CHEBI:66155 - salvin A

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name salvin A
ChEBI ID CHEBI:66155
Definition A pentacyclic triterpenoid that is urs-12-en-28-oic acid substituted by hydroxy groups at positions 2, 3 and 5 (the 2α,3β stereoisomer). Isolated from Salvia santolinifolia, it exhibits inhibitory activity against cholinesterase.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C30H48O5
Net Charge 0
Average Mass 488.69910
Monoisotopic Mass 488.35017
InChI InChI=1S/C30H48O5/c1-17-10-11-29(24(33)34)14-12-26(5)19(22(29)18(17)2)8-9-21-27(26,6)13-15-30(35)25(3,4)23(32)20(31)16-28(21,30)7/h8,17-18,20-23,31-32,35H,9-16H2,1-7H3,(H,33,34)/t17-,18+,20-,21+,22+,23+,26-,27-,28-,29+,30-/m1/s1
InChIKey XJHLRTKILMVGFI-WRKHHLQNSA-N
SMILES [H][C@]12CC=C3[C@]4([H])[C@@H](C)[C@H](C)CC[C@@]4(CC[C@@]3(C)[C@]1(C)CC[C@@]1(O)C(C)(C)[C@@H](O)[C@H](O)C[C@]21C)C(O)=O
Metabolite of Species Details
Salvia santolinifolia (NCBI:txid392689) Found in whole plant (BTO:0001461). 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): EC 3.1.1.8 (cholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8).
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing salvin A (CHEBI:66155) has parent hydride ursane (CHEBI:35711)
salvin A (CHEBI:66155) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733)
salvin A (CHEBI:66155) has role metabolite (CHEBI:25212)
salvin A (CHEBI:66155) is a hydroxy monocarboxylic acid (CHEBI:35868)
salvin A (CHEBI:66155) is a pentacyclic triterpenoid (CHEBI:25872)
salvin A (CHEBI:66155) is a triol (CHEBI:27136)
IUPAC Name
(2α,3β)-2,3,5-trihydroxyurs-12-en-28-oic acid
Registry Number Type Source
22496444 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16596990 PubMed citation Europe PMC
20920567 PubMed citation Europe PMC
Last Modified
24 April 2013