Mevastatin

Mevastatin is an HMG-CoA reductase inhibitor that was initially isolated from the mold Pythium ultimum Penicillium citinium. Mevastatin was the first statin to enter clinical trials.

General

Type : Drug,Natural,Not A\/B H target,Naphthalen,Antibiotic

Chemical_Nomenclature : [(1S,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2S)-2-methylbutanoate

Canonical SMILES : CCC(C)C(=O)OC1CCC=C2C1C(C(C=C2)C)CCC3CC(CC(=O)O3)O

InChI : InChI=1S\/C23H34O5\/c1-4-14(2)23(26)28-20-7-5-6-16-9-8-15(3)19(22(16)20)11-10-18-12-17(24)13-21(25)27-18\/h6,8-9,14-15,17-20,22,24H,4-5,7,10-13H2,1-3H3\/t14-,15-,17+,18+,19-,20-,22-\/m0\/s1

InChIKey : AJLFOPYRIVGYMJ-INTXDZFKSA-N

Other name(s) : Mevastatin,ML-236B,Mevastatinum,Antibiotic ML 236B,Compactin (penicillium)


MW : 390.51

Formula : C23H34O5

CAS_number : 73573-88-3

PubChem : 64715

UniChem : AJLFOPYRIVGYMJ-INTXDZFKSA-N

IUPHAR :

Wikipedia : Mevastatin

Target

Families : Mevastatin ligand of proteins in family: Carboxylesterase || Carb_B_Chordata

Stucture : 1YA8 Crystal structure of human liver carboxylesterase in complex with mevastatin

Protein : human-CES1

References (2)

Title : Mammalian carboxylesterases: from drug targets to protein therapeutics - Redinbo_2005_Drug.Discov.Today_10_313
Author(s) : Redinbo MR , Potter PM
Ref : Drug Discov Today , 10 :313 , 2005
Abstract : Redinbo_2005_Drug.Discov.Today_10_313
ESTHER : Redinbo_2005_Drug.Discov.Today_10_313
PubMedSearch : Redinbo_2005_Drug.Discov.Today_10_313
PubMedID: 15749280

Title : Structural insights into drug processing by human carboxylesterase 1: tamoxifen, mevastatin, and inhibition by benzil - Fleming_2005_J.Mol.Biol_352_165
Author(s) : Fleming CD , Bencharit S , Edwards CC , Hyatt JL , Tsurkan L , Bai F , Fraga C , Morton CL , Howard-Williams EL , Potter PM , Redinbo MR
Ref : Journal of Molecular Biology , 352 :165 , 2005
Abstract : Fleming_2005_J.Mol.Biol_352_165
ESTHER : Fleming_2005_J.Mol.Biol_352_165
PubMedSearch : Fleming_2005_J.Mol.Biol_352_165
PubMedID: 16081098
Gene_locus related to this paper: human-CES1