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Details

Stereochemistry ABSOLUTE
Molecular Formula C29H43NO2S
Molecular Weight 469.722
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EFLUCIMIBE

SMILES

CCCCCCCCCCCCS[C@H](C(=O)NC1=CC(C)=C(O)C(C)=C1C)C2=CC=CC=C2

InChI

InChIKey=ZXEIEKDGPVTZLD-NDEPHWFRSA-N
InChI=1S/C29H43NO2S/c1-5-6-7-8-9-10-11-12-13-17-20-33-28(25-18-15-14-16-19-25)29(32)30-26-21-22(2)27(31)24(4)23(26)3/h14-16,18-19,21,28,31H,5-13,17,20H2,1-4H3,(H,30,32)/t28-/m0/s1

HIDE SMILES / InChI

Molecular Formula C29H43NO2S
Molecular Weight 469.722
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/11137714 | https://www.ncbi.nlm.nih.gov/pubmed/12735237 | http://adisinsight.springer.com/drugs/800011031

Eflucimibe is a new and potent Acyl coenzyme A:cholesterol acyltransferases inhibitor. Eflucimibe effectively decreased plasma cholesterol in cholesterol-fed animals. In animal models, drug restores normolipodemia in endogenous hypercholesterolemic rabbits and prevents the progression of atherosclerosis by decreasing the number of macrophages in the foam cells. Eflucimibe has been in phase II clinical trials for the treatment of atherosclerosis and hyperlipidemia. However, this research has been discontinued.

Originator

Curator's Comment: https://www.google.tl/patents/US5990173

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
39.0 nM [IC50]
110.0 nM [IC50]
Conditions
Sourcing
PubMed

PubMed

TitleDatePubMed
Lack of toxic effects of F 12511, a novel potent inhibitor of acyl-coenzyme A: cholesterol O-acyltransferase, on human adrenocortical cells in culture.
2001 Feb 15
Patents

Sample Use Guides

Rabbit: 8 mg/kg per day (during 24 weeks)
Route of Administration: Oral
The addition of increasing concentrations of F12511 (10 to 10 mol/L) failed to modify the level of eNOS protein expressed in control bovine aortic endothelial cells (BAEC). F12511 (10 mol/L) failed to modify the expression of CD40L and PECAM in control and TNF-alpha-incubated BAEC.
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:06:09 GMT 2023
Edited
by admin
on Fri Dec 15 16:06:09 GMT 2023
Record UNII
3DK1X2C37M
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
EFLUCIMIBE
INN  
INN  
Official Name English
F-12511
Code English
(S)-2-(DODECYLTHIO)-4'-HYDROXY-2',3',5'-TRIMETHYL-2-PHENYLACETANILIDE
Systematic Name English
eflucimibe [INN]
Common Name English
(S)-2',3',5'-TRIMETHYL-4'-HYDROXY-.ALPHA.-DODECYLTHIOACETANILIDE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29703
Created by admin on Fri Dec 15 16:06:09 GMT 2023 , Edited by admin on Fri Dec 15 16:06:09 GMT 2023
Code System Code Type Description
PUBCHEM
9804740
Created by admin on Fri Dec 15 16:06:09 GMT 2023 , Edited by admin on Fri Dec 15 16:06:09 GMT 2023
PRIMARY
FDA UNII
3DK1X2C37M
Created by admin on Fri Dec 15 16:06:09 GMT 2023 , Edited by admin on Fri Dec 15 16:06:09 GMT 2023
PRIMARY
INN
7802
Created by admin on Fri Dec 15 16:06:09 GMT 2023 , Edited by admin on Fri Dec 15 16:06:09 GMT 2023
PRIMARY
EPA CompTox
DTXSID70174085
Created by admin on Fri Dec 15 16:06:09 GMT 2023 , Edited by admin on Fri Dec 15 16:06:09 GMT 2023
PRIMARY
NCI_THESAURUS
C75995
Created by admin on Fri Dec 15 16:06:09 GMT 2023 , Edited by admin on Fri Dec 15 16:06:09 GMT 2023
PRIMARY
ChEMBL
CHEMBL1908306
Created by admin on Fri Dec 15 16:06:09 GMT 2023 , Edited by admin on Fri Dec 15 16:06:09 GMT 2023
PRIMARY
CAS
202340-45-2
Created by admin on Fri Dec 15 16:06:09 GMT 2023 , Edited by admin on Fri Dec 15 16:06:09 GMT 2023
PRIMARY
SMS_ID
300000034238
Created by admin on Fri Dec 15 16:06:09 GMT 2023 , Edited by admin on Fri Dec 15 16:06:09 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY