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CHEBI:66155 - salvin A

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:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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).
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