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CHEBI:65951 - gaudichaudiic acid G

ChEBI IDCHEBI:65951
ChEBI Namegaudichaudiic acid G
Stars
DefinitionAn organic heteroheptacyclic compound isolated from the bark of Indonesian Garcinia gaudichaudii and exhibits cytotoxic activity.
Last Modified27 June 2014
DownloadsMolfile
FormulaC38H40O8
Net Charge0
Average Mass624.730
Monoisotopic Mass624.27232
SMILES[H][C@]12C=C3C(=O)c4c(O)c5c(c(C(C)(C)C=C)c4O[C@@]34[C@](C/C=C(\C)C(=O)O)(OC(C)(C)[C@@]4([H])C1)C2=O)OC(C)(C)c1ccc(C)cc1-5
InChIInChI=1S/C38H40O8/c1-10-34(4,5)27-30-25(21-15-18(2)11-12-22(21)35(6,7)44-30)29(40)26-28(39)23-16-20-17-24-36(8,9)46-37(32(20)41,14-13-19(3)33(42)43)38(23,24)45-31(26)27/h10-13,15-16,20,24,40H,1,14,17H2,2-9H3,(H,42,43)/b19-13+/t20-,24+,37+,38-/m0/s1
InChIKeyQSMLJRUCZBGQPR-MGSFFUDNSA-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 G (CHEBI:65951) has role antineoplastic agent (CHEBI:35610)
gaudichaudiic acid G (CHEBI:65951) has role metabolite (CHEBI:25212)
gaudichaudiic acid G (CHEBI:65951) is a bridged compound (CHEBI:35990)
gaudichaudiic acid G (CHEBI:65951) is a cyclic ether (CHEBI:37407)
gaudichaudiic acid G (CHEBI:65951) is a cyclic ketone (CHEBI:3992)
gaudichaudiic acid G (CHEBI:65951) is a organic heteroheptacyclic compound (CHEBI:52157)
gaudichaudiic acid G (CHEBI:65951) is a oxo monocarboxylic acid (CHEBI:35871)
gaudichaudiic acid G (CHEBI:65951) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
IUPAC Name 
(2E)-4-[(1S,3aR,5R,16aR)-8-hydroxy-3,3,10,13,13-pentamethyl-15-(2-methylbut-3-en-2-yl)-7,17-dioxo-3a,4,5,7-tetrahydro-3H,13H-1,5-methanofuro[3,4-g]isochromeno[4,3-b]xanthen-1-yl]-2-methylbut-2-enoic acid
Registry NumbersSources
Reaxys:8747845Reaxys
Citations