Euphol

King et al. found two naturally occurring terpendoids, pristimerin and euphol. Euphol less potent than pristimerin (IC50 = 315 +/- 1 nM) but inhibits also ABHD6 (IC50 = 98 +/- 8 nM)

General

Type : Terpenoid, Natural, Phenanthrene

Chemical_Nomenclature : (3S,5R,10S,13S,14S,17S)-4,4,10,13,14-pentamethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

Canonical SMILES : CC(CCC=C(C)C)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)O)C)C)C

InChI : InChI=1S\/C30H50O\/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7\/h10,21-22,25-26,31H,9,11-19H2,1-8H3\/t21-,22+,25+,26+,28-,29+,30-\/m1\/s1

InChIKey : CAHGCLMLTWQZNJ-WZLOIPHISA-N

Other name(s) : (+)-Euphol  ||  Euphadienol  ||  CHEBI:4940  ||  (20R)-(+)-triucalla-8,24-diene-3beta-ol


MW : 426.71

Formula : C30H50O

CAS_number : 514-47-6

PubChem : 441678

UniChem : CAHGCLMLTWQZNJ-WZLOIPHISA-N

Target

Families : Euphol ligand of proteins in family
Monoglyceridelipase_lysophospholip ABHD6-Lip

References (2)

Title : Monoglyceride lipase: Structure and inhibitors - Scalvini_2016_Chem.Phys.Lipids_197_13
Author(s) : Scalvini L , Piomelli D , Mor M
Ref : Chemistry & Physic of Lipids , 197 :13 , 2016
Abstract :
PubMedSearch : Scalvini_2016_Chem.Phys.Lipids_197_13
PubMedID: 26216043

Title : Discovery of potent and reversible monoacylglycerol lipase inhibitors - King_2009_Chem.Biol_16_1045
Author(s) : King AR , Dotsey EY , Lodola A , Jung KM , Ghomian A , Qiu Y , Fu J , Mor M , Piomelli D
Ref : Chemical Biology , 16 :1045 , 2009
Abstract :
PubMedSearch : King_2009_Chem.Biol_16_1045
PubMedID: 19875078