CHEBI:68380 - 11α-hydroxyasiatic acid

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ChEBI Name 11α-hydroxyasiatic acid
ChEBI ID CHEBI:68380
ChEBI ASCII Name 11alpha-hydroxyasiatic acid
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB9463336, eMolecules:30512482, eMolecules:2726153, ZINC000003881958
Download Molfile XML SDF
Formula C30H48O6
Net Charge 0
Average Mass 504.69850
Monoisotopic Mass 504.34509
InChI InChI=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
InChIKey FFPKNVKIBUBHMY-CCEBUSCFSA-N
SMILES [H][C@@]12CC[C@]3(C)[C@]([H])([C@H](O)C=C4[C@]5([H])[C@@H](C)[C@H](C)CC[C@@]5(CC[C@@]34C)C(O)=O)[C@@]1(C)C[C@@H](O)[C@H](O)[C@@]2(C)CO
Metabolite of Species Details
Symplocos lancifolia (NCBI:txid239704) Found in leaf (BTO:0000713). Dried, powdered leaves extracted with boiling 80% methanol See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
21306691 Reaxys Registry Number Reaxys
Citation Type Source
21288041 PubMed citation Europe PMC
Last Modified
19 September 2013