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    Hydrocodone Bitartrate

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    2D Structure
    Also known as: (4r,4ar,7ar,12bs)-9-methoxy-3-methyl-1,2,4,4a,5,6,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one;2,3-dihydroxybutanedioic acid, .codon, Schembl154972, Chembl2062267
    Molecular Formula
    C22H27NO9
    Molecular Weight
    449.4  g/mol
    InChI Key
    OJHZNMVJJKMFGX-RNWHKREASA-N
    Narcotic analgesic related to CODEINE, but more potent and more addicting by weight. It is used also as cough suppressant.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (4R,4aR,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,5,6,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one;2,3-dihydroxybutanedioic acid
    2.1.2 InChI
    InChI=1S/C18H21NO3.C4H6O6/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19;5-1(3(7)8)2(6)4(9)10/h3,6,11-12,17H,4-5,7-9H2,1-2H3;1-2,5-6H,(H,7,8)(H,9,10)/t11-,12+,17-,18-;/m0./s1
    2.1.3 InChI Key
    OJHZNMVJJKMFGX-RNWHKREASA-N
    2.1.4 Canonical SMILES
    CN1CCC23C4C1CC5=C2C(=C(C=C5)OC)OC3C(=O)CC4.C(C(C(=O)O)O)(C(=O)O)O
    2.1.5 Isomeric SMILES
    CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)OC)O[C@H]3C(=O)CC4.C(C(C(=O)O)O)(C(=O)O)O
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. Codinovo

    2. Dicodid

    3. Dihydrocodeinone

    4. Hycodan

    5. Hycon

    6. Hydrocodeinonebitartrate

    7. Hydrocodon

    8. Hydrocodone

    9. Hydrocodone Tartrate (1:1), Hydrate (2:5)

    10. Hydrocon

    11. Robidone

    2.2.2 Depositor-Supplied Synonyms

    1. (4r,4ar,7ar,12bs)-9-methoxy-3-methyl-1,2,4,4a,5,6,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one;2,3-dihydroxybutanedioic Acid

    2. .codon

    3. Schembl154972

    4. Chembl2062267

    2.2.3 Other Synonyms

    1. Hydrocone

    2. Multacodin

    3. Hydrocodone

    2.3 Create Date
    2007-12-05
    3 Chemical and Physical Properties
    Molecular Weight 449.4 g/mol
    Molecular Formula C22H27NO9
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count10
    Rotatable Bond Count4
    Exact Mass449.16858144 g/mol
    Monoisotopic Mass449.16858144 g/mol
    Topological Polar Surface Area154 Ų
    Heavy Atom Count32
    Formal Charge0
    Complexity642
    Isotope Atom Count0
    Defined Atom Stereocenter Count4
    Undefined Atom Stereocenter Count2
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Analgesics, Opioid

    Compounds with activity like OPIATE ALKALOIDS, acting at OPIOID RECEPTORS. Properties include induction of ANALGESIA or NARCOSIS. (See all compounds classified as Analgesics, Opioid.)

    Antitussive Agents

    Agents that suppress cough. They act centrally on the medullary cough center. EXPECTORANTS, also used in the treatment of cough, act locally. (See all compounds classified as Antitussive Agents.)

    Narcotics

    Agents that induce NARCOSIS. Narcotics include agents that cause somnolence or induced sleep (STUPOR); natural or synthetic derivatives of OPIUM or MORPHINE or any substance that has such effects. They are potent inducers of ANALGESIA and OPIOID-RELATED DISORDERS. (See all compounds classified as Narcotics.)

    4.2 FDA Pharmacological Classification
    4.2.1 Pharmacological Classes
    Opioid Agonists [MoA]; Opioid Agonist [EPC]