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CHEBI:66571 - leucisterol

ChEBI IDCHEBI:66571
ChEBI Nameleucisterol
Stars
DefinitionA member of the class of phytosterols that is stigmasta-5,22-diene substituted by hydroxy groups at positions 3 and 20 (the 3β,22E stereoisomer). Isolated from the whole plants of Leucas urticifolia, it exhibits cholinesterase inhibitory activity.
Last Modified25 April 2017
DownloadsMolfile
FormulaC29H48O2
Net Charge0
Average Mass428.701
Monoisotopic Mass428.36543
SMILES[H][C@@]12CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@]1([H])[C@@](C)(O)/C=C/[C@@H](CC)C(C)C
InChIInChI=1S/C29H48O2/c1-7-20(19(2)3)12-17-29(6,31)26-11-10-24-23-9-8-21-18-22(30)13-15-27(21,4)25(23)14-16-28(24,26)5/h8,12,17,19-20,22-26,30-31H,7,9-11,13-16,18H2,1-6H3/b17-12+/t20-,22+,23+,24+,25+,26+,27+,28+,29+/m1/s1
InChIKeyRFCDBEXZIQZKRG-WSCQTVFPSA-N
Species of MetaboliteComponentSourceComments
Leucas urticifolia (ncbitaxon:483843) whole plant (BTO:0001461) PubMed (18787788)
Roles Classification
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)
leucisterol (CHEBI:66571) has parent hydride stigmastane (CHEBI:26773)
leucisterol (CHEBI:66571) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733)
leucisterol (CHEBI:66571) has role metabolite (CHEBI:25212)
leucisterol (CHEBI:66571) is a 3β-hydroxy-Δ5-steroid (CHEBI:1722)
leucisterol (CHEBI:66571) is a 3β-sterol (CHEBI:35348)
leucisterol (CHEBI:66571) is a phytosterols (CHEBI:26125)
leucisterol (CHEBI:66571) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(3β,22E)-stigmasta-5,22-diene-3,20-diol
Citations