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CHEBI:70002 - combretic acid A

ChEBI IDCHEBI:70002
ChEBI Namecombretic acid A
Stars
DefinitionA pentacyclic triterpenoid that is 9β,19-cyclolanostan-28-oic acid substituted by an acetyloxy group at position 7 and hydroxy groups at positions 3 and 25. It has been isolated from the leaves of Combretum quadrangulare.
Last Modified9 January 2014
DownloadsMolfile
FormulaC32H52O6
Net Charge0
Average Mass532.762
Monoisotopic Mass532.37639
SMILES[H][C@@]12C[C@H](OC(C)=O)[C@@]3([H])[C@]4(C)CC[C@]([H])([C@H](C)CCCC(C)(C)O)[C@@]4(C)CC[C@]34C[C@]14CC[C@H](O)[C@@]2(C)C(=O)O
InChIInChI=1S/C32H52O6/c1-19(9-8-12-27(3,4)37)21-10-13-29(6)25-22(38-20(2)33)17-23-30(7,26(35)36)24(34)11-14-31(23)18-32(25,31)16-15-28(21,29)5/h19,21-25,34,37H,8-18H2,1-7H3,(H,35,36)/t19-,21-,22+,23+,24+,25+,28-,29+,30+,31-,32+/m1/s1
InChIKeyLOKNWCZJYFDEAJ-CGWCZXMOSA-N
Species of MetaboliteComponentSourceComments
Combretum quadrangulare (IPNI:170410-1) leaf (BTO:0000713) PubMed (21265555) Methanolic extract of leaves
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
combretic acid A (CHEBI:70002) has parent hydride cycloartane (CHEBI:37778)
combretic acid A (CHEBI:70002) has role plant metabolite (CHEBI:76924)
combretic acid A (CHEBI:70002) is a acetate ester (CHEBI:47622)
combretic acid A (CHEBI:70002) is a hydroxy monocarboxylic acid (CHEBI:35868)
combretic acid A (CHEBI:70002) is a pentacyclic triterpenoid (CHEBI:25872)
IUPAC Name 
(4R*,7R*)-7-acetyloxy-3β,25-dihydroxy-9β,19-cyclolanostan-28-oic acid
Registry NumbersSources
Reaxys:21312861Reaxys
Citations