EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:66152 - kweichowenol B

ChEBI IDCHEBI:66152
ChEBI Namekweichowenol B
Stars
DefinitionA benzoate ester that is the diester obtained by the formal condensation of two molecules of benzoic acid with the hydroxymethyl group at position 1 and the hydroxy group at position 4 of 1-(hydroxymethyl)cyclohex-5-ene-1,2,3,4-tetrol the (1S,4R,5S,6S stereoisomer). Isolated from the leaves of Uvaria kweichowensis, it exhibits antitumour activity.
Last Modified18 March 2013
DownloadsMolfile
FormulaC21H20O7
Net Charge0
Average Mass384.384
Monoisotopic Mass384.12090
SMILESO=C(OC[C@]1(O)C=C[C@H](OC(=O)c2ccccc2)[C@@H](O)[C@@H]1O)c1ccccc1
InChIInChI=1S/C21H20O7/c22-17-16(28-20(25)15-9-5-2-6-10-15)11-12-21(26,18(17)23)13-27-19(24)14-7-3-1-4-8-14/h1-12,16-18,22-23,26H,13H2/t16-,17+,18-,21+/m0/s1
InChIKeyPCFGXGDGOLIQTE-TWFHAPMSSA-N
Species of MetaboliteComponentSourceComments
Uvaria kweichowensis (IPNI:75758-1) leaf (BTO:0000713) PubMed (15997144)
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)
kweichowenol B (CHEBI:66152) has parent hydride cyclohexene (CHEBI:36404)
kweichowenol B (CHEBI:66152) has role antineoplastic agent (CHEBI:35610)
kweichowenol B (CHEBI:66152) has role metabolite (CHEBI:25212)
kweichowenol B (CHEBI:66152) is a benzoate ester (CHEBI:36054)
kweichowenol B (CHEBI:66152) is a triol (CHEBI:27136)
IUPAC Name 
(1S,4R,5S,6S)-4-[(benzoyloxy)methyl]-4,5,6-trihydroxycyclohex-2-en-1-yl benzoate
Registry NumbersSources
Reaxys:10196166Reaxys