U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C27H26FNO3
Molecular Weight 431.4986
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of GLENVASTATIN

SMILES

CC(C)C1=NC(=CC(C2=CC=C(F)C=C2)=C1\C=C\[C@@H]3C[C@@H](O)CC(=O)O3)C4=CC=CC=C4

InChI

InChIKey=LJIZUXQINHXGAO-ITWZMISCSA-N
InChI=1S/C27H26FNO3/c1-17(2)27-23(13-12-22-14-21(30)15-26(31)32-22)24(18-8-10-20(28)11-9-18)16-25(29-27)19-6-4-3-5-7-19/h3-13,16-17,21-22,30H,14-15H2,1-2H3/b13-12+/t21-,22-/m1/s1

HIDE SMILES / InChI

Molecular Formula C27H26FNO3
Molecular Weight 431.4986
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 1
Optical Activity UNSPECIFIED

Glenvastatin (HR780) is a synthetic HMG-CoA reductase (HMGCR) inhibitor. Like other statins, glenvastatin shows very low systemic bioavailability due to an extensive first pass effect at the intestinal and/or hepatic level. This is a positive trait, since the liver is the target organ for statins. Evidence has been found that glenvastatin protects the vascular endothelium from oxidant stress and inhibits the migration and proliferation of smooth muscle cells. In rabbits, long-term treatment with glenvastatin reduces the plasma cholesterol level, and decreases the liver cholesterol contents. There are no results of clinical trials for glenvastatin.

Approval Year

Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 16:27:46 UTC 2023
Edited
by admin
on Fri Dec 15 16:27:46 UTC 2023
Record UNII
X98U22RT62
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GLENVASTATIN
INN  
INN  
Official Name English
(4R,6S)-6-((E)-2-(4-(P-FLUOROPHENYL)-2-ISOPROPYL-6-PHENYL-3-PYRIDYL)VINYL)TETRAHYDRO-4-HYDROXY-2H-PYRAN-2-ONE
Common Name English
glenvastatin [INN]
Common Name English
HR-780
Code English
HR780
Code English
Classification Tree Code System Code
NCI_THESAURUS C1655
Created by admin on Fri Dec 15 16:27:46 UTC 2023 , Edited by admin on Fri Dec 15 16:27:46 UTC 2023
Code System Code Type Description
ChEMBL
CHEMBL2106777
Created by admin on Fri Dec 15 16:27:46 UTC 2023 , Edited by admin on Fri Dec 15 16:27:46 UTC 2023
PRIMARY
NCI_THESAURUS
C73064
Created by admin on Fri Dec 15 16:27:46 UTC 2023 , Edited by admin on Fri Dec 15 16:27:46 UTC 2023
PRIMARY
INN
7199
Created by admin on Fri Dec 15 16:27:46 UTC 2023 , Edited by admin on Fri Dec 15 16:27:46 UTC 2023
PRIMARY
CAS
122254-45-9
Created by admin on Fri Dec 15 16:27:46 UTC 2023 , Edited by admin on Fri Dec 15 16:27:46 UTC 2023
PRIMARY
SMS_ID
100000080421
Created by admin on Fri Dec 15 16:27:46 UTC 2023 , Edited by admin on Fri Dec 15 16:27:46 UTC 2023
PRIMARY
EVMPD
SUB07913MIG
Created by admin on Fri Dec 15 16:27:46 UTC 2023 , Edited by admin on Fri Dec 15 16:27:46 UTC 2023
PRIMARY
PUBCHEM
5281970
Created by admin on Fri Dec 15 16:27:46 UTC 2023 , Edited by admin on Fri Dec 15 16:27:46 UTC 2023
PRIMARY
EPA CompTox
DTXSID60100944
Created by admin on Fri Dec 15 16:27:46 UTC 2023 , Edited by admin on Fri Dec 15 16:27:46 UTC 2023
PRIMARY
FDA UNII
X98U22RT62
Created by admin on Fri Dec 15 16:27:46 UTC 2023 , Edited by admin on Fri Dec 15 16:27:46 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY