Capsaicin

A non-narcotic analgesic, a voltage-gated sodium channel blocker and a TRPV1 agonist. Capsaicin is most often used as a topical analgesic. Capsaicin is a naturally-occurring botanical irritant in chili peppers (Capsicum pubescens, Capsicum annuum, Paprika) Hydrolysed by lipase B from Candida antarctica into vanillylamine and 8-methyl-6-trans-nonenoic acid

General

Type : Fatty acid ester, Natural, Not AlphaBeta Hydrolase target

Chemical_Nomenclature : (E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide

Canonical SMILES : CC(C)\/C=C\/CCCCC(=O)NCC1=CC(=C(C=C1)O)OC

InChI : InChI=1S\/C18H27NO3\/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3\/h6,8,10-12,14,20H,4-5,7,9,13H2,1-3H3,(H,19,21)\/b8-6+

InChIKey : YKPUWZUDDOIDPM-SOFGYWHQSA-N

Other name(s) : Capsaicine  ||  (E)-Capsaicin  ||  Zostrix  ||  CHEBI:3374  ||  CHEMBL294199  ||  SCHEMBL8085  ||  SCHEMBL8086


MW : 305.4

Formula : C18H27NO3

CAS_number : 404-86-4

PubChem : 1548943

UniChem : YKPUWZUDDOIDPM-SOFGYWHQSA-N

Target

Structures : No structure

Families : Canar_LipB

References (3)

Title : The amidase activity of Candida antarctica lipase B is dependent on specific structural features of the substrates - Torres-Gavilan_2006_J.Mol.Catal.B.Enzym_41_136
Author(s) : Torres-Gavilan A , Castillo E , Lopez-Munguia A
Ref : J Mol Catal B Enzym , 41 :136 , 2006
Abstract :
PubMedSearch : Torres-Gavilan_2006_J.Mol.Catal.B.Enzym_41_136
PubMedID:

Title : - Reyes-Duarte_2000_Biotechnol.Lett_22_1811
Author(s) : Reyes-Duarte D , Castillo , Barzana E , Lopez-Munguia A
Ref : Biotechnol Lett , 22 :1811 , 2000
Abstract :
PubMedSearch : Reyes-Duarte_2000_Biotechnol.Lett_22_1811
PubMedID:

Title : Preparation of optically pure chiral amines by lipase -catalyzed enantioselective hydrolysis of N-acyl-amines - Smidt_1996_Biotechnol.Tech_10_335
Author(s) : Smidt H , Fischer A , Fischer P , Schmid RD
Ref : Biotechnology Techniques , 10 :335 , 1996
Abstract :
PubMedSearch : Smidt_1996_Biotechnol.Tech_10_335
PubMedID:
Gene_locus related to this paper: canar-LipB