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Chemistry

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Also known as: Nad+, 53-84-9, Coenzyme i, Beta-nad, Codehydrase i, Codehydrogenase i
Molecular Formula
C21H27N7O14P2
Molecular Weight
663.4  g/mol
InChI Key
BAWFJGJZGIEFAR-NNYOXOHSSA-N

M041
A coenzyme composed of ribosylnicotinamide 5'-diphosphate coupled to adenosine 5'-phosphate by pyrophosphate linkage. It is found widely in nature and is involved in numerous enzymatic reactions in which it serves as an electron carrier by being alternately oxidized (NAD+) and reduced (NADH). (Dorland, 27th ed)
1 2D Structure

M041

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate
2.1.2 InChI
InChI=1S/C21H27N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1-4,7-8,10-11,13-16,20-21,29-32H,5-6H2,(H5-,22,23,24,25,33,34,35,36,37)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1
2.1.3 InChI Key
BAWFJGJZGIEFAR-NNYOXOHSSA-N
2.1.4 Canonical SMILES
C1=CC(=C[N+](=C1)C2C(C(C(O2)COP(=O)([O-])OP(=O)(O)OCC3C(C(C(O3)N4C=NC5=C(N=CN=C54)N)O)O)O)O)C(=O)N
2.1.5 Isomeric SMILES
C1=CC(=C[N+](=C1)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)([O-])OP(=O)(O)OC[C@@H]3[C@H]([C@H]([C@@H](O3)N4C=NC5=C(N=CN=C54)N)O)O)O)O)C(=O)N
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Adenine Dinucleotide, Dihydronicotinamide

2. Coenzyme I

3. Dihydronicotinamide Adenine Dinucleotide

4. Dinucleotide, Dihydronicotinamide Adenine

5. Dinucleotide, Nicotinamide-adenine

6. Diphosphopyridine Nucleotide

7. Dpn

8. Nad

9. Nadh

10. Nicotinamide Adenine Dinucleotide

11. Nicotinamide-adenine Dinucleotide

12. Nucleotide, Diphosphopyridine

2.2.2 Depositor-Supplied Synonyms

1. Nad+

2. 53-84-9

3. Coenzyme I

4. Beta-nad

5. Codehydrase I

6. Codehydrogenase I

7. Nicotinamide Adenine Dinucleotide

8. Beta-nad+

9. Cozymase I

10. Diphosphopyridine Nucleotide

11. Beta-nicotinamide Adenine Dinucleotide

12. Beta-diphosphopyridine Nucleotide

13. Cozymase

14. Nicotinamide Dinucleotide

15. Co-i

16. Enzopride

17. Nad

18. Nadidum

19. Nad Zwitterion

20. Oxidized Diphosphopyridine Nucleotide

21. Co-1

22. Pyridine, Nucleotide Diphosphate

23. Nicotineamide Adenine Dinucleotide

24. Nicotinamide-adenine Dinucleotide

25. Beta-dpn

26. Adenine-nicotinamide Dinucleotide

27. Codehydrogenase

28. Nadidum [inn-latin]

29. Nadida [inn-spanish]

30. Nicotinamide Adenine Dinucleotide Oxidized

31. Beta-diphosphopyridinenucleotide

32. Chebi:44215

33. Brn 3584133

34. Diphosphopyridine Nucleotide Oxidized

35. Nad Trihydrate

36. 3-carbamoyl-1-beta-d-ribofuranosylpyridinium Hydroxide, 5'-ester With Adenosine 5'-pyrophosphate, Inner Salt

37. Nad-oxidized

38. Nicotinamide Adenine Dinucleotide (nad)

39. Nicotinamide-adenine-dinucleotide

40. Mfcd00036253

41. Nsc 20272

42. Dpn-ox

43. .beta.-nad

44. 64417-72-7

45. Nad Lithium Salt

46. Endopride

47. Adenosine 5'-(trihydrogen Diphosphate), P'-5'-ester With 3-(aminocarbonyl)-1-beta-d-ribofuranosylpyridinium Hydroxide, Inner Salt

48. Dpn+

49. Nad+, Free Acid

50. Nadida

51. Adenosine 5'-(trihydrogen Diphosphate), P'-5'-ester With 3-(aminocarbonyl)-1-beta-d-ribofuranosylpyridinium, Inner Salt

52. 0u46u6e8uk

53. 1-((2r,3r,4s,5r)-5-((((((((2r,3s,4r,5r)-5-(6-amino-9h-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(hydroxy)phosphoryl)oxy)oxidophosphoryl)oxy)methyl)-3,4-dihydroxytetrahydrofuran-2-yl)-3-carbamoylpyridin-1-ium

54. Nsc-20272

55. Nadide [usan:inn:ban:jan]

56. Pyridinium, 3-carbamoyl-1-beta-d-ribofuranosyl-, Hydroxide, 5'-ester With Adenosine 5'-5'-(trihydrogen Pyrophosphate), Inner Salt

57. Einecs 200-184-4

58. Unii-0u46u6e8uk

59. Nadlithiumsalt

60. Nsc20272

61. Cas-53-84-9

62. B-nicotinamide Adenine Dinucleotide

63. Ncgc00016240-01

64. B-dpn

65. B-nad

66. Beta-nicotinamide Adenine Dinucleotide Hydrate

67. [adenylate-32-p]-nad

68. Carbonyl [14c] Nad+

69. Ec 200-184-4

70. Nad, Grade I, Free Acid

71. [adenylate-32-p]-nad+

72. Dsstox_cid_25236

73. Dsstox_rid_80768

74. Nad, Grade Ii, Free Acid

75. Dsstox_gsid_45236

76. 5-26-16-00399 (beilstein Handbook Reference)

77. Schembl131544

78. Spectrum1500419

79. Pyridine Nucleotide Diphosphate

80. Gtpl2451

81. Chembl1234613

82. Dtxsid2045236

83. Hms500j11

84. Nicotinamide Adinine Dinucleotide

85. [14c] Nad+

86. [32p] Nad+

87. Bdbm213227

88. Hms2091h06

89. Hms2097e04

90. Hms3714e04

91. Pharmakon1600-01500419

92. Ex-a3535

93. Hy-b0445

94. Tox21_110321

95. Ccg-40114

96. Nsc757121

97. S2518

98. Akos015892319

99. Beta-nicotinamide Adenine Din-ucleotide

100. Db14128

101. Nsc-757121

102. .beta.-nicotinamide Adenine Dinucleotide

103. Ncgc00178839-01

104. Ncgc00178839-02

105. Ncgc00178839-03

106. Ncgc00178839-08

107. [[(2r,3s,4r,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2r,3s,4r,5r)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl Phosphate

108. Adenosine 5'-(trihydrogen Diphosphate), 5'-5'-ester With 3-(aminocarbonyl)-1-beta-d-ribofuranosylpyridinium, Hydroxide, Inner Salt

109. As-14652

110. Sbi-0051451.p003

111. Ab00513910

112. D0919

113. Beta-nicotinamide Adenine Dinucleotide, Reduced

114. Ab00052048_03

115. Beta-nicotinamide Adenine Dinucleotide Trihydrate

116. Beta-nicotinamide Adenine Dinucleotide Hydrate, >=99%

117. Q12499775

118. F45c0d6c-da87-47be-9975-7a5de9ccb985

119. Beta-nicotinamide Adenine Dinucleotide Hydrate, >=95% (hplc)

120. Beta-nicotinamide Adenine Dinucleotide, Pkg Of 10 Mg (per Vial)

121. Beta-nicotinamide Adenine Dinucleotide, Pkg Of 20 Mg (per Vial)

122. Beta-nicotinamide Adenine Dinucleotide, Pkg Of 50 Mg (per Vial)

123. Beta-nicotinamide Adenine Dinucleotide Hydrate, >=98%, Bioultra, From Yeast

124. Beta-nicotinamide Adenine Dinucleotide Hydrate, Grade Aa-1, >=95% (hplc)

125. 3-carbamoyl-1-d-ribofuranosylpyridinium Hydroxide 5'-ester With Adenosine 5'-pyrophosphate

126. Beta-nicotinamide Adenine Dinucleotide Hydrate, Purified By Column Chromatography, >=99%

127. Beta-nicotinamide Adenine Dinucleotide Hydrate, Vetec(tm) Reagent Grade, >=96.5%

128. [(3s,2r,4r,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[(3s,2r,4r,5r)-5-(3-carbamoylpyridyl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxyphosphoryl) Hydrogen Phosphate

129. [(3s,2r,4r,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[(3s,2r,4r,5r)-5-(3-carbamoylpyridyl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxyphosphoryl)hydrogen Phosphate

130. [[(2r,3s,4r,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] [(2r,3s,4r,5r)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl Hydrogen Phosphate

131. 3-carbamoyl-1-beta-d-ribofuranosylpyridinium Hydroxide 5'-ester With Adenosine 5'-pyrophosphate Inner Salt

132. 3-carbamoyl-1-beta-delta-ribofuranosylpyridinium Hydroxide 5'-ester With Adenosine 5'-pyrophosphate Inner Salt

133. 3-carbamoyl-1-delta-ribofuranosylpyridinium Hydroxide 5'-ester With Adenosine 5'-pyrophosphate

134. Adenosine 5'-(trihydrogen Diphosphate), P'->5'-ester With 3-(aminocarbonyl)-1-beta-d-ribofuranosylpyridinium, Inner Salt

135. Adenosine 5'-(trihydrogen Diphosphate), P'.fwdarw.5'-ester With 3-(aminocarbonyl)-1-beta-d-ribofuranosylpyridinium, Inner Salt

136. Adenosine 5'-(trihydrogen Diphosphate-p-32p), P'>5'-ester With 3-(aminocarbonyl)-1-beta-d-ribofuranosylpyridinium, Inner Salt (9ci)

137. Beta-nicotinamide Adenine Dinucleotide Hydrate, >=96.5% (hplc), >=96.5% (spectrophotometric Assay), From Yeast

138. Beta-nicotinamide Adenine Dinucleotide Hydrate, Cell Culture Tested, >=96.5% (hplc), >=96.5% (spectrophotometric Assay), From Yeast

139. Beta-nicotinamide Adenine Dinucleotide Hydrate, Pharmagrade, Manufactured Under Appropriate Controls For Use As A Raw Material In Pharma Or Biopharmaceutical Production.

140. Beta-nicotinamide Adenine Dinucleotide Hydrate, Suitable For Manufacturing Of Diagnostic Kits And Reagents

141. Pyridinium, 3-carbamoyl-1-b-d-ribofuranosyl-, Hydroxide, 5'-5'-ester With Adenosine 5'-(trihydrogen Pyrophosphate), Inner Salt (8ci)

2.3 Create Date
2005-06-08
3 Chemical and Physical Properties
Molecular Weight 663.4 g/mol
Molecular Formula C21H27N7O14P2
XLogP3-6
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count18
Rotatable Bond Count11
Exact Mass663.10912256 g/mol
Monoisotopic Mass663.10912256 g/mol
Topological Polar Surface Area321 Ų
Heavy Atom Count44
Formal Charge0
Complexity1120
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1

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