CHEBI:8691 - quassimarin

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ChEBI Name quassimarin
ChEBI ID CHEBI:8691
Definition A quassinoid isolated from Quassia amara and Leitneria floridana and has been shown to exhibit antitumour activity.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:66283
Supplier Information
Download Molfile XML SDF
Formula C27H36O11
Net Charge 0
Average Mass 536.56810
Monoisotopic Mass 536.22576
InChI InChI=1S/C27H36O11/c1-7-24(4,38-12(3)28)23(34)37-17-19-26(6)21(32)16(30)18-25(5)13(11(2)8-14(29)20(25)31)9-15(36-22(17)33)27(18,19)10-35-26/h8,13,15-21,30-32H,7,9-10H2,1-6H3/t13-,15+,16+,17+,18+,19-,20+,21-,24+,25-,26+,27+/m0/s1
InChIKey FXMIXHYJCNZLFE-UDLAVWPNSA-N
SMILES [H][C@@]12C[C@@]3([H])C(C)=CC(=O)[C@@H](O)[C@]3(C)[C@@]3([H])[C@@H](O)[C@H](O)[C@]4(C)OC[C@@]13[C@@]4([H])[C@@H](OC(=O)[C@@](C)(CC)OC(C)=O)C(=O)O2
Metabolite of Species Details
Quassia amara (NCBI:txid43725) Found in sap (NCIM:C79665). See: PubMed
Leitneria floridana (NCBI:txid83908) Found in aerial part (BTO:0001658). See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing quassimarin (CHEBI:8691) has role antineoplastic agent (CHEBI:35610)
quassimarin (CHEBI:8691) has role metabolite (CHEBI:25212)
quassimarin (CHEBI:8691) is a δ-lactone (CHEBI:18946)
quassimarin (CHEBI:8691) is a acetate ester (CHEBI:47622)
quassimarin (CHEBI:8691) is a bridged compound (CHEBI:35990)
quassimarin (CHEBI:8691) is a cyclic ether (CHEBI:37407)
quassimarin (CHEBI:8691) is a enone (CHEBI:51689)
quassimarin (CHEBI:8691) is a organic heteropentacyclic compound (CHEBI:38164)
quassimarin (CHEBI:8691) is a quassinoid (CHEBI:72485)
quassimarin (CHEBI:8691) is a triol (CHEBI:27136)
IUPAC Name
(1β,11β,12α,15β)-1,11,12-trihydroxy-2,16-dioxo-13,20-epoxypicras-3-en-15-yl (2R)-2-(acetyloxy)-2-methylbutanoate
Synonym Source
Quassimarin KEGG COMPOUND
Manual Xrefs Databases
C00003725 KNApSAcK
C08777 KEGG COMPOUND
HMDB0036888 HMDB
View more database links
Registry Numbers Types Sources
1613412 Reaxys Registry Number Reaxys
59938-97-5 CAS Registry Number KEGG COMPOUND
59938-97-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11141127 PubMed citation Europe PMC
14639632 PubMed citation Europe PMC
978297 PubMed citation Europe PMC
Last Modified
28 July 2014