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CHEBI:65953 - gaudichaudiic acid I

ChEBI IDCHEBI:65953
ChEBI Namegaudichaudiic acid I
Stars
DefinitionAn organic heteroheptacyclic compound isolated from the bark of Indonesian Garcinia gaudichaudii and exhibits cytotoxic activity.
Last Modified7 February 2013
DownloadsMolfile
FormulaC40H46O9
Net Charge0
Average Mass670.799
Monoisotopic Mass670.31418
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)C1C2OCC
InChIInChI=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
InChIKeyXRWTUHQDTBWRSS-AACCTTACSA-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 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 NumbersSources
Reaxys:8749911Reaxys
Citations