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CHEBI:66155 - salvin A

Default Structure
ChEBI IDCHEBI:66155
ChEBI Namesalvin A
Stars
DefinitionA 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.
Last Modified24 April 2013
DownloadsMolfile
FormulaC30H48O5
Net Charge0
Average Mass488.709
Monoisotopic Mass488.35017
SMILES[H][C@]12CC=C3[C@@](C)(CC[C@@]4(C(=O)O)CC[C@@H](C)[C@H](C)[C@@]34[H])[C@]1(C)CC[C@@]1(O)C(C)(C)[C@@H](O)[C@H](O)C[C@]21C
InChIInChI=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
InChIKeyXJHLRTKILMVGFI-WRKHHLQNSA-N
Species of MetaboliteComponentSourceComments
Salvia santolinifolia (ncbitaxon:392689) whole plant (BTO:0001461) PubMed (16596990)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
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 NumbersSources
Reaxys:22496444Reaxys
Citations