CHEBI:65953 - gaudichaudiic acid I

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ChEBI Name gaudichaudiic acid I
ChEBI ID CHEBI:65953
Definition An organic heteroheptacyclic compound isolated from the bark of Indonesian Garcinia gaudichaudii and exhibits cytotoxic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C40H46O9
Net Charge 0
Average Mass 670.78780
Monoisotopic Mass 670.31418
InChI InChI=1S/C40H46O9/c1-11-36(5,6)28-32-25(21-17-19(3)13-14-23(21)37(7,8)47-32)29(41)26-30(42)27-31(46-12-2)22-18-24-38(9,10)49-39(34(22)43,16-15-20(4)35(44)45)40(24,27)48-33(26)28/h11,13-15,17,22,24,27,31,41H,1,12,16,18H2,2-10H3,(H,44,45)/b20-15+/t22-,24-,27?,31?,39-,40-/m1/s1
InChIKey XRWTUHQDTBWRSS-AACCTTACSA-N
SMILES [H][C@]12C[C@]3([H])C(C)(C)O[C@](C\C=C(/C)C(O)=O)(C1=O)[C@@]31Oc3c(C(=O)C1C2OCC)c(O)c1-c2cc(C)ccc2C(C)(C)Oc1c3C(C)(C)C=C
Metabolite of Species Details
Garcinia gaudichaudii (IPNI:427963-1) Found in bark (BTO:0001301). See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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 gaudichaudiic acid I (CHEBI:65953) has role antineoplastic agent (CHEBI:35610)
gaudichaudiic acid I (CHEBI:65953) has role metabolite (CHEBI:25212)
gaudichaudiic acid I (CHEBI:65953) is a bridged compound (CHEBI:35990)
gaudichaudiic acid I (CHEBI:65953) is a cyclic ether (CHEBI:37407)
gaudichaudiic acid I (CHEBI:65953) is a cyclic ketone (CHEBI:3992)
gaudichaudiic acid I (CHEBI:65953) is a organic heteroheptacyclic compound (CHEBI:52157)
gaudichaudiic acid I (CHEBI:65953) is a oxo monocarboxylic acid (CHEBI:35871)
IUPAC Name
(2E)-4-[(1S,3aR,5R,16aR)-6-ethoxy-8-hydroxy-3,3,10,13,13-pentamethyl-15-(2-methylbut-3-en-2-yl)-7,17-dioxo-3a,4,5,6,6a,7-hexahydro-3H,13H-1,5-methanofuro[3,4-g]isochromeno[4,3-b]xanthen-1-yl]-2-methylbut-2-enoic acid
Registry Number Type Source
8749911 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
11101460 PubMed citation Europe PMC
Last Modified
07 February 2013