Hossieni H, Hadian Z, Shamloo E, Rezaei Z Heliyon 29-Oct-2023
PMCID:PMC10637975
doi:10.1016/j.heliyon.2023.e21386
PMID:37954273
Are rare plant species less resistant than common ones to herbivores? A multi‐plant species study using above‐ and below‐ground generalist herbivores Bürli S, Ensslin A, Kempel A, Fischer M Ecol Evol 05-Sep-2023
PMCID:PMC10480044
doi:10.1002/ece3.10482
PMID:37674652
Advances in research and utilization of botanical pesticides for agricultural pest management in Inner Mongolia, China Guo C, Wang L, Chen N, Zhang M, Jia J, Lv L, Li M Chin Herb Med 28-Aug-2023
PMCID:PMC11064588
doi:10.1016/j.chmed.2023.04.002
PMID:38706822
A review of the bioactive properties of Mongolian plants, with a focus on their potential as natural food preservatives Burenjargal M, Narangerel T, Batmunkh T, Dong A, Idesh S Food Sci Nutr 05-Jul-2023
PMCID:PMC10563759
doi:10.1002/fsn3.3529
PMID:37823130
High‐molecular‐weight DNA extraction for long‐read sequencing of plant genomes: An optimization of standard methods Kang M, Chanderbali A, Lee S, Soltis DE, Soltis PS, Kim S Appl Plant Sci 13-Jun-2023
PMCID:PMC10278927
doi:10.1002/aps3.11528
PMID:37342161
Apiaceae Medicinal Plants in China: A Review of Traditional Uses, Phytochemistry, Bolting and Flowering (BF), and BF Control Methods Li M, Li M, Wang L, Li M, Wei J Molecules 27-May-2023
PMCID:PMC10254214
doi:10.3390/molecules28114384
PMID:37298861
Effects of different plantation years on grassland plant community in Maxian Mountain area of the Loess Plateau Mao L, Li J, Ma XL, Quandahor P, Gou YP Front Plant Sci 14-Feb-2023
PMCID:PMC9974166
doi:10.3389/fpls.2023.1123471
PMID:36866370
Advances in extraction methods, chemical constituents, pharmacological activities, molecular targets and toxicology of volatile oil from Acorus calamus var. angustatus Besser Bai D, Li X, Wang S, Zhang T, Wei Y, Wang Q, Dong W, Song J, Gao P, Li Y, Wang S, Dai L Front Pharmacol 01-Dec-2022
PMCID:PMC9761896
doi:10.3389/fphar.2022.1004529
PMID:36545308
Antifungal Activity of Essential Oil and Plant-Derived Natural Compounds against Aspergillus flavus Tian F, Woo SY, Lee SY, Park SB, Zheng Y, Chun HS Antibiotics (Basel) 01-Dec-2022
PMCID:PMC9774910
doi:10.3390/antibiotics11121727
PMID:36551384
Scrub encroachment promotes biodiversity in temperate European wetlands under eutrophic conditions Brunbjerg AK, Fløjgaard C, Frøslev TG, Andersen DK, Bruun HH, Dalby L, Goldberg I, Lehmann LJ, Moeslund JE, Ejrnæs R Ecol Evol 01-Nov-2022
PMCID:PMC9627074
doi:10.1002/ece3.9445
PMID:36340817
Multiproxy study of 7500-year-old wooden sickles from the Lakeshore Village of La Marmotta, Italy Mazzucco N, Mineo M, Arobba D, Caramiello R, Caruso Fermé L, Gassin B, Guilbeau D, Ibáñez JJ, Morandi LF, Mozota M, Pichon F, Portillo M, Rageot M, Remolins G, Rottoli M, Gibaja JF Sci Rep 02-Sep-2022
PMCID:PMC9440057
doi:10.1038/s41598-022-18597-8
PMID:36056104
Poisoning by Plants Wendt S, Lübbert C, Begemann K, Prasa D, Franke H Dtsch Arztebl Int 06-May-2022
PMCID:PMC9453220
doi:10.3238/arztebl.m2022.0124
PMID:35140011
Diverse in Local, Overlapping in Official Medical Botany: Critical Analysis of Medicinal Plant Records from the Historic Regions of Livonia and Courland in Northeast Europe, 1829–1895 Prakofjewa J, Anegg M, Kalle R, Simanova A, Prūse B, Pieroni A, Sõukand R Plants (Basel) 13-Apr-2022
PMCID:PMC9032843
doi:10.3390/plants11081065
PMID:35448792

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
> Alkaloids and derivatives
(S)-2-Propylpiperidine 441072 Click to see CCCC1CCCCN1 127.23 unknown via CMAUP database
2-Propylpiperidin-1-ium 21583848 Click to see 128.24 unknown via CMAUP database
> Benzenoids / Benzene and substituted derivatives
Phenylethyl Alcohol 6054 Click to see C1=CC=C(C=C1)CCO 122.16 unknown via CMAUP database
> Benzenoids / Benzene and substituted derivatives / Benzyl alcohols
phenylmethan(18O)ol 11062333 Click to see 110.14 unknown via CMAUP database
> Benzenoids / Benzene and substituted derivatives / Toluenes
Toluene 1140 Click to see 92.14 unknown via CMAUP database
> Hydrocarbons / Saturated hydrocarbons / Alkanes / Branched alkanes
2-Methylheptane 11594 Click to see 114.23 unknown via CMAUP database
> Hydrocarbons / Saturated hydrocarbons / Cycloalkanes
Cyclohexane 8078 Click to see 84.16 unknown via CMAUP database
> Hydrocarbons / Unsaturated hydrocarbons / Olefins / Acyclic olefins / Alkadienes
1,3-Octadiene 517653 Click to see 110.20 unknown via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acids and conjugates / Very long-chain fatty acids
Behenic Acid 8215 Click to see CCCCCCCCCCCCCCCCCCCCCC(=O)O 340.60 unknown via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Fatty alcohols / Long-chain fatty alcohols
(3S,8E,10E)-heptadeca-1,8,10-trien-4,6-diyn-3-ol 162999782 Click to see 242.36 unknown https://doi.org/10.1055/S-2006-958132
(3S,8R)-heptadeca-1,9-dien-4,6-diyne-3,8-diol 131954651 Click to see CCCCCCCC=CC(C#CC#CC(C=C)O)O 260.40 unknown https://doi.org/10.1055/S-2006-958132
https://doi.org/10.1021/JM000185K
(5E,7E,9E)-17-hydroxyheptadeca-5,7,9-trien-11,13-diyn-4-one 10824982 Click to see 256.34 unknown https://doi.org/10.1002/CBER.19691021008
(8E,10E,12E,14R)-1-Acetoxy-8,10,12-heptadecatriene-4,6-diyne-14-ol 15504763 Click to see CCCC(C=CC=CC=CC#CC#CCCCOC(=O)C)O 300.40 unknown via CMAUP database
(8E,10E,12R)-heptadeca-8,10-dien-4,6-diyne-1,12-diol 124352668 Click to see 260.40 unknown https://doi.org/10.1055/S-2006-958132
(8E,10E,12S)-heptadeca-8,10-dien-4,6-diyne-1,12-diol 11108083 Click to see CCCCCC(C=CC=CC#CC#CCCCO)O 260.40 unknown https://doi.org/10.1016/S0040-4020(99)00706-1
https://doi.org/10.1021/JM000185K
(8E,10E)-heptadeca-8,10-dien-4,6-diyn-1-ol 44359770 Click to see 244.37 unknown https://doi.org/10.1055/S-2006-958132
(8Z,10E,12E,14R)-heptadeca-8,10,12-trien-4,6-diyne-1,14-diol 92034568 Click to see 258.35 unknown https://doi.org/10.1016/S0040-4020(99)00706-1
https://doi.org/10.1055/S-2006-958132
(8Z,10E,12E)-heptadeca-8,10,12-trien-4,6-diyn-1-ol 92034567 Click to see CCCCC=CC=CC=CC#CC#CCCCO 242.36 unknown https://doi.org/10.1055/S-2006-958132
(8Z,10E,12E)-heptadeca-8,10,12-trien-4,6-diyne-1,14-diol 10264497 Click to see 258.35 unknown https://doi.org/10.1021/JM000185K
https://doi.org/10.1016/S0040-4020(99)00706-1
https://doi.org/10.1055/S-2006-958132
(Z)-heptadec-9-en-4,6-diyn-1-ol 44360001 Click to see CCCCCCCC=CCC#CC#CCCCO 246.40 unknown via CMAUP database
1,9-Heptadecadiene-4,6-diyne-3,8-diol 6436239 Click to see 260.40 unknown https://doi.org/10.1055/S-2006-958132
17-Hydroxy-7,9-heptadecadiene-11,13-diyn-4-one 44359771 Click to see 258.35 unknown via CMAUP database
17-Hydroxyheptadeca-5,7,9-trien-11,13-diyn-4-one 53655828 Click to see 256.34 unknown https://doi.org/10.1002/CBER.19691021008
5-Octadecanol 33601 Click to see CCCCCCCCCCCCCC(CCCC)O 270.50 unknown via CMAUP database
8,12-Heptadecatriene-4,6-diyne-1,14-diol, (E,E,E)-(-)- 5281132 Click to see 258.35 unknown via CMAUP database
9-Heptadecene-4,6-diyne-1,8-diol 54178178 Click to see 262.40 unknown https://doi.org/10.1055/S-2006-958132
Cicudiol 44359698 Click to see CCCCCC(C=CC=CC#CC#CCCCO)O 260.40 unknown https://doi.org/10.1055/S-2006-958132
Cicutol 5315864 Click to see 242.36 unknown https://doi.org/10.1055/S-2006-958132
Cicutoxin 25265910 Click to see CCCC(C=CC=CC=CC#CC#CCCCO)O 258.35 unknown https://doi.org/10.1021/JM000185K
https://doi.org/10.1016/S0040-4020(99)00706-1
https://doi.org/10.1006/BBRC.1996.0233
https://doi.org/10.1055/S-2006-958132
https://doi.org/10.1021/JA02169A021
Falcarindiol 5281148 Click to see 260.40 unknown https://doi.org/10.1055/S-2006-958132
https://doi.org/10.1021/JM000185K
Heptadec-8-en-4,6-diyne-1,10-diol 54479770 Click to see 262.40 unknown https://doi.org/10.1016/S0040-4020(99)00706-1
Heptadeca-1,9-dien-4,6-diyne-3,8-diol 3321 Click to see CCCCCCCC=CC(C#CC#CC(C=C)O)O 260.40 unknown https://doi.org/10.1055/S-2006-958132
Heptadeca-8,10-dien-4,6-diyn-1-ol 54552363 Click to see 244.37 unknown https://doi.org/10.1055/S-2006-958132
Heptadeca-8,10-dien-4,6-diyne-1,12-diol 49824174 Click to see CCCCCC(C=CC=CC#CC#CCCCO)O 260.40 unknown https://doi.org/10.1016/S0040-4020(99)00706-1
https://doi.org/10.1055/S-2006-958132
Heptadeca-8,10,12-trien-4,6-diyn-1-ol 163795 Click to see CCCCC=CC=CC=CC#CC#CCCCO 242.36 unknown https://doi.org/10.1055/S-2006-958132
Heptadeca-8,10,12-triene-4,6-diyne-1,14-diol 10463 Click to see 258.35 unknown https://doi.org/10.1016/S0040-4020(99)00706-1
https://doi.org/10.1055/S-2006-958132
https://doi.org/10.1021/JA02169A021
Virol B 10753985 Click to see 262.40 unknown https://doi.org/10.1021/JM000185K
https://doi.org/10.1055/S-2006-958132
Virol C 11108150 Click to see 262.40 unknown https://doi.org/10.1016/S0040-4020(99)00706-1
https://doi.org/10.1021/JM000185K
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Acyclic monoterpenoids
Myrcene 31253 Click to see 136.23 unknown via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Aromatic monoterpenoids
Cuminaldehyde 326 Click to see CC(C)C1=CC=C(C=C1)C=O 148.20 unknown via CMAUP database
p-Cumate 3417835 Click to see CC(C)C1=CC=C(C=C1)C(=O)[O-] 163.19 unknown via CMAUP database
P-Cymene 7463 Click to see 134.22 unknown via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Bicyclic monoterpenoids
(-)-Camphene 440966 Click to see 136.23 unknown via CMAUP database
beta-Thujone 91456 Click to see 152.23 unknown via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Menthane monoterpenoids
Alpha-Terpinene 7462 Click to see 136.23 unknown via CMAUP database
Limonene, (-)- 439250 Click to see 136.23 unknown via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Tetraterpenoids / Carotenoids / Xanthophylls
[(1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-3-en-1-yl] (9Z,12Z,15Z)-octadeca-9,12,15-trienoate 162880157 Click to see CCC=CCC=CCC=CCCCCCCCC(=O)OC1CC(=C(C(C1)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2C(=CC(CC2(C)C)O)C)C)C)C 829.30 unknown https://doi.org/10.1055/S-2006-958132
> Lipids and lipid-like molecules / Prenol lipids / Triterpenoids
(3S,4aR,6aR,6aR,6bR,8S,8aS,12S,12aR,13R,14aR,14bR)-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,6a,7,8,9,12,12a,13,14,14a-tetradecahydro-1H-picene-3,8,13-triol 162940506 Click to see CC1C2C3C(CC4C5(CCC(C(C5CCC4(C3(CC(C2(CC=C1C)C)O)C)C)(C)C)O)C)O 458.70 unknown https://doi.org/10.1016/J.CCLET.2009.11.001
[(3S,4aR,6aR,6aR,6bR,8S,8aS,12S,12aR,14aR,14bR)-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,12,14b-heptamethyl-2,3,4a,5,6,6a,7,8,9,12,12a,13,14,14a-tetradecahydro-1H-picen-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate 163190974 Click to see 634.90 unknown https://doi.org/10.1016/J.CCLET.2009.11.001
[8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,12,14b-heptamethyl-2,3,4a,5,6,6a,7,8,9,12,12a,13,14,14a-tetradecahydro-1H-picen-3-yl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate 163085913 Click to see 634.90 unknown https://doi.org/10.1016/J.CCLET.2009.11.001
4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,6a,7,8,9,12,12a,13,14,14a-tetradecahydro-1H-picene-3,8,13-triol 162940505 Click to see 458.70 unknown https://doi.org/10.1016/J.CCLET.2009.11.001
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Cycloartanols and derivatives
Cimicifugenol 44423584 Click to see 424.70 unknown via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Alcohols and polyols / Primary alcohols
1-Pentanol 6276 Click to see 88.15 unknown via CMAUP database
1-Propanol 1031 Click to see 60.10 unknown via CMAUP database
Isoamyl alcohol 31260 Click to see CC(C)CCO 88.15 unknown via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Aldehydes / Alpha-hydrogen aldehydes
Pentanal 8063 Click to see 86.13 unknown via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Aldehydes / Aryl-aldehydes
Furfural 7362 Click to see C1=COC(=C1)C=O 96.08 unknown via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Aldehydes / Medium-chain aldehydes
Decanal 8175 Click to see 156.26 unknown via CMAUP database
> Organoheterocyclic compounds / Diazinanes / Piperazines / N-alkylpiperazines
Dabco 9237 Click to see 112.17 unknown via CMAUP database
> Phenylpropanoids and polyketides / Cinnamic acids and derivatives / Cinnamic acids
(E)-Cinnamate 5957728 Click to see 147.15 unknown via CMAUP database
> Phenylpropanoids and polyketides / Coumarins and derivatives / Furanocoumarins / Angular furanocoumarins
[8-[2-(2-Methylbut-2-enoyloxy)propan-2-yl]-2-oxo-8,9-dihydrofuro[2,3-h]chromen-9-yl] 2-methylbut-2-enoate 3083773 Click to see 426.50 unknown https://doi.org/10.1016/J.PHYTOL.2010.11.007
1-((8S)-8,9-Dihydro-2-oxo-2H-furo(2,3-h)-1-benzopyran-8-yl)-1-methylethyl 3-methyl-2-butenoate 442135 Click to see 328.40 unknown https://doi.org/10.1016/J.PHYTOL.2010.11.007
2-(2-Oxo-8,9-dihydrofuro[2,3-h]chromen-8-yl)propan-2-yl 3-methylbut-2-enoate 5089291 Click to see 328.40 unknown https://doi.org/10.1016/J.PHYTOL.2010.11.007
2-(9-Acetyloxy-2-oxo-8,9-dihydrofuro[2,3-h]chromen-8-yl)propan-2-yl 2-methylbut-2-enoate 163068616 Click to see 386.40 unknown https://doi.org/10.1016/J.PHYTOL.2010.11.007
2-[(8S,9R)-9-hydroxy-2-oxo-8,9-dihydrofuro[2,3-h]chromen-8-yl]propan-2-yl 2-methylbut-2-enoate 511788 Click to see 344.40 unknown https://doi.org/10.1016/J.PHYTOL.2010.11.007
2-[(8S)-2-oxo-8,9-dihydrofuro[2,3-h]chromen-8-yl]propan-2-yl (E)-2-methylbut-2-enoate 10381828 Click to see 328.40 unknown https://doi.org/10.1016/J.PHYTOL.2010.11.007
2-[(8S)-2-oxo-8,9-dihydrofuro[2,3-h]chromen-8-yl]propan-2-yl (Z)-2-methylbut-2-enoate 53399217 Click to see CC=C(C)C(=O)OC(C)(C)C1CC2=C(O1)C=CC3=C2OC(=O)C=C3 328.40 unknown https://doi.org/10.1016/J.PHYTOL.2010.11.007
2-[(8S)-2-oxo-8,9-dihydrofuro[2,3-h]chromen-8-yl]propan-2-yl 2-methylbut-2-enoate 73190 Click to see 328.40 unknown https://doi.org/10.1016/J.PHYTOL.2010.11.007
8-[2-[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-8,9-dihydrofuro[2,3-h]chromen-2-one 604522 Click to see 408.40 unknown https://doi.org/10.1016/J.PHYTOL.2010.11.007
9-Hydroxy-8-[2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-8,9-dihydrofuro[2,3-h]chromen-2-one 5245822 Click to see CC(C)(C1C(C2=C(O1)C=CC3=C2OC(=O)C=C3)O)OC4C(C(C(C(O4)CO)O)O)O 424.40 unknown https://doi.org/10.1016/J.PHYTOL.2010.11.007
Apterin 57459455 Click to see CC(C)(C1C(C2=C(O1)C=CC3=C2OC(=O)C=C3)O)OC4C(C(C(C(O4)CO)O)O)O 424.40 unknown https://doi.org/10.1016/J.PHYTOL.2010.11.007
Archangelicine 5281371 Click to see 426.50 unknown https://doi.org/10.1016/J.PHYTOL.2010.11.007
Columbianadin 6436246 Click to see 328.40 unknown https://doi.org/10.1016/J.PHYTOL.2010.11.007
Columbianetin glucopyranoside 6453269 Click to see 408.40 unknown https://doi.org/10.1016/J.PHYTOL.2010.11.007
Daucoidin A 6479092 Click to see CC=C(C)C(=O)OC(C)(C)C1C(C2=C(O1)C=CC3=C2OC(=O)C=C3)O 344.40 unknown https://doi.org/10.1016/J.PHYTOL.2010.11.007
Isoedultin 12310961 Click to see CC=C(C)C(=O)OC(C)(C)C1C(C2=C(O1)C=CC3=C2OC(=O)C=C3)OC(=O)C 386.40 unknown https://doi.org/10.1016/J.PHYTOL.2010.11.007
> Phenylpropanoids and polyketides / Coumarins and derivatives / Furanocoumarins / Psoralens
Marmesin galactoside 611513 Click to see CC(C)(C1CC2=C(O1)C=C3C(=C2)C=CC(=O)O3)OC4C(C(C(C(O4)CO)O)O)O 408.40 unknown https://doi.org/10.1016/J.PHYTOL.2010.11.007
Nodakenin 73191 Click to see 408.40 unknown https://doi.org/10.1016/J.PHYTOL.2010.11.007
> Phenylpropanoids and polyketides / Coumarins and derivatives / Hydroxycoumarins / 7-hydroxycoumarins
Scopoletin 5280460 Click to see 192.17 unknown https://doi.org/10.1007/BF00580908
Umbelliferone 5281426 Click to see C1=CC(=CC2=C1C=CC(=O)O2)O 162.14 unknown https://doi.org/10.1007/BF00580908
> Phenylpropanoids and polyketides / Coumarins and derivatives / Pyranocoumarins / Angular pyranocoumarins
(10-Hydroxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl) 2-methylbut-2-enoate 511783 Click to see CC=C(C)C(=O)OC1C(C2=C(C=CC3=C2OC(=O)C=C3)OC1(C)C)O 344.40 unknown https://doi.org/10.1016/J.PHYTOL.2010.11.007
[(9R,10R)-10-hydroxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl] (Z)-2-methylbut-2-enoate 11244847 Click to see 344.40 unknown https://doi.org/10.1016/J.PHYTOL.2010.11.007

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