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    Technical details about Fluasterone, learn more about the structure, uses, toxicity, action, side effects and more

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    Fluasterone

    DEVELOPMENTS

    PharmaCompass

    Inke S.A: APIs manufacturing plant.

    ChemWerth works in generic API development & supply, non-infringement patent strategy development and regulatory support.

    2D Structure
    1. Also known as: 112859-71-9, R7m5ugd04g, 156680-74-9, Chembl4441355, 16alpha-fluoro-5-androsten-17-one, (8r,9s,10r,13s,14s,16r)-16-fluoro-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one
    Molecular Formula
    C19H27FO
    Molecular Weight
    290.4  g/mol
    InChI Key
    VHZXNQKVFDBFIK-NBBHSKLNSA-N
    FDA UNII
    R7M5UGD04G
    Has antiproliferative effects on HIV-1 and reduces HIV-1 replication.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (8R,9S,10R,13S,14S,16R)-16-fluoro-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one
    2.1.2 InChI
    InChI=1S/C19H27FO/c1-18-9-4-3-5-12(18)6-7-13-14(18)8-10-19(2)15(13)11-16(20)17(19)21/h6,13-16H,3-5,7-11H2,1-2H3/t13-,14+,15+,16-,18+,19+/m1/s1
    2.1.3 InChI Key
    VHZXNQKVFDBFIK-NBBHSKLNSA-N
    2.1.4 Canonical SMILES
    CC12CCCCC1=CCC3C2CCC4(C3CC(C4=O)F)C
    2.1.5 Isomeric SMILES
    C[C@]12CCCCC1=CC[C@@H]3[C@@H]2CC[C@]4([C@H]3C[C@H](C4=O)F)C
    2.2 Other Identifiers
    2.2.1 UNII
    R7M5UGD04G
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 5-androstene-16-fluoro-17-one

    2. 5-androstene-16alpha-fluoro-17-one

    3. Dhea Analog 8354

    4. He2500

    2.3.2 Depositor-Supplied Synonyms

    1. 112859-71-9

    2. R7m5ugd04g

    3. 156680-74-9

    4. Chembl4441355

    5. 16alpha-fluoro-5-androsten-17-one

    6. (8r,9s,10r,13s,14s,16r)-16-fluoro-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one

    7. 16-fluoro-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one

    8. 16-fluoro-5-androsten-17-one

    9. He2500

    10. Unii-r7m5ugd04g

    11. Ccris 4216

    12. 8354 Compound

    13. Schembl1418930

    14. Niosh/bv8387230

    15. Dtxsid90920920

    16. Zinc3778181

    17. Bdbm50507597

    18. 16-alpha-fluoro-5-androsten-17-one

    19. Db06250

    20. Bv83872300

    21. 16.alpha.-fluoroandrost-5-en-17-one

    22. Androst-5-en-17-one, 16-fluoro-, (16alpha)-

    23. Androst-5-en-17-one, 16-fluoro-, (16-alpha)-

    24. J-002855

    25. Androst-5-en-17-one, 16-fluoro-, (16.alpha.)-

    26. Q27287895

    27. (2r,3as,3br,9ar,9bs,11as)-2-fluoro-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9ah,9bh,10h,11h,11ah-cyclopenta[a]phenanthren-1-one

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 290.4 g/mol
    Molecular Formula C19H27FO
    XLogP35.1
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count0
    Exact Mass290.20459364 g/mol
    Monoisotopic Mass290.20459364 g/mol
    Topological Polar Surface Area17.1 Ų
    Heavy Atom Count21
    Formal Charge0
    Complexity510
    Isotope Atom Count0
    Defined Atom Stereocenter Count6
    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 psoriasis and psoriatic disorders, hyperlipidemia, metabolic disease, cancer/tumors (unspecified), and obesity.

    5 Pharmacology and Biochemistry
    5.1 Mechanism of Action

    Fluasterone is a synthetically stable adrenocortical steroid fluorinated analogue of dehydroepiandrosterone (DHEA), a powerful anti-inflammatory molecule with androgenic or estrogenic side effects. It is proposed that fluasterone inhibits NF-kB activation and reduces oxidative stress, but other mechanisms may play a role. Fluasterone suppresses inflammation and is effective in preclinical models of chronic inflammatory disease including psoriasis, asthma, rheumatoid arthritis, multiple sclerosis and lupus erythematosus. Fluasterone has anti-inflammatory effects inpreclinical models of chronic inflammatory disease including psoriasis, asthma, rheumatoid arthritis, multiple sclerosis and lupus erythematosus. [Aeson Pharmaceuticals Executive Report]

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