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Chemistry

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Also known as: 183293-82-5, Gemcabene [inn], Pd-72953, B96ux1ddks, 6,6'-oxybis(2,2-dimethylhexanoic acid), Hexanoic acid, 6,6'-oxybis[2,2-dimethyl-

Molecular Formula

C₁₆H₃₀O₅

Molecular Weight

302.41 g/mol

InChI Key

SDMBRCRVFFHJKR-UHFFFAOYSA-N

FDA UNII

B96UX1DDKS

Gemcabene is a dialkyl ether dicarboxylic acid with antihyperlipidemic activity. In animal models gemcabene increased high density lipoprotein (HDL) cholesterol levels and increased HDL particle size. Low-density lipoprotein cholesterol, trigylcerides, and apolipoprotein C-III levels were decreased as well. In human test subjects, the HDL lowering effect of gemcabene was only seen in patients with high (>200 mg/dl) levels of triglycerides.

1 2D Structure

Gemcabene

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

6-(5-carboxy-5-methylhexoxy)-2,2-dimethylhexanoic acid

2.1.2 InChI

InChI=1S/C16H30O5/c1-15(2,13(17)18)9-5-7-11-21-12-8-6-10-16(3,4)14(19)20/h5-12H2,1-4H3,(H,17,18)(H,19,20)

2.1.3 InChI Key

SDMBRCRVFFHJKR-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC(C)(CCCCOCCCCC(C)(C)C(=O)O)C(=O)O

2.2 Other Identifiers

2.2.1 UNII

B96UX1DDKS

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 6,6'-oxybis(2,2-dimethylhexanoic Acid)

2. Pd 72953

3. Pd72953

2.3.2 Depositor-Supplied Synonyms

1. 183293-82-5

2. Gemcabene [inn]

3. Pd-72953

4. B96ux1ddks

5. 6,6'-oxybis(2,2-dimethylhexanoic Acid)

6. Hexanoic Acid, 6,6'-oxybis[2,2-dimethyl-

7. Unii-b96ux1ddks

8. 6-(5-carboxy-5-methyl-hexyloxy)-2,2-dimethyl-hexanoic Acid

9. Pd 72953

10. 6,6'-oxybis(2,2-dimethylhexanoic) Acid

11. Schembl761631

12. 6-(5-carboxy-5-methylhexoxy)-2,2-dimethylhexanoic Acid

13. Chembl2110686

14. Dtxsid60171407

15. Bcp34011

16. Zinc1893031

17. Db05123

18. Pd72953

19. Ac-35730

20. Da-36793

21. Hy-109567

22. Cs-0031888

23. Ft-0743032

24. 2,2,2',2'-tetramethyl-6,6'-oxydihexanoic Acid

25. Hexanoic Acid, 6,6'-oxybis 2,2-dimethyl-

26. Q27095571

27. Pd72953; Pd 72953; Pd-72953

28. 6-(5-carboxy-5-methylhexoxy)-2,2-dimethyl-hexanoic Acid

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₆H₃₀O₅
Molecular Weight	302.41 g/mol
XLogP3	3.1
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	12
Exact Mass	302.20932405 g/mol
Monoisotopic Mass	302.20932405 g/mol
Topological Polar Surface Area	83.8 Å²
Heavy Atom Count	21
Formal Charge	0
Complexity	302
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

Investigated for use/treatment in atherosclerosis, cardiovascular disorders, and hyperlipidemia.

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