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    Cobamamide

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    Cobamamide
    Also known as: Cobamamide, 13870-90-1, Calomide, Cobalamine coenzyme, Vitamin b12 coenzyme, 5-deoxyadenosylcobalamin
    Molecular Formula
    C72H100CoN18O17P
    Molecular Weight
    1579.6  g/mol
    InChI Key
    OAJLVMGLJZXSGX-SLAFOUTOSA-L
    1 2D Structure

    Cobamamide

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S,3S,4R,5R)-2-(6-aminopurin-9-yl)-5-methanidyloxolane-3,4-diol;cobalt(3+);[(2R,3S,4R,5S)-5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] [(2R)-1-[3-[(1R,2R,3R,4Z,7S,9Z,12S,13S,14Z,17S,18S,19R)-2,13,18-tris(2-amino-2-oxoethyl)-7,12,17-tris(3-amino-3-oxopropyl)-3,5,8,8,13,15,18,19-octamethyl-2,7,12,17-tetrahydro-1H-corrin-21-id-3-yl]propanoylamino]propan-2-yl] phosphate
    2.1.2 InChI
    InChI=1S/C62H90N13O14P.C10H12N5O3.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);2-4,6-7,10,16-17H,1H2,(H2,11,12,13);/q;-1;+3/p-2/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;4-,6+,7+,10+;/m11./s1
    2.1.3 InChI Key
    OAJLVMGLJZXSGX-SLAFOUTOSA-L
    2.1.4 Canonical SMILES
    CC1=CC2=C(C=C1C)N(C=N2)C3C(C(C(O3)CO)OP(=O)([O-])OC(C)CNC(=O)CCC4(C(C5C6(C(C(C(=N6)C(=C7C(C(C(=N7)C=C8C(C(C(=N8)C(=C4[N-]5)C)CCC(=O)N)(C)C)CCC(=O)N)(C)CC(=O)N)C)CCC(=O)N)(C)CC(=O)N)C)CC(=O)N)C)O.[CH2-]C1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)O.[Co+3]
    2.1.5 Isomeric SMILES
    CC1=CC2=C(C=C1C)N(C=N2)[C@@H]3[C@@H]([C@@H]([C@H](O3)CO)OP(=O)([O-])O[C@H](C)CNC(=O)CC[C@@]\4([C@H]([C@@H]5[C@]6([C@@]([C@@H](C(=N6)/C(=C\7/[C@@]([C@@H](C(=N7)/C=C\8/C([C@@H](C(=N8)/C(=C4\[N-]5)/C)CCC(=O)N)(C)C)CCC(=O)N)(C)CC(=O)N)/C)CCC(=O)N)(C)CC(=O)N)C)CC(=O)N)C)O.[CH2-][C@@H]1[C@@H]([C@@H]([C@H](O1)N2C=NC3=C(N=CN=C32)N)O)O.[Co+3]
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. 3',4'-anhydroadenosylcobalamin

    2. 5'-deoxyadenosylcobalamin

    3. Adenosylcobalamin

    4. Adocbl

    5. Cobamamide

    6. Desoxyadenosylcobalamine

    7. Dibencozide

    8. Indusil T

    9. Vitamin B12 Coenzyme

    2.2.2 Depositor-Supplied Synonyms

    1. Cobamamide

    2. 13870-90-1

    3. Calomide

    4. Cobalamine Coenzyme

    5. Vitamin B12 Coenzyme

    6. 5-deoxyadenosylcobalamin

    7. 5'-deoxyadenosylcobalamine

    8. Mfcd00135609

    9. Akos025311252

    2.3 Create Date
    2006-04-29
    3 Chemical and Physical Properties
    Molecular Weight 1579.6 g/mol
    Molecular Formula C72H100CoN18O17P
    Hydrogen Bond Donor Count12
    Hydrogen Bond Acceptor Count27
    Rotatable Bond Count27
    Exact Mass1578.658339 g/mol
    Monoisotopic Mass1578.658339 g/mol
    Topological Polar Surface Area571 Ų
    Heavy Atom Count109
    Formal Charge0
    Complexity3730
    Isotope Atom Count0
    Defined Atom Stereocenter Count18
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count3
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count3
    4 Pharmacology and Biochemistry
    4.1 ATC Code

    B - Blood and blood forming organs

    B03 - Antianemic preparations

    B03B - Vitamin b12 and folic acid

    B03BA - Vitamin b12 (cyanocobalamin and analogues)

    B03BA04 - Cobamamide

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