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    Acadesine

    ACTIVE PHARMA INGREDIENTS

    PharmaCompass
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    2D Structure
    Also known as: Aicar, Nsc 105823, Schembl2619704, Akos030228468, 5-amino-1-((2r,3s,4r,5r)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1h-imidazole-4-carboxamide
    Molecular Formula
    C9H14N4O5
    Molecular Weight
    258.23  g/mol
    InChI Key
    RTRQQBHATOEIAF-DTUHVUQASA-N
    AICAR is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    5-amino-1-[(2R,3S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]imidazole-4-carboxamide
    2.1.2 InChI
    InChI=1S/C9H14N4O5/c10-7-4(8(11)17)12-2-13(7)9-6(16)5(15)3(1-14)18-9/h2-3,5-6,9,14-16H,1,10H2,(H2,11,17)/t3-,5?,6+,9-/m1/s1
    2.1.3 InChI Key
    RTRQQBHATOEIAF-DTUHVUQASA-N
    2.1.4 Canonical SMILES
    C1=NC(=C(N1C2C(C(C(O2)CO)O)O)N)C(=O)N
    2.1.5 Isomeric SMILES
    C1=NC(=C(N1[C@H]2[C@H](C([C@H](O2)CO)O)O)N)C(=O)N
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. 4-carboxy-5-aminoimidazole Ribotide

    2. 5'-phosphoribosyl-5-amino-4-imidazolecarboxamide

    3. 5-amino-1-beta-d-ribofuranosylimidazole-4-carboxamide Monophosphate

    4. 5-amino-4-imidazolecarboxamide Ribofuranoside 5'-monophosphate

    5. Aica Ribonucleotide

    6. Aica Ribonucleotide, (d-ribofuranosyl)-isomer

    7. Aicar

    8. Aicariboside 5'-monophosphate

    9. Aminoimidazole Carboxamide Ribonucleotide

    10. Z-nucleotide

    11. Zmp

    2.2.2 Depositor-Supplied Synonyms

    1. Aicar

    2. Nsc 105823

    3. Schembl2619704

    4. Akos030228468

    5. 5-amino-1-((2r,3s,4r,5r)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1h-imidazole-4-carboxamide

    2.3 Create Date
    2010-07-26
    3 Chemical and Physical Properties
    Molecular Weight 258.23 g/mol
    Molecular Formula C9H14N4O5
    XLogP3-2.2
    Hydrogen Bond Donor Count5
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count3
    Exact Mass258.09641956 g/mol
    Monoisotopic Mass258.09641956 g/mol
    Topological Polar Surface Area157 Ų
    Heavy Atom Count18
    Formal Charge0
    Complexity330
    Isotope Atom Count0
    Defined Atom Stereocenter Count3
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Hypoglycemic Agents

    Substances which lower blood glucose levels. (See all compounds classified as Hypoglycemic Agents.)