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CHEBI:66166 - β-sanshool

Default Structure
ChEBI IDCHEBI:66166
ChEBI Nameβ-sanshool
Stars
ASCII Namebeta-sanshool
DefinitionAn enamide obtained by the fromal condensation of 2-methylpropanamine with dodeca-2,6,8,10-tetraenoic acid (the 2E,6E,8E,10E stereoisomer). Isolated from Zanthoxylum piperitum, it exhibits inhibitory activity against acyl-CoA:cholesterol acyltransferase.
Last Modified7 March 2018
DownloadsMolfile
FormulaC16H25NO
Net Charge0
Average Mass247.382
Monoisotopic Mass247.19361
SMILESC/C=C/C=C/C=C/CC/C=C/C(=O)NCC(C)C
InChIInChI=1S/C16H25NO/c1-4-5-6-7-8-9-10-11-12-13-16(18)17-14-15(2)3/h4-9,12-13,15H,10-11,14H2,1-3H3,(H,17,18)/b5-4+,7-6+,9-8+,13-12+
InChIKeySBXYHCVXUCYYJT-UMYNZBAMSA-N
Species of MetaboliteComponentSourceComments
Zanthoxylum piperitum (ncbitaxon:354529) stem (BTO:0001300) PubMed (17202689)
Roles Classification
Biological Roles:
EC 2.3.1.26 (sterol O-acyltransferase) inhibitor  An EC 2.3.1.* (acyltransferase transferring other than amino-acyl group) inhibitor that interferes with the action of acyl-CoA:cholesterol acyltransferase (EC 2.3.1.26).
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
β-sanshool (CHEBI:66166) has functional parent 2-methylpropanamine (CHEBI:15997)
β-sanshool (CHEBI:66166) has role EC 2.3.1.26 (sterol O-acyltransferase) inhibitor (CHEBI:64696)
β-sanshool (CHEBI:66166) has role plant metabolite (CHEBI:76924)
β-sanshool (CHEBI:66166) is a enamide (CHEBI:51751)
β-sanshool (CHEBI:66166) is a secondary carboxamide (CHEBI:140325)
IUPAC Name 
(2E,6E,8E,10E)-N-(2-methylpropyl)dodeca-2,6,8,10-tetraenamide
Registry NumbersSources
Reaxys:1726183Reaxys
Citations