TEGLICAR

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C22H45N3O3
Molecular Weight	399.611
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCCCCCCCCCCCNC(=O)N[C@H](CC([O-])=O)C[N+](C)(C)C

InChI

InChIKey=BMZYTDRMCBZVNH-HXUWFJFHSA-N

InChI=1S/C22H45N3O3/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-23-22(28)24-20(18-21(26)27)19-25(2,3)4/h20H,5-19H2,1-4H3,(H2-,23,24,26,27,28)/t20-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C22H45N3O3
Molecular Weight	399.611
Charge	0
Count

Stereochemistry	EPIMERIC
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21270274 | https://adisinsight.springer.com/drugs/800017026

Teglicar, an antihyperglycemic agent, is a carnitine palmitoyl-transferase 1 (L-CPT1) inhibitor that was studied for the treatment of type 2 diabetes. The drug participated in phase II clinical trial in Italy; however, the further development apparently was discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
Selective reversible inhibition of liver carnitine palmitoyl-transferase 1 by teglicar reduces gluconeogenesis and improves glucose homeostasis.	2011 Feb	21270274
The Fatty Acid Synthase Inhibitor Platensimycin Improves Insulin Resistance without Inducing Liver Steatosis in Mice and Monkeys.	2016	27695056
Pharmacological targeting of mitochondria in cancer stem cells: An ancient organelle at the crossroad of novel anti-cancer therapies.	2019 Jan	30453033

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:12:34 GMT 2023` Edited by `admin` on `Fri Dec 15 16:12:34 GMT 2023`
Record UNII	8V3VQ6HMII
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TEGLICAR

Official Name

English

teglicar [INN]

Common Name

English

(3R)-3-((TETRADECYLAMINOCARBONYL)AMINO)-4-(TRIMETHYLAZANIUMYL)BUTANOATE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C471