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CHEBI:8691 - quassimarin

ChEBI IDCHEBI:8691
ChEBI Namequassimarin
Stars
DefinitionA quassinoid isolated from Quassia amara and Leitneria floridana and has been shown to exhibit antitumour activity.
Secondary ChEBI IDCHEBI:66283
Last Modified31 October 2024
DownloadsMolfile
FormulaC27H36O11
Net Charge0
Average Mass536.574
Monoisotopic Mass536.22576
SMILES[H][C@]12[C@@H](O)[C@H](O)[C@]3(C)OC[C@]14[C@@]3([H])[C@@H](OC(=O)[C@@](C)(CC)OC(C)=O)C(=O)O[C@]4([H])C[C@@]1([H])C(C)=CC(=O)[C@@H](O)[C@]21C
InChIInChI=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
InChIKeyFXMIXHYJCNZLFE-UDLAVWPNSA-N
Species of MetaboliteComponentSourceComments
Leitneria floridana (ncbitaxon:83908) aerial part (BTO:0001658) PubMed (11141127)
Quassia amara (ncbitaxon:43725) sap (NCIT:C79665) PubMed (978297)
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
quassimarin (CHEBI:8691) has role antineoplastic agent (CHEBI:35610)
quassimarin (CHEBI:8691) has role metabolite (CHEBI:25212)
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)
quassimarin (CHEBI:8691) is a δ-lactone (CHEBI:18946)
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
QuassimarinKEGG COMPOUND
Manual XrefsDatabases
C08777KEGG COMPOUND
HMDB0036888HMDB
C00003725KNApSAcK
Registry NumbersSources
Reaxys:1613412Reaxys
CAS:59938-97-5KEGG COMPOUND
CAS:59938-97-5ChemIDplus
Citations