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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
    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 Weight 302.41 g/mol
    Molecular Formula C16H30O5
    XLogP33.1
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count12
    Exact Mass302.20932405 g/mol
    Monoisotopic Mass302.20932405 g/mol
    Topological Polar Surface Area83.8 Ų
    Heavy Atom Count21
    Formal Charge0
    Complexity302
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

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

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