04SZC4MEFQ

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Also known as: Udp-glucuronic acid, Udp-glucuronate, Udp glucuronic acid, Udpga, Udpglucuronate, Udp-d-glucuronate

Molecular Formula

C₁₅H₂₂N₂O₁₈P₂

Molecular Weight

580.28 g/mol

InChI Key

HDYANYHVCAPMJV-LXQIFKJMSA-N

FDA UNII

04SZC4MEFQ

A nucleoside diphosphate sugar which serves as a source of glucuronic acid for polysaccharide biosynthesis. It may also be epimerized to UDP iduronic acid, which donates iduronic acid to polysaccharides. In animals, UDP glucuronic acid is used for formation of many glucosiduronides with various aglycones.

1 2D Structure

04SZC4MEFQ

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2S,3S,4S,5R,6R)-6-[[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid

2.1.2 InChI

InChI=1S/C15H22N2O18P2/c18-5-1-2-17(15(26)16-5)12-9(22)6(19)4(32-12)3-31-36(27,28)35-37(29,30)34-14-10(23)7(20)8(21)11(33-14)13(24)25/h1-2,4,6-12,14,19-23H,3H2,(H,24,25)(H,27,28)(H,29,30)(H,16,18,26)/t4-,6-,7+,8+,9-,10-,11+,12-,14-/m1/s1

2.1.3 InChI Key

HDYANYHVCAPMJV-LXQIFKJMSA-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)C(=O)O)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)C(=O)O)O)O)O)O)O

2.2 Other Identifiers

2.2.1 UNII

04SZC4MEFQ

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Acid, Udp Glucuronic

2. Acid, Uridine Diphosphoglucuronic

3. Diphosphoglucuronic Acid, Uridine

4. Glucuronic Acid, Udp

5. Udp Glucuronic Acid

6. Udpga

7. Uridine Diphosphoglucuronic Acid

2.3.2 Depositor-Supplied Synonyms

1. Udp-glucuronic Acid

2. Udp-glucuronate

3. Udp Glucuronic Acid

4. Udpga

5. Udpglucuronate

6. Udp-d-glucuronate

7. 2616-64-0

8. Uridine Diphosphoglucuronic Acid

9. Uridinediphosphoglucuronic Acid

10. Udp-alpha-d-glucuronate

11. Udp-alpha-d-glucuronic Acid

12. Uridine 5'-diphosphoglucuronic Acid

13. Uridine 5'-diphospho-glucuronic Acid

14. Udp-d-glucuronic Acid

15. Uridine-5'-diphosphate-glucuronic Acid

16. Udp-glcua

17. 04szc4mefq

18. Chembl228057

19. Chebi:17200

20. Alpha-d-glucopyranuronic Acid, 1-p'-ester With Uridine 5'-(trihydrogen Diphosphate)

21. (2s,3s,4s,5r,6r)-6-[[[(2r,3s,4r,5r)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-3,4,5-trihydroxyoxane-2-carboxylic Acid

22. Uga

23. Unii-04szc4mefq

24. Udp Glucuronate

25. Uridine Diphosphate Glucuronate

26. Udp-g Acid

27. Udp-delta-glucuronate

28. Udp-delta-glucuronic Acid

29. Bmse000292

30. Udp-

31. A-d-glucuronic Acid

32. Udp-alpha-delta-glucuronate

33. Uridine Pyrophosphoglucuronate

34. Uridine Diphosphate-glucuronate

35. Uridine Diphospho-d-glucuronate

36. Gtpl1784

37. Uridine 5'-diphosphoglucuronate

38. Dtxsid00903961

39. Uridine Pyrophosphoglucuronic Acid

40. Uridine Diphospho-delta-glucuronate

41. Uridine Diphospho-d-glucuronic Acid

42. Zinc8215691

43. Uridine-5'-diphosphoglucuronic Acid

44. Bdbm50209665

45. Uridine 5'-diphospho-a-d-glucuronate

46. Udp-.alpha.-d-glucuronic Acid

47. Db03041

48. Uridine Diphospho-delta-glucuronic Acid

49. Uridine 5'-diphospho-a-d-glucuronic Acid

50. Uridine 5'-diphospho-alpha-delta-glucuronate

51. C00167

52. Uridine 5'-diphospho-alpha-delta-glucuronic Acid

53. Q277638

54. Uridine 5'-diphosphate Alpha-d-glucopyranuronic Acid

55. Uridine 5'-diphospho-.alpha.-d-glucuronic Acid

56. Glucopyranuronic Acid 1-ester With Uridine 5'-pyrophosphate

57. A-d-glucopyranuronic Acid Ester With Uridine 5'-pyrophosphate

58. Alpha-delta-glucopyranuronic Acid Ester With Uridine 5'-pyrophosphate

59. Uridine 5''-[3-(alpha-d-glucopyranuronosyl) Dihydrogen Diphosphate]

60. Uridine 5'-[3-(alpha-d-glucopyranuronosyl) Dihydrogen Diphosphate]

61. Uridine 5'-[3-(d-glucopyranosyloxyuronic Acid) Dihydrogen Diphosphate]

62. A-d-glucopyranuronic Acid 1->5'-ester With Uridine 5'-(trihydrogen Pyrophosphate)

63. Alpha-d-glucopyranuronic Acid 1-p'-ester With Uridine 5'-(trihydrogen Diphosphate)

64. Alpha-delta-glucopyranuronic Acid 1->5'-ester With Uridine 5'-(trihydrogen Pyrophosphate)

65. Alpha-delta-glucopyranuronic Acid 1-p'-ester With Uridine 5'-(trihydrogen Diphosphate)

66. (2s,3s,4s,5r,6r)-6-{[(s)-{[(r)-{[(2r,3s,4r,5r)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2h)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methoxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}-3,4,5-trihydroxytetrahydro-2h-pyran-2-carboxylic Acid (non-preferred Name)

67. .alpha.-d-glucopyranuronic Acid, 1->p'-ester With Uridine 5'-(trihydrogen Diphosphate)

2.4 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₁₅H₂₂N₂O₁₈P₂
Molecular Weight	580.28 g/mol
XLogP3	-6.4
Hydrogen Bond Donor Count	9
Hydrogen Bond Acceptor Count	18
Rotatable Bond Count	9
Exact Mass	580.03428585 g/mol
Monoisotopic Mass	580.03428585 g/mol
Topological Polar Surface Area	309 Å²
Heavy Atom Count	37
Formal Charge	0
Complexity	1040
Isotope Atom Count	0
Defined Atom Stereocenter Count	9
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1