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    Chemistry

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    Also known as: Udp-glucose, Uridine diphosphate glucose, Udpg, 133-89-1, Udp-alpha-d-glucose, Co-waldenase
    Molecular Formula
    C15H24N2O17P2
    Molecular Weight
    566.30  g/mol
    InChI Key
    HSCJRCZFDFQWRP-JZMIEXBBSA-N
    FDA UNII
    V50K1D7P4Y
    Uridine-5
    A key intermediate in carbohydrate metabolism. Serves as a precursor of glycogen, can be metabolized into UDPgalactose and UDPglucuronic acid which can then be incorporated into polysaccharides as galactose and glucuronic acid. Also serves as a precursor of sucrose lipopolysaccharides, and glycosphingolipids.
    1 2D Structure

    Uridine-5

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] hydrogen phosphate
    2.1.2 InChI
    InChI=1S/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8-,9-,10+,11-,12-,13-,14-/m1/s1
    2.1.3 InChI Key
    HSCJRCZFDFQWRP-JZMIEXBBSA-N
    2.1.4 Canonical SMILES
    C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OC3C(C(C(C(O3)CO)O)O)O)O)O
    2.1.5 Isomeric SMILES
    C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O
    2.2 Other Identifiers
    2.2.1 UNII
    V50K1D7P4Y
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Diphosphate Glucose, Uridine

    2. Diphosphoglucose, Uridine

    3. Glucose, Udp

    4. Glucose, Uridine Diphosphate

    5. Udp Glucose

    6. Udpg

    7. Uridine Diphosphate Glucose

    8. Uridine Diphosphoglucose

    2.3.2 Depositor-Supplied Synonyms

    1. Udp-glucose

    2. Uridine Diphosphate Glucose

    3. Udpg

    4. 133-89-1

    5. Udp-alpha-d-glucose

    6. Co-waldenase

    7. Udpglucose

    8. Co-galactoisomerase

    9. Udp-a-d-glucose

    10. Udp-d-glucose

    11. Udp-glc

    12. Uridine Diphosphoglucose

    13. Cogalactoisomerase

    14. 5'-diphosphoglucose

    15. Uridine-5'-diphosphoglucose

    16. Uridine Diphosphate-glucose

    17. Uridine Diphospho-d-glucose

    18. Uridine Pyrophosphate-glucose

    19. Uridine 5'-diphosphoglucose

    20. Uridine 5'-diphosphate Glucose

    21. V50k1d7p4y

    22. [[(2r,3s,4r,5r)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] Hydrogen Phosphate

    23. Chebi:46229

    24. Uridine 5'-diphospho-alpha-d-glucose

    25. Uridine 5'-pyrophosphate Glucose Ester

    26. Glucose-uridine-c1,5'-diphosphate

    27. Uridine 5'-(trihydrogen Diphosphate), Mono-alpha-d-glucopyranosyl Ester

    28. Udp Glucose

    29. Uridine 5'-(trihydrogen Diphosphate), P'-alpha-d-glucopyranosyl Ester

    30. Uridine 5'-diphospho-d-glucose

    31. Unii-v50k1d7p4y

    32. (udp)glucose

    33. Udp-delta-glucose

    34. (upd)-glucose

    35. Einecs 205-121-4

    36. Uridindiphosphoglucose

    37. Mono-d-glucosyl Ester

    38. Udp-alpha-delta-glucose

    39. 5''''-diphosphoglucose

    40. Schembl454078

    41. Uridine Diphospho-delta-glucose

    42. Chembl375951

    43. Gtpl1783

    44. Uridine-5''''-diphosphoglucose

    45. Dtxsid00157902

    46. Uridine 5'-diphospho-a-d-glucose

    47. Cogalactoisomerase [who-dd]

    48. Uridine-5'-monophosphate Glucopyranosyl-monophosphate Ester

    49. Zinc8215472

    50. Uridine 5-(trihydrogen Diphosphate)

    51. Bdbm50209659

    52. Bdbm50423218

    53. Db01861

    54. Uridine Diphosphate Glucose [mi]

    55. Uridine 5'-diphospho-alpha-delta-glucose

    56. Uridine Diphosphate Glucose [who-dd]

    57. C00029

    58. Q424649

    59. Uridine 5'-(alpha-d-glucopyranosyl Pyrophosphate)

    60. Uridine 5'-pyrophosphate A-d-glucopyranosyl Ester

    61. Uridine 5'-pyrophosphate A-delta-glucopyranosyl Ester

    62. Uridine 5''-[3-alpha-d-glucopyranosyl Dihydrogen Diphosphate]

    63. Uridine 5'-(trihydrogen Pyrophosphate), Mono-d-glucosyl Ester

    64. Uridine 5'-[3-alpha-d-glucopyranosyl Dihydrogen Diphosphate]

    65. Uridine 5'-(trihydrogen Diphosphate) Alpha-d-gucopyranosyl Ester

    66. Uridine 5'-pyrophosphate, Alpha-d-glucopyranosyl Ester (6ci,7ci)

    67. Uridine 5'-(trihydrogen Diphosphate), P'-a-d-glucopyranosyl Ester (9ci)

    68. Uridine 5/'-(trihydrogen Diphosphate), Mono-alpha-d-glucopyranosyl Ester

    69. Uridine 5'-(trihydrogen Diphosphate), P'-.alpha.-d- Glucopyranosyl Ester

    70. Uridine 5'-(trihydrogen Diphosphate), P'-.alpha.-d-glucopyranosyl Ester

    71. Uridine 5'-(trihydrogen Pyrophosphate), Mono-alpha-d-glucopyranosyl Ester (8ci)

    72. [(2r,3s,4r,5r)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2h)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2h-pyran-2-yl Dihydrogen Diphosphate (non-preferred Name)

    2.4 Create Date
    2004-09-16
    3 Chemical and Physical Properties
    Molecular Weight 566.30 g/mol
    Molecular Formula C15H24N2O17P2
    XLogP3-6.3
    Hydrogen Bond Donor Count9
    Hydrogen Bond Acceptor Count17
    Rotatable Bond Count9
    Exact Mass566.05502130 g/mol
    Monoisotopic Mass566.05502130 g/mol
    Topological Polar Surface Area292 Ų
    Heavy Atom Count36
    Formal Charge0
    Complexity964
    Isotope Atom Count0
    Defined Atom Stereocenter Count9
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1

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