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CHEBI:69370 - kalopanaxsaponin A

ChEBI IDCHEBI:69370
ChEBI Namekalopanaxsaponin A
Stars
DefinitionA triterpenoid saponin that is hederagenin attached to a 2-O-(6-deoxy-α-L-mannopyranosyl)-α-L-arabinopyranosyl residue at position 3 via a glycosidic linkage. It has been isolated from the stem bark of Kalopanax pictus.
Last Modified28 July 2014
DownloadsMolfile
FormulaC41H66O12
Net Charge0
Average Mass750.967
Monoisotopic Mass750.45543
SMILES[H][C@@]1(O[C@H]2CC[C@]3(C)[C@@]4([H])CC=C5[C@]6([H])CC(C)(C)CC[C@]6(C(=O)O)CC[C@@]5(C)[C@]4(C)CC[C@@]3([H])[C@]2(C)CO)OC[C@H](O)[C@H](O)[C@@]1([H])O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O
InChIInChI=1S/C41H66O12/c1-21-28(44)30(46)31(47)33(51-21)53-32-29(45)24(43)19-50-34(32)52-27-11-12-37(4)25(38(27,5)20-42)10-13-40(7)26(37)9-8-22-23-18-36(2,3)14-16-41(23,35(48)49)17-15-39(22,40)6/h8,21,23-34,42-47H,9-20H2,1-7H3,(H,48,49)/t21-,23-,24-,25+,26+,27-,28-,29-,30+,31+,32+,33-,34-,37-,38-,39+,40+,41-/m0/s1
InChIKeyKEOITPILCOILGM-LLJOFIFVSA-N
Species of MetaboliteComponentSourceComments
Kalopanax pictus (ncbitaxon:46399) stem (BTO:0001300) PubMed (21870831) Previous component: stem bark; Hot MeOH extract of dried stem bark
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
kalopanaxsaponin A (CHEBI:69370) has functional parent hederagenin (CHEBI:69579)
kalopanaxsaponin A (CHEBI:69370) has role anti-inflammatory agent (CHEBI:67079)
kalopanaxsaponin A (CHEBI:69370) has role plant metabolite (CHEBI:76924)
kalopanaxsaponin A (CHEBI:69370) is a disaccharide derivative (CHEBI:63353)
kalopanaxsaponin A (CHEBI:69370) is a hydroxy monocarboxylic acid (CHEBI:35868)
kalopanaxsaponin A (CHEBI:69370) is a pentacyclic triterpenoid (CHEBI:25872)
kalopanaxsaponin A (CHEBI:69370) is a triterpenoid saponin (CHEBI:61778)
IUPAC Name 
3β-{[2-O-(6-deoxy-α-L-mannopyranosyl)-α-L-arabinopyranosyl]oxy}-23-hydroxyolean-12-en-28-oic acid
Synonyms  Source
sapindoside AChemIDplus
akeboside StcChemIDplus
helixinChemIDplus
prosapogenin CP3bChemIDplus
hederoside CChemIDplus
α-hederinChemIDplus
Manual XrefsDatabases
C08954KEGG COMPOUND
C00003528KNApSAcK
Registry NumbersSources
Reaxys:76156Reaxys
CAS:27013-91-8ChemIDplus
CAS:27013-91-8KEGG COMPOUND
Citations