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Details

Stereochemistry ACHIRAL
Molecular Formula C14H9F3O2
Molecular Weight 266.2153
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of XENALIPIN

SMILES

OC(=O)C1=C(C=CC=C1)C2=CC=C(C=C2)C(F)(F)F

InChI

InChIKey=IQOMYCGTGFGDFN-UHFFFAOYSA-N
InChI=1S/C14H9F3O2/c15-14(16,17)10-7-5-9(6-8-10)11-3-1-2-4-12(11)13(18)19/h1-8H,(H,18,19)

HIDE SMILES / InChI

Molecular Formula C14H9F3O2
Molecular Weight 266.2153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/26732625

Xenalipin (4’-trifluoromethyl-2-biphenyl carboxylic acid) is a chemical compound which has been found to be an effective hypolipidemic agent in animal models. Significant reductions in serum cholesterol and triglycerides were observed in cholesterol-cholic acid-fed rats following oral doses of Xenalipin. Xenalipin was considerably more potent than clofibrate, nicotinic acid, and cholestyramine in the same model. Lipoprotein analysis showed that xenalipin reduced cholesterol and protein content in very low-density lipoprotein (VLDL), intermediate density lipoprotein (IDL), and low-density lipoprotein (LDL). Triglycerides were reduced in very low-density lipoprotein and intermediate density lipoprotein. Xenalipin was also effective in reducing serum cholesterol and triglyceride concentrations in normocholesterolemic rats. In diet-induced hypercholesterolemic African green monkeys, xenalipin reduced serum LDL-cholesterol concentrations. Xenalipin has a profile of activity which would be beneficial in therapy for hyperlipidemia.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Evaluation of the hypolipidemic activity of xenalipin in experimental animals.
1987 Mar
Patents

Sample Use Guides

Monkeys were given xenalipin in the cookie at increasing doses of 15, 30, and 60 mg/kg b.i.d. with each period of xenalipin administration lasting 30 days.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:12:46 GMT 2023
Edited
by admin
on Fri Dec 15 16:12:46 GMT 2023
Record UNII
28W00I603X
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
XENALIPIN
INN   USAN  
INN   USAN  
Official Name English
BW 207U
Code English
4'-TRIFLUOROMETHYL-2-BIPHENYLCARBOXYLIC ACID
Systematic Name English
xenalipin [INN]
Common Name English
BW-207U
Code English
(1,1-BIPHENYL)-2-CARBOXYLIC ACID, 4-(TRIFLUOROMETHYL)-
Common Name English
XENALIPIN [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29703
Created by admin on Fri Dec 15 16:12:46 GMT 2023 , Edited by admin on Fri Dec 15 16:12:46 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C152931
Created by admin on Fri Dec 15 16:12:46 GMT 2023 , Edited by admin on Fri Dec 15 16:12:46 GMT 2023
PRIMARY
FDA UNII
28W00I603X
Created by admin on Fri Dec 15 16:12:46 GMT 2023 , Edited by admin on Fri Dec 15 16:12:46 GMT 2023
PRIMARY
EPA CompTox
DTXSID0046565
Created by admin on Fri Dec 15 16:12:46 GMT 2023 , Edited by admin on Fri Dec 15 16:12:46 GMT 2023
PRIMARY
PUBCHEM
55251
Created by admin on Fri Dec 15 16:12:46 GMT 2023 , Edited by admin on Fri Dec 15 16:12:46 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104509
Created by admin on Fri Dec 15 16:12:46 GMT 2023 , Edited by admin on Fri Dec 15 16:12:46 GMT 2023
PRIMARY
CAS
84392-17-6
Created by admin on Fri Dec 15 16:12:46 GMT 2023 , Edited by admin on Fri Dec 15 16:12:46 GMT 2023
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EVMPD
SUB00100MIG
Created by admin on Fri Dec 15 16:12:46 GMT 2023 , Edited by admin on Fri Dec 15 16:12:46 GMT 2023
PRIMARY
INN
5923
Created by admin on Fri Dec 15 16:12:46 GMT 2023 , Edited by admin on Fri Dec 15 16:12:46 GMT 2023
PRIMARY
MESH
C052519
Created by admin on Fri Dec 15 16:12:46 GMT 2023 , Edited by admin on Fri Dec 15 16:12:46 GMT 2023
PRIMARY
SMS_ID
100000079352
Created by admin on Fri Dec 15 16:12:46 GMT 2023 , Edited by admin on Fri Dec 15 16:12:46 GMT 2023
PRIMARY
USAN
X-54
Created by admin on Fri Dec 15 16:12:46 GMT 2023 , Edited by admin on Fri Dec 15 16:12:46 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY