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CHEBI:65952 - gaudichaudiic acid H

ChEBI IDCHEBI:65952
ChEBI Namegaudichaudiic acid H
Stars
DefinitionAn organic heteroheptacyclic compound isolated from the bark of Indonesian Garcinia gaudichaudii and exhibits cytotoxic activity.
Last Modified7 February 2013
DownloadsMolfile
FormulaC39H44O9
Net Charge0
Average Mass656.772
Monoisotopic Mass656.29853
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)c4c(c3C(C)(C)C=C)OC(C)(C)c3ccc(C)cc3-4)C(=O)C1C2OC
InChIInChI=1S/C39H44O9/c1-11-35(4,5)27-31-24(20-16-18(2)12-13-22(20)36(6,7)46-31)28(40)25-29(41)26-30(45-10)21-17-23-37(8,9)48-38(33(21)42,15-14-19(3)34(43)44)39(23,26)47-32(25)27/h11-14,16,21,23,26,30,40H,1,15,17H2,2-10H3,(H,43,44)/b19-14+/t21-,23-,26?,30?,38-,39-/m1/s1
InChIKeyCKJQNWPJVMSWAZ-KWMSECQZSA-N
Species of MetaboliteComponentSourceComments
Garcinia gaudichaudii (IPNI:427963-1) bark (BTO:0001301) PubMed (11101460)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
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)
gaudichaudiic acid H (CHEBI:65952) has role antineoplastic agent (CHEBI:35610)
gaudichaudiic acid H (CHEBI:65952) has role metabolite (CHEBI:25212)
gaudichaudiic acid H (CHEBI:65952) is a bridged compound (CHEBI:35990)
gaudichaudiic acid H (CHEBI:65952) is a cyclic ether (CHEBI:37407)
gaudichaudiic acid H (CHEBI:65952) is a cyclic ketone (CHEBI:3992)
gaudichaudiic acid H (CHEBI:65952) is a organic heteroheptacyclic compound (CHEBI:52157)
gaudichaudiic acid H (CHEBI:65952) is a oxo monocarboxylic acid (CHEBI:35871)
IUPAC Name 
(2E)-4-[(1S,3aR,5R,16aR)-8-hydroxy-6-methoxy-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 NumbersSources
Reaxys:8750131Reaxys
Citations