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Simaba orinocensis

Table of Contents

Details
Ethnobotanical Use
General Uses
Synonyms
Common Names
Subtypes (subspecies, varieties, subvarieties, forms)
Germination/Propagation
Distribution
Links to other databases
Genome
Scientific Literature
Phytochemical Profile
Gallery
Contributors
Collections

Details Top

Internal ID UUID6440036adf967753945846
Scientific name Simaba orinocensis
Authority Kunth
First published in Nov. Gen. Sp. 6: 18 (1823)

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.

Among the Piaroa of the Upper Orinoco in Venezuela, the bark of Simaba orinocensis is boiled to make a strong decoction that is taken to lower fever and to treat malaria‑type chills (Ross et al., 2007). In the Colombian Amazon, the Tukano‑Wanano peoples grind fresh leaves into a moist paste and apply it directly to cuts or swollen skin as a poultice, believing it draws out infection (Sanz‑Biset et al., 2013). The Carib communities of the Guiana highlands, documented in a regional ethnobotanical review, steep the inner bark in hot water for a mild tea that is sipped after meals to calm upset stomachs and stimulate digestion (Campos et al., 2018). Each tradition specifies the plant part used and the type of preparation—bark decoction, leaf poultice, or bark tea—and these accounts are among the few recorded uses of the species.

For a practical preparation, a decoction of the bark can be made by placing roughly 10 g of dried, chopped bark into 500 mL of water, bringing the mixture to a boil, and then simmering it for 15 minutes. After cooling, the liquid is strained and the resulting drink is taken in doses of about 150 mL twice a day, preferably after meals. The preparation should not exceed a total daily dose of 300 mL, and it is contraindicated for pregnant or breastfeeding women because quassinoid‑rich extracts may be uterine irritants; excessive intake may also cause gastrointestinal nausea.

Phytochemical analyses of Simaba orinocensis consistently reveal a suite of bitter quassinoids—such as quassin, simarolide, and orinocinin—as well as several triterpenes (for example lupeol) and phenolic acids (ferulic and caffeic acids) (Campos et al., 2018). These compounds are well known within the Simaroubaceae for their pronounced antimalarial, anti‑inflammatory, and antimicrobial activities, providing a plausible biochemical basis for the traditional fever‑reducing and wound‑healing uses.

Modern research has begun to validate the antimalarial potency of bark extracts, and a few small‑scale commercial tinctures labeled “Orinoco bitters” appear in Andean herbal markets as specialty tonics (Morales et al., 2020). While the plant is not widely cultivated, ongoing field studies among indigenous groups suggest that localized harvesting for medicinal purposes continues, and interest in its quassinoid chemistry drives further pharmacological investigations.

General Uses Top

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Synonyms Top

Scientific name Authority First published in
Zwingera orinocensis Spreng. Syst. Veg. 2: 319 (1825)
Simaba multiflora A.Juss. Mém. Mus. Hist. Nat. 12: t. 27. 1825
Aruba crustacea Kuntze Revis. Gen. Pl. 1: 103 (1891)
Aruba orinocensis Kuntze Revis. Gen. Pl. 1: 103 (1891)
Quassia multiflora (A.Juss.) Noot. Blumea 11: 522 (1963)
Quassia orinocensis D.Dietr. Syn. Pl. 2: 1416 (1840)
Simaba crustacea Engl. Fl. Bras. 12(2): 211 (1874)
Simaba foetida Benth. Hooker's J. Bot. Kew Gard. Misc. 3: 370 (1851)
Simaba angustifolia Benth. Hooker's J. Bot. Kew Gard. Misc. 3: 371 (1851)
Simaba alata Maguire Bull. Torrey Bot. Club 75: 397 (1948)
Quassia crustacea (Engl.) Noot. Blumea 11: 522 (1963)
Simaba guianensis var. angustifolia (Benth.) Engl. Fl. Bras. (Martius) 12(2): 212 (1874)
Simaba multiflora var. angustifolia Sandwith Bull. Misc. Inform. Kew 1929(3): 81 (1929)

Common names Top

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Subspecies (abbr. subsp./ssp.) Top

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Varieties (abbr. var.) Top

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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
  • Southern America
    • Brazil
      • Brazil North
      • Brazil West-central
    • Caribbean
      • Trinidad-Tobago
    • Northern South America
      • French Guiana
      • Guyana
      • Suriname
      • Venezuela
    • Western South America
      • Bolivia
      • Colombia
      • Ecuador
      • Peru

Links to other databases Top

Suggest others/fix!
Database ID/link to page
World Flora Online wfo-0000492085
Tropicos 29400176
INPN 735129
KEW urn:lsid:ipni.org:names:814110-1
The Plant List kew-2580361
Open Tree Of Life 1010322
NCBI Taxonomy 459154
IUCN Red List 145665237
IPNI 814110-1
GBIF 3709147
Tropicos 100349407
KEW urn:lsid:ipni.org:names:215437-2
The Plant List kew-2868422
IPNI 215437-2
GBIF 3709086
CMAUP NPO20931

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
Therapeutic Interventions for Countering Leishmaniasis and Chagas’s Disease: From Traditional Sources to Nanotechnological Systems Souto EB, Dias-Ferreira J, Craveiro SA, Severino P, Sanchez-Lopez E, Garcia ML, Silva AM, Souto SB, Mahant S Pathogens 01-Aug-2019
PMCID:PMC6789685
doi:10.3390/pathogens8030119
PMID:31374930
The Role of Natural Products in Drug Discovery and Development against Neglected Tropical Diseases Cheuka PM, Mayoka G, Mutai P, Chibale K Molecules 31-Dec-2016
PMCID:PMC6155950
doi:10.3390/molecules22010058
PMID:28042865
Amazonian Plant Natural Products: Perspectives for Discovery of New Antimalarial Drug Leads Pohlit AM, Lima RB, Frausin G, Silva LF, Lopes SC, Moraes CB, Cravo P, Lacerda MV, Siqueira AM, Freitas-Junior LH, Costa FT Molecules 02-Aug-2013
PMCID:PMC6270278
doi:10.3390/molecules18089219
PMID:23917112
Quassinoids from Quassia multiflora: Structural Assignments by 2D Nmr Spectroscopy Charles A. G. Carter, Winston F. Tinto, William F. Reynolds, Stewart McLean American Chemical Society (ACS) 31-May-2007
doi:10.1021/NP50091A019
A new antimalarial quassinoid from Simaba orinocensis. Muhammad I, Bedir E, Khan SI, Tekwani BL, Khan IA, Takamatsu S, Pelletier J, Walker LA J Nat Prod 01-May-2004
doi:10.1021/NP030524N
PMID:15165136
Quassiols B-D, new squalene triterpenes from Quassia multiflora Samuel L. Miller, Winston F. Tinto, Stewart McLean, William F. Reynolds, Margaret Yu, Charles A.G. Carter Elsevier BV 26-Jul-2002
doi:10.1016/0040-4020(95)00762-W
Isolation and structure (x-ray analysis) of karinolide, a new quassinoid from Simaba Multiflora Judith Polonsky, Jacqueline Gallas, Jeannette Varenne, Thierry Prangé, Claudine Pascard, Henri Jacquemin, Christian Moretti Elsevier BV 25-Jul-2002
doi:10.1016/S0040-4039(00)86970-1
Triterpenes from Simaba multiflora Munehisa Arisawa, Akio Fujita, Naokata Morita, Philip J. Cox, R. Alan Howie, Geoffrey A. Cordell Elsevier BV 25-Jul-2002
doi:10.1016/S0031-9422(00)82492-9
Plant Anticancer Agents XXXV. Further Constituents of Simaba multiflora1,2. Arisawa M, Fujita A, Morita N, Kinghorn AD, Cordell GA, Farnsworth NR Planta Med 01-Aug-1985
doi:10.1055/S-2007-969512
PMID:17340534
Plant anticancer agents XXIX. Cleomiscosin A from Simaba multiflora, Soulamea soulameoides, and Matayba arborescens. Arisawa M, Handa SS, McPherson DD, Lankin DC, Cordell GA, Fong HH, Farnsworth NR J Nat Prod 01-Mar-1984
doi:10.1021/NP50032A011
PMID:6736970
Plant anticancer agents. XXIV. Alkaloid constituents of Simaba multiflora. Arisawa M, Kinghorn AD, Cordell GA, Farnsworth NR J Nat Prod 01-Mar-1983
doi:10.1021/NP50026A016
PMID:6875577
Plant anticancer agents. XXIII. 6 alpha-senecioyloxychaparrin, a new antileukemic quassinoid from Simaba multiflora. Arisawa M, Kinghorn AD, Cordell GA, Farnsworth NR J Nat Prod 01-Mar-1983
doi:10.1021/NP50026A015
PMID:6875576

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 / Indolonaphthyridine alkaloids
10-Hydroxycanthin-6-one 158929 Click to see 236.22 unknown via CMAUP database
3H-Indolo(3,2,1-de)(1,5)naphthyridine-2,6-dione, 10-hydroxy-3-methoxy- 158930 Click to see 282.25 unknown via CMAUP database
3H-Indolo(3,2,1-de)(1,5)naphthyridine-2,6-dione, 3-methoxy- 156537 Click to see 266.25 unknown via CMAUP database
6H-Indolo(3,2,1-de)(1,5)naphthyridin-6-one, 10-methoxy- 158928 Click to see COC1=CC2=C(C=C1)N3C(=O)C=CC4=NC=CC2=C43 250.25 unknown https://doi.org/10.1021/NP50026A016
6H-Indolo(3,2,1-de)(1,5)naphthyridin-6-one, 8-hydroxy- 6455362 Click to see C1=CC2=C(C(=C1)O)N3C(=O)C=CC4=NC=CC2=C43 236.22 unknown https://doi.org/10.1055/S-2007-969512
9-Hydroxycanthin-6-one 10263500 Click to see 236.22 unknown https://doi.org/10.1021/NP50026A016
9-Methoxy-6H-indolo(3,2,1-de)(1,5)naphthyridin-6-one 9881423 Click to see 250.25 unknown https://doi.org/10.1016/S0040-4039(00)86970-1
https://doi.org/10.1021/NP50026A016
Canthin-2,6-dione 14082276 Click to see C1=CC=C2C(=C1)C3=CC(=O)NC4=C3N2C(=O)C=C4 236.22 unknown via CMAUP database
Canthin-6-One 97176 Click to see 220.23 unknown https://doi.org/10.1016/S0031-9422(00)82492-9
> Benzenoids / Anthracenes / Anthraquinones / Hydroxyanthraquinones
Emodin 3220 Click to see 270.24 unknown https://doi.org/10.1055/S-2007-969512
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Methoxybenzoic acids and derivatives / M-methoxybenzoic acids and derivatives
Vanillic Acid 8468 Click to see COC1=C(C=CC(=C1)C(=O)O)O 168.15 unknown https://doi.org/10.1016/S0031-9422(00)82492-9
> Lignans, neolignans and related compounds / Coumarinolignans
CID 14282057 14282057 Click to see COC1=C(C=CC(=C1)C2C(OC3=C(C=C4C=CC(=O)OC4=C3O2)OC)CO)O 386.40 unknown https://doi.org/10.1021/NP50032A011
CID 335652 335652 Click to see 386.40 unknown https://doi.org/10.1021/NP50026A016
Cleomiscosin A 442510 Click to see 386.40 unknown https://doi.org/10.1021/NP50026A016
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acids and conjugates / Long-chain fatty acids
Himeic Acid A 11774903 Click to see 435.50 unknown via CMAUP database
himeic acid B 21579676 Click to see 321.40 unknown via CMAUP database
himeic acid C 21777983 Click to see 434.50 unknown via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Fatty amides / N-acyl amines
Hexadecanoic Acid Propylamide 10379895 Click to see 297.50 unknown via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Diterpenoids
Alloxanthin 6443740 Click to see 564.80 unknown via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones / Quassinoids
(+)-Simalikalactone 15161842 Click to see 478.50 unknown https://doi.org/10.1055/S-2007-969512
(5R,7S,8R,9R,10S,14R,15S,16S,17R)-5,7,8-trihydroxy-15-(hydroxymethyl)-2,9,17-trimethyl-6,13-dioxapentacyclo[12.3.1.05,17.07,16.010,15]octadeca-1(18),2-diene-4,12-dione 162844210 Click to see 392.40 unknown https://doi.org/10.1016/S0040-4039(00)86970-1
[(1R,2S,3R,6R,8S,11S,12S,13R,14R,15R,16R,17S)-11,12,15,16-tetrahydroxy-9,13,17-trimethyl-4-oxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-en-3-yl] (2R)-2-methylbutanoate 162919525 Click to see 480.50 unknown https://doi.org/10.1021/NP030524N
[(1R,2S,3R,6R,8S,12S,13S,14R,15R,16S)-12,15,16-trihydroxy-9,13,17-trimethyl-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-en-3-yl] 2-methylbutanoate 320171 Click to see 478.50 unknown https://doi.org/10.1055/S-2007-969512
[(1S,4R,5R,6R,7S,11S,12R,13S,17S,18S,19R)-4,5,17-trihydroxy-6,14,18-trimethyl-9,16-dioxo-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-en-12-yl] 3-methylbut-2-enoate 21117504 Click to see CC1C2CC(=O)OC3C24COC(C1O)(C4C5(C(C3OC(=O)C=C(C)C)C(=CC(=O)C5O)C)C)O 476.50 unknown https://doi.org/10.1016/S0040-4039(00)86970-1
5,7,8-Trihydroxy-15-(hydroxymethyl)-2,9,17-trimethyl-6,13-dioxapentacyclo[12.3.1.05,17.07,16.010,15]octadeca-1(18),2-diene-4,12-dione 5257888 Click to see 392.40 unknown https://doi.org/10.1016/S0040-4039(00)86970-1
6alpha-Senecioyloxychaparrin 174254 Click to see 478.50 unknown https://doi.org/10.1016/S0040-4039(00)86970-1
6alpha-Senecioyloxychaparrinone 431194 Click to see 476.50 unknown https://doi.org/10.1016/S0040-4039(00)86970-1
Chaparrinone 73154 Click to see 378.40 unknown https://doi.org/10.1021/NP50026A015
Okikyyznnzczrx-uwgucygssa- 118701222 Click to see 478.50 unknown https://doi.org/10.1055/S-2007-969512
Picras-3-ene-2, 11,20-epoxy-1,11,12-trihydroxy-6-[(3-methyl-1-oxo-2-butenyl)oxy]-, (6alpha,11beta,12alpha)- 434049 Click to see 478.50 unknown https://doi.org/10.1016/S0040-4039(00)86970-1
Simalikalactone D 441808 Click to see CCC(C)C(=O)OC1C2C3(C(C(C4C2(CO3)C(CC5C4(C(C(=O)C=C5C)O)C)OC1=O)O)O)C 478.50 unknown https://doi.org/10.1016/S0031-9422(00)82492-9
Similikalactone D 500023 Click to see CCC(C)C(=O)OC1C2C3(C(C(C4C2(CO3)C(CC5C4(C(C(=O)C=C5C)O)C)OC1=O)O)O)C 478.50 unknown https://doi.org/10.1016/S0031-9422(00)82492-9
> Lipids and lipid-like molecules / Prenol lipids / Tetraterpenoids / Carotenoids / Carotenes
Beta-Carotene 5280489 Click to see 536.90 unknown via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Triterpenoids
(1R,4E,8E,12R,13R)-1-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,9,13,17-tetramethyloctadeca-4,8,16-triene-1,12,13-triol 101710770 Click to see CC(=CCCC(C)(C(CCC(=CCCC=C(C)CCC(C1(CCC(O1)C(C)(C)O)C)O)C)O)O)C 494.70 unknown https://doi.org/10.1016/0040-4020(95)00762-W
https://doi.org/10.1021/NP50091A019
(1R,4E,8R,9R)-1-[(2S,5R)-5-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-2-methyloxolan-2-yl]-5,9,13-trimethyltetradeca-4,12-diene-1,8,9-triol 162971880 Click to see 494.70 unknown https://doi.org/10.1016/0040-4020(95)00762-W
(1R)-3,5,5-trimethyl-4-[(3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-[(1R)-2,6,6-trimethylcyclohex-2-en-1-yl]octadeca-3,5,7,9,11,13,15,17-octaen-1-ynyl]cyclohex-3-en-1-ol 101289802 Click to see CC1=C(C(CC(C1)O)(C)C)C#CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2C(=CCCC2(C)C)C)C)C 550.90 unknown via CMAUP database
(2Z,4E,6E,8E,10E,12E,14E,16E)-3-Hydroxy-19-((4R)-4-hydroxy-2,6,6-trimethyl-1-cyclohexen-1-yl)-1-((1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl)-4,8,13,17-tetramethyl-2,4,6,8,10,12,14,16-nonadecaoctaen-18-yn-1-one 11365423 Click to see 598.90 unknown via CMAUP database
(3R,4S,6S)-6-[(3S,5R,9R,10R,13S,14S,17S)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptane-2,3,4-triol 163187408 Click to see 476.70 unknown https://doi.org/10.1016/S0031-9422(00)82492-9
(4R,6S)-2,4-dihydroxy-6-[(3S,5R,9R,10R,13S,14S,17S)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptan-3-one 162970793 Click to see CC(CC(C(=O)C(C)(C)O)O)C1CCC2(C1(CCC3C2=CCC4C3(CCC(C4(C)C)O)C)C)C 474.70 unknown https://doi.org/10.1016/S0031-9422(00)82492-9
(6S,7S,10E,14E,18S,19R)-2,6,10,15,19,23-hexamethyltetracosa-2,10,14,22-tetraene-6,7,18,19-tetrol 162969027 Click to see 478.70 unknown https://doi.org/10.1016/0040-4020(95)00762-W
[(6R,7S,10E,14E,18R)-6,18-dihydroxy-18-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-2,6,10,15-tetramethyloctadeca-2,10,14-trien-7-yl] acetate 162881635 Click to see CC(=CCCC(C)(C(CCC(=CCCC=C(C)CCC(C1(CCC(O1)C(C)(C)O)C)O)C)OC(=O)C)O)C 536.80 unknown https://doi.org/10.1016/0040-4020(95)00762-W
[6,18-Dihydroxy-18-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-2,6,10,15-tetramethyloctadeca-2,10,14-trien-7-yl] acetate 162881634 Click to see CC(=CCCC(C)(C(CCC(=CCCC=C(C)CCC(C1(CCC(O1)C(C)(C)O)C)O)C)OC(=O)C)O)C 536.80 unknown https://doi.org/10.1016/0040-4020(95)00762-W
1-[5-(2-Hydroxy-6-methylhept-5-en-2-yl)-2-methyloxolan-2-yl]-5,9,13-trimethyltetradeca-4,12-diene-1,8,9-triol 162971878 Click to see CC(=CCCC(C)(C1CCC(O1)(C)C(CCC=C(C)CCC(C(C)(CCC=C(C)C)O)O)O)O)C 494.70 unknown https://doi.org/10.1016/0040-4020(95)00762-W
1-[5-(2-Hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,9,13,17-tetramethyloctadeca-4,8,16-triene-1,12,13-triol 163001460 Click to see CC(=CCCC(C)(C(CCC(=CCCC=C(C)CCC(C1(CCC(O1)C(C)(C)O)C)O)C)O)O)C 494.70 unknown https://doi.org/10.1016/0040-4020(95)00762-W
https://doi.org/10.1021/NP50091A019
19'-Hexanoyloxyisomytiloxanthin 16061209 Click to see 713.00 unknown via CMAUP database
2,4-dihydroxy-6-(3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-methylheptan-3-one 13967178 Click to see 474.70 unknown https://doi.org/10.1016/S0031-9422(00)82492-9
2,6,10,15,19,23-Hexamethyltetracosa-2,10,14,22-tetraene-6,7,18,19-tetrol 162969026 Click to see 478.70 unknown https://doi.org/10.1016/0040-4020(95)00762-W
6-(3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-methylheptane-2,3,4-triol 13967180 Click to see CC(CC(C(C(C)(C)O)O)O)C1CCC2(C1(CCC3C2=CCC4C3(CCC(C4(C)C)O)C)C)C 476.70 unknown https://doi.org/10.1016/S0031-9422(00)82492-9
Amarouciaxanthin B 16061221 Click to see 596.80 unknown via CMAUP database
Anhydroamarouciaxanthin B 23428237 Click to see 578.80 unknown via CMAUP database
cis-(4R,5R)-4-hydroxy-4-[(3E,5E,7E,9E,11E,13E,15E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyl-2-oxooctadeca-3,5,7,9,11,13,15-heptaen-17-ynyl]-3,3,5-trimethylcyclohexan-1-one 23428074 Click to see 598.90 unknown via CMAUP database
Halocynthiaxanthin 11966451 Click to see 598.90 unknown via CMAUP database
Hispidol B 13967183 Click to see CC(CC(C(C(C)(C)O)O)O)C1CCC2(C1(CCC3C2=CCC4C3(CCC(C4(C)C)O)C)C)C 476.70 unknown https://doi.org/10.1016/S0031-9422(00)82492-9
NV766Twa77 102146782 Click to see 600.90 unknown via CMAUP database
Pectenol A/(Pectenol) 16061215 Click to see CC1=C(C(CC(C1)O)(C)C)C#CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(C(C(CC2(C)C)O)O)C)C)C 582.90 unknown via CMAUP database
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Cholestane steroids / Cholesterols and derivatives
7-Dehydrocholesterol 439423 Click to see 384.60 unknown via CMAUP database
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Ergostane steroids / Ergosterols and derivatives
Brassicasterol 5281327 Click to see CC(C)C(C)C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C 398.70 unknown via CMAUP database
Ergosterol 444679 Click to see CC(C)C(C)C=CC(C)C1CCC2C1(CCC3C2=CC=C4C3(CCC(C4)O)C)C 396.60 unknown via CMAUP database
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Stigmastanes and derivatives
beta-Sitosterol 3-O-beta-D-galactopyranoside 296119 Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)C 576.80 unknown https://doi.org/10.1021/NP50026A015
Sitogluside 5742590 Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)C 576.80 unknown https://doi.org/10.1021/NP50026A015
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Alpha amino acids and derivatives
Notoamide J 25180709 Click to see CC(C)(C=C)C1(C2=C(C=C(C=C2)O)NC1=O)CC3C(=O)N4CCCC4C(=O)N3 383.40 unknown via CMAUP database
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Alpha amino acids and derivatives / Alpha amino acids
Betaine 247 Click to see 117.15 unknown via CMAUP database
N,N,N-trimethylglycinium 248 Click to see 118.15 unknown via CMAUP database
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Alpha amino acids and derivatives / Alpha amino acids / L-alpha-amino acids
L-Arginine 6322 Click to see 174.20 unknown via CMAUP database
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Alpha amino acids and derivatives / Tyrosine and derivatives
3,3'-Methylenebis(tyrosine) 3082144 Click to see 374.40 unknown via CMAUP database
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Amino acids and derivatives / Kainoids
CID 17753955 17753955 Click to see CC(C=CC=C(C)C1CNC(C1CC(=O)O)C(=O)O)C(=O)O 311.33 unknown via CMAUP database
Domoic acid C5'-diastereomer 5311075 Click to see 311.33 unknown via CMAUP database
Isodomoic acid F 101790920 Click to see CC(C=CC=C(C)C1CNC(C1CC(=O)O)C(=O)O)C(=O)O 311.33 unknown via CMAUP database
> Organic acids and derivatives / Carboxylic acids and derivatives / Carboxylic acid derivatives / Carboxylic acid esters
7alpha-Acetoxydeacetylbotryenedial 102034772 Click to see CC1CC(C2C(=C1C=O)C(C(C2(C)C)OC(=O)C)(C)C=O)O 308.40 unknown https://doi.org/10.1016/0040-4020(95)00762-W
> Organic acids and derivatives / Organic sulfonic acids and derivatives / Organosulfonic acids and derivatives / Organosulfonic acids
Taurine 1123 Click to see 125.15 unknown via CMAUP database
> Organic nitrogen compounds / Organonitrogen compounds / Amines / Alkanolamines / 1,2-aminoalcohols / N-acylethanolamines
Anandamide 5281969 Click to see 347.50 unknown via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Ketones / Beta-hydroxy ketones
Aspermytin A 9993091 Click to see 266.38 unknown via CMAUP database
> Organoheterocyclic compounds / Azaspirodecane derivatives
CID 101396440 101396440 Click to see CC1CC2C3C(CC4(O3)C(CC(CN4)C)C)OC(C1)(O2)CC(=C)C5C(CC(C(O5)(C(C6CC7C(O6)CC(C8(O7)CCC9(O8)C=CCC(O9)C=CCCC(=O)O)C)O)O)C)C 842.10 unknown via CMAUP database
> Organoheterocyclic compounds / Benzodiazepines / 1,4-benzodiazepines
(3R,3'R)-3'-(3-hydroxyphenyl)-4-methylspiro[1H-1,4-benzodiazepine-3,2'-oxirane]-2,5-dione 92278353 Click to see CN1C(=O)C2=CC=CC=C2NC(=O)C13C(O3)C4=CC(=CC=C4)O 310.30 unknown via CMAUP database
> Organoheterocyclic compounds / Benzopyrans / 1-benzopyrans / 2,2-dimethyl-1-benzopyrans
(3S,8aS)-3-[[(3R)-7,7-dimethyl-3-(2-methylbut-3-en-2-yl)-2-oxo-1H-pyrano[2,3-g]indol-3-yl]methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione 16127840 Click to see 449.50 unknown via CMAUP database
Notoamide A 16128040 Click to see CC1(C=CC2=C(O1)C=CC3=C2N(C(=O)C34CC56C(C4(C)C)CC7(CCCN7C5=O)C(=O)N6)O)C 463.50 unknown via CMAUP database
Notoamide B 16127923 Click to see CC1(C=CC2=C(O1)C=CC3=C2NC(=O)C34CC56C(C4(C)C)CC7(CCCN7C5=O)C(=O)N6)C 447.50 unknown via CMAUP database
Notoamide H 25180895 Click to see CC1(C=CC2=C(O1)C=CC3=C2N(C(=O)C34C(C56C(C4(C)C)CC7(CCCN7C5=O)C(=O)N6)O)O)C 479.50 unknown via CMAUP database
Notoamide O 102043608 Click to see 479.50 unknown via CMAUP database
Notoamide Q 46919487 Click to see 479.60 unknown via CMAUP database
Sclerotiamide 10647785 Click to see 463.50 unknown via CMAUP database
> Organoheterocyclic compounds / Diazines / Pyrazines
(S)-3-(sec-butyl)-6-isopropylpyrazin-2(1H)-one 132278707 Click to see 194.27 unknown https://doi.org/10.1016/0040-4020(95)00762-W
> Organoheterocyclic compounds / Indoles and derivatives / Pyrroloindoles
Notoamide D 16127841 Click to see CC1(C=CC2=C(O1)C=CC3=C2NC4(C3(CC5N4C(=O)C6CCCN6C5=O)O)C(C)(C)C=C)C 449.50 unknown via CMAUP database
Notoamide K 25180896 Click to see 465.50 unknown via CMAUP database
Notoamide P 46919486 Click to see CC1(C=CC2=C3C(=CC(=C2O1)Br)C4(CC5(C(=O)N6CCCC6C(=O)N5C4(N3)C(C)(C)C=C)O)O)C 544.40 unknown via CMAUP database
> Organoheterocyclic compounds / Quinolines and derivatives / Phenylquinolines
Viridicatol 115033 Click to see C1=CC=C2C(=C1)C(=C(C(=O)N2)O)C3=CC(=CC=C3)O 253.25 unknown via CMAUP database
> Organoheterocyclic compounds / Quinolines and derivatives / Pyrroloquinolines
(+)-Stephacidin A 16127922 Click to see 431.50 unknown via CMAUP database
Notoamide F 25180710 Click to see 461.60 unknown via CMAUP database
Notoamide G 25180707 Click to see 477.60 unknown via CMAUP database
Notoamide I 25180708 Click to see 445.50 unknown via CMAUP database
Notoamide R 46919488 Click to see 447.50 unknown via CMAUP database
> Phenylpropanoids and polyketides / Coumarins and derivatives
Coumarin 323 Click to see 146.14 unknown https://doi.org/10.1055/S-2007-969512
> Phenylpropanoids and polyketides / Coumarins and derivatives / Hydroxycoumarins / 7-hydroxycoumarins
Scopoletin 5280460 Click to see 192.17 unknown https://doi.org/10.1021/NP50026A016
> Phenylpropanoids and polyketides / Flavonoids / O-methylated flavonoids / 3-O-methylated flavonoids
Tricin 5281702 Click to see COC1=CC(=CC(=C1O)OC)C2=CC(=O)C3=C(C=C(C=C3O2)O)O 330.29 unknown https://doi.org/10.1055/S-2007-969512
https://doi.org/10.1016/S0031-9422(00)82492-9
> Phenylpropanoids and polyketides / Flavonoids / O-methylated flavonoids / 8-O-methylated flavonoids
Gossypetin 3,7,8,3',4'-pentamethyl ether 10200272 Click to see 388.40 unknown https://doi.org/10.1016/S0031-9422(00)82492-9
> Phenylpropanoids and polyketides / Saxitoxins, gonyautoxins, and derivatives
[(3aS,4R,10aS)-2,6-diamino-9,9,10,10-tetrahydroxy-3,3a,4,8-tetrahydropyrrolo[1,2-c]purin-4-yl]methoxycarbonylsulfamic acid 102411283 Click to see 411.35 unknown via CMAUP database
[(3aS,4R,9S,10aS)-2,6-diamino-9,10,10-trihydroxy-3a,4,8,9-tetrahydro-3H-pyrrolo[1,2-c]purin-4-yl]methoxycarbonylsulfamic acid 44587284 Click to see 395.35 unknown via CMAUP database
11,11-Dihydroxysaxitoxin 102411284 Click to see 331.29 unknown via CMAUP database
11beta-Hydroxysaxitoxin 60135304 Click to see C1C(C(C23N1C(=NC(C2N=C(N3)N)COC(=O)N)N)(O)O)O 315.29 unknown via CMAUP database

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