Pristimerin

King et al. found two naturally occurring terpendoids, pristimerin and euphol. Pristimerin (IC50 = 93 +/- 8 nM)

General

Type : Terpenoid, Natural

Chemical_Nomenclature : methyl (2R,4aS,6aR,6aS,14aS,14bR)-10-hydroxy-2,4a,6a,6a,9,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylate

Canonical SMILES : CC1=C(C(=O)C=C2C1=CC=C3C2(CCC4(C3(CCC5(C4CC(CC5)(C)C(=O)OC)C)C)C)C)O

InChI : InChI=1S\/C30H40O4\/c1-18-19-8-9-22-28(4,20(19)16-21(31)24(18)32)13-15-30(6)23-17-27(3,25(33)34-7)11-10-26(23,2)12-14-29(22,30)5\/h8-9,16,23,32H,10-15,17H2,1-7H3\/t23-,26-,27-,28+,29-,30+\/m1\/s1

InChIKey : JFACETXYABVHFD-WXPPGMDDSA-N

Other name(s) : Celastrol-methylether  ||  GNF-PF-476  ||  CHEBI:8416  ||  Pristimerine


MW : 464.63

Formula : C30H40O4

CAS_number : 1258-84-0

PubChem : 159516

UniChem : JFACETXYABVHFD-WXPPGMDDSA-N

Target

Families : Pristimerin ligand of proteins in family
Monoglyceridelipase_lysophospholip

Protein :
human-MGLL

References (4)

Title : Pristimerin, a triterpene that inhibits monoacylglycerol lipase activity, prevents the development of paclitaxel-induced allodynia in mice - Al-Romaiyan_2022_Front.Pharmacol_13_944502
Author(s) : Al-Romaiyan A , Masocha W
Ref : Front Pharmacol , 13 :944502 , 2022
Abstract :
PubMedSearch : Al-Romaiyan_2022_Front.Pharmacol_13_944502
PubMedID: 36016571

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 : The antinociceptive triterpene beta-amyrin inhibits 2-arachidonoylglycerol (2-AG) hydrolysis without directly targeting cannabinoid receptors - Chicca_2012_Br.J.Pharmacol_167_1596
Author(s) : Chicca A , Marazzi J , Gertsch J
Ref : British Journal of Pharmacology , 167 :1596 , 2012
Abstract :
PubMedSearch : Chicca_2012_Br.J.Pharmacol_167_1596
PubMedID: 22646533

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