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Overview of CAS 60-92-4

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4H-Furo[3,2-d]-1,3,2-dioxaphosphorin, adenosine deriv.
PharmaCompass
  • Chemistry
4H-Furo[3,2-d]-1,3,2-dioxaphosphorin, adenosine deriv.
Also known as: Camp, Cyclic amp, 60-92-4, Adenosine 3',5'-cyclic monophosphate, 3',5'-cyclic amp, Adenosine 3',5'-phosphate
Molecular Formula
C10H12N5O6P
Molecular Weight
329.209  g/mol
InChI Key
IVOMOUWHDPKRLL-KQYNXXCUSA-N
FDA UNII
E0399OZS9N

An adenine nucleotide containing one phosphate group which is esterified to both the 3'- and 5'-positions of the sugar moiety. It is a second messenger and a key intracellular regulator, functioning as a mediator of activity for a number of hormones, including epinephrine, glucagon, and ACTH.
1 2D Structure

4H-Furo[3,2-d]-1,3,2-dioxaphosphorin, adenosine deriv.

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(4aR,6R,7R,7aS)-6-(6-aminopurin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol
2.1.2 InChI
InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1
2.1.3 InChI Key
IVOMOUWHDPKRLL-KQYNXXCUSA-N
2.1.4 Canonical SMILES
C1C2C(C(C(O2)N3C=NC4=C3N=CN=C4N)O)OP(=O)(O1)O
2.1.5 Isomeric SMILES
C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=NC4=C3N=CN=C4N)O)OP(=O)(O1)O
2.2 Other Identifiers
2.2.1 UNII
E0399OZS9N
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. Camp

2. Cyclic Amp

3. 60-92-4

4. Adenosine 3',5'-cyclic Monophosphate

5. 3',5'-cyclic Amp

6. Adenosine 3',5'-phosphate

7. Adenosine 3',5'-cyclophosphate

8. Adenosine-3',5'-cyclophosphate

9. Cyclic 3',5'-amp

10. Adenosine Cyclic Monophosphate

11. Cyclic Adenosine Monophosphate

12. Cyclic 3',5'-adenylic Acid

13. Adenosine 3',5'-monophosphate

14. Adenosine Cyclophosphate

15. Cyclic Adenosine 3',5'-phosphate

16. Cyclic Adenylic Acid

17. Acrasin

18. 3',5'-amp

19. Adenosine Cyclic 3',5'-monophosphate

20. Cyclic Adenosine 3',5'-monophosphate

21. Adenosine Cyclic 3',5'-phosphate

22. Ccris 4291

23. Adenosine, Cyclic 3',5'-(hydrogen Phosphate)

24. [3h]camp

25. Adenosine 3',5'-cyclic Phosphate

26. [3h]-camp

27. Unii-e0399ozs9n

28. Nsc 94017

29. Adenosine-3',5'-cyclic-monophosphate

30. Adenosine 3',5'-phosphate Monohydrate

31. Brn 0052645

32. Chebi:17489

33. Einecs 200-492-9

34. Chembl316966

35. E0399ozs9n

36. Ivomouwhdpkrll-kqynxxcusa-n

37. Mfcd00005845

38. Ncgc00093588-03

39. Ak-93426

40. Adenosine 3,5'-cyclic Monophosphoric Acid

41. Adenosine-3',5'-cyclic Monophosphate

42. Dsstox_cid_20436

43. Dsstox_rid_79492

44. Dsstox_gsid_40436

45. Adenosine-cyclic-phosphate

46. 3',5'-camp

47. Adenosine Cyclic-monophosphate

48. Adenosine-cyclic-phosphoric-acid

49. (4ar,6r,7r,7as)-6-(6-aminopurin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4h-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol

50. 11002-78-1

51. Adenosine-3',5'-cyclic Phosphate

52. C10h12n5o6p

53. Adenosine 3'-,5'-cyclic Monophosphate

54. Cas-60-92-4

55. Iuuo>>.axeao Yen

56. 3'5'-cyclic Amp

57. Adenosine Cyclicphosphate

58. Cyclic 3',5'-adenylate

59. Bmse000071

60. D03kyj

61. D0ub2j

62. Epitope Id:137352

63. Ac1l1lr0

64. Schembl1244

65. Lopac0_000084

66. 4-26-00-03618 (beilstein Handbook Reference)

67. 3' 5'-adenosine Monophosphate

68. Gtpl2352

69. Gtpl5096

70. Camp; 3',5'-cyclic Amp

71. Dtxsid8040436

72. Bdbm10851

73. Cid_23902375

74. Molport-003-925-182

75. Hms3260a10

76. 6-(6-amino-9h-purin-9-yl)tetrahydro-4h-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol 2-oxide

77. Zinc3873977

78. Tox21_113510

79. Tox21_500084

80. Adenosine-3',5'-cyclicmonophosphate

81. Bdbm50384264

82. Adenosine 3',5'-cyclophosphoric Acid

83. Adenosine 3':5'-cyclic Monophosphate

84. Adenosine 3,5'-cyclic Monophosphorate

85. Akos015999561

86. Tox21_113510_1

87. 3', 5'-cyclic Adenosine Monophosphate

88. Adenosine 3',5'-(hydrogen Phosphate)

89. Ccg-204179

90. Db02527

91. Lp00084

92. Adenosine 3a(2),5a(2)-cyclophosphate

93. Ncgc00093588-01

94. Ncgc00093588-02

95. Ncgc00093588-04

96. Ncgc00260769-01

97. 37839-81-9 (mono-hydrochloride Salt)

98. 85187-54-8

99. Aj-46382

100. Aj-61692

101. As-13112

102. H355

103. Ls-15114

104. Sc-09057

105. Adenosine 3,5-cyclic Monophosphate Hydrate

106. Ax8012006

107. Kb-294408

108. St2412623

109. Adenosine, 3',5'-cyclic-monophosphoric Acid

110. Bg01617756

111. Eu-0100084

112. Ft-0624147

113. St50298854

114. Adenosine Cyclic 3',5'-(hydrogen Phosphate)

115. Adenosine-3 ,5 -cyclic-monophosphate

116. A 9501

117. A-8685

118. C00575

119. 005c845

120. Sr-01000075695

121. Cyclic-3',5'-(hydrogen Phosphate)adenosine

122. Sr-01000075695-1

123. 4h-furo[3,2-d]-1,3,2-dioxaphosphorin, Adenosine Deriv.

124. Adenosine 3'',5''-cyclic Phosphate (6ci); Cyclic 3'',5''-

125. B5c9f048-77dd-4170-a624-23c09e7b080d

126. Adenosine 3',5'-cyclic Monophosphate, >=98.5% (hplc), Powder

127. Adenosine-3 Inverted Exclamation Mark ,5 Inverted Exclamation Mark -cyclic Phosphoric Acid

128. (1s,6r,8r,9r)-8-(6-aminopurin-9-yl)-3-hydroxy-3-oxo-2,4,7-trioxa-3$l^{5}-phosphabicyclo[4.3.0]nonan-9-ol

129. (4ar,6r,7r,7as)-6-(6-amino-9h-purin-9-yl)-2,7-dihydroxy-hexahydro-1,3,5,2$l;{5}-furo[3,2-d][1,3,2$l;{5}]dioxaphosphinin-2-one

130. (4ar,6r,7r,7as)-6-(6-amino-9h-purin-9-yl)-2,7-dihydroxy-hexahydro-1,3,5,2$l^{5}-furo[3,2-d][1,3,2$l^{5}]dioxaphosphinin-2-one

131. (4ar,6r,7r,7as)-6-(6-amino-9h-purin-9-yl)-2,7-dihydroxy-hexahydro-1,3,5,2$l^{5}-furo[3,2-d][1,3,2]dioxaphosphinin-2-one

132. (4ar,6r,7r,7as)-6-(6-amino-9h-purin-9-yl)tetrahydro-4h-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol 2-oxide

133. (4ar,6r,7r,7as)-6-(6-aminopurin-9-yl)-2-oxo-tetrahydro-2-lambda*5*-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol

134. 114697-05-1

135. 4h-furo[3,2-d]-1,3,2-dioxaphosphorin-7-ol, 6-(6-amino-9h-purin-9-yl)tetrahydro-2-hydroxy-, 2-oxide, (4ar,6r,7r,7as)-

136. 6-(6-amino-9h-purin-9-yl)tetrahydro-4h-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol 2-oxide #

2.4 Create Date
2005-06-08
3 Chemical and Physical Properties
Molecular Weight 329.209 g/mol
Molecular Formula C10H12N5O6P
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count10
Rotatable Bond Count1
Exact Mass329.053 g/mol
Monoisotopic Mass329.053 g/mol
Topological Polar Surface Area155 A^2
Heavy Atom Count22
Formal Charge0
Complexity498
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 Pharmacology

Cyclic AMP is a second messenger molecule comprised of an adenine ribonucleotide bearing a phosphate group bound to the oxygen molecules at the 3' and 5' positions of the sugar moiety. Cyclic AMP, which is synthesized from ATP by the intracellular enzyme adenylate cyclase, modulates the activity of several hormone-dependent signal transduction pathways.


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