EMBL-EBI | Chemical Biology Resources | ChEBI

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

CHEBI:68380 - 11α-hydroxyasiatic acid

Default Structure
ChEBI IDCHEBI:68380
ChEBI Name11α-hydroxyasiatic acid
Stars
ASCII Name11alpha-hydroxyasiatic acid
DefinitionA pentacyclic triterpenoid that is the 11α-hydroxy derivative of asiatic acid. Isolated from the methanolic extract of the leaves of Symplocos lancifolia, it exhibits antibacterial activity.
Last Modified19 September 2013
DownloadsMolfile
FormulaC30H48O6
Net Charge0
Average Mass504.708
Monoisotopic Mass504.34509
SMILES[H][C@@]12CC[C@]3(C)[C@]([H])([C@H](O)C=C4[C@@]3(C)CC[C@@]3(C(=O)O)CC[C@@H](C)[C@H](C)[C@@]43[H])[C@@]1(C)C[C@@H](O)[C@H](O)[C@@]2(C)CO
InChIInChI=1S/C30H48O6/c1-16-7-10-30(25(35)36)12-11-28(5)18(22(30)17(16)2)13-19(32)23-26(3)14-20(33)24(34)27(4,15-31)21(26)8-9-29(23,28)6/h13,16-17,19-24,31-34H,7-12,14-15H2,1-6H3,(H,35,36)/t16-,17+,19-,20-,21-,22+,23-,24+,26+,27+,28-,29-,30+/m1/s1
InChIKeyFFPKNVKIBUBHMY-CCEBUSCFSA-N
Species of MetaboliteComponentSourceComments
Symplocos lancifolia (ncbitaxon:239704) leaf (BTO:0000713) PubMed (21288041) Dried, powdered leaves extracted with boiling 80% methanol
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
ChEBI Ontology
Outgoing Relation(s)
11α-hydroxyasiatic acid (CHEBI:68380) has functional parent asiatic acid (CHEBI:2873)
11α-hydroxyasiatic acid (CHEBI:68380) has parent hydride ursane (CHEBI:35711)
11α-hydroxyasiatic acid (CHEBI:68380) has role antibacterial agent (CHEBI:33282)
11α-hydroxyasiatic acid (CHEBI:68380) has role metabolite (CHEBI:25212)
11α-hydroxyasiatic acid (CHEBI:68380) is a hydroxy monocarboxylic acid (CHEBI:35868)
11α-hydroxyasiatic acid (CHEBI:68380) is a pentacyclic triterpenoid (CHEBI:25872)
IUPAC Name 
(2α,3β,11α)-2,3,11,23-tetrahydroxyurs-12-en-28-oic acid
Registry NumbersSources
Reaxys:21306691Reaxys
Citations