CAS 60-92-4

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Also known as: Camp, 60-92-4, Adenosine 3',5'-cyclic monophosphate, 3',5'-cyclic amp, Adenosine 3',5'-cyclophosphate, Adenosine 3',5'-phosphate

Molecular Formula

C₁₀H₁₂N₅O₆P

Molecular Weight

329.21 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

CAS 60-92-4

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=C(N=CN=C43)N)O)OP(=O)(O1)O

2.1.5 Isomeric SMILES

C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=NC4=C(N=CN=C43)N)O)OP(=O)(O1)O

2.2 Other Identifiers

2.2.1 UNII

E0399OZS9N

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 3',5'-monophosphate, Adenosine Cyclic

2. Adenosine Cyclic 3',5' Monophosphate

3. Adenosine Cyclic 3',5'-monophosphate

4. Adenosine Cyclic 3,5 Monophosphate

5. Adenosine Cyclic Monophosphate

6. Adenosine Cyclic-3',5'-monophosphate

7. Amp, Cyclic

8. Cyclic 3',5'-monophosphate, Adenosine

9. Cyclic Amp, (r)-isomer

10. Cyclic Amp, Disodium Salt

11. Cyclic Amp, Monoammonium Salt

12. Cyclic Amp, Monopotassium Salt

13. Cyclic Amp, Monosodium Salt

14. Cyclic Amp, Sodium Salt

15. Cyclic Monophosphate, Adenosine

16. Cyclic-3',5'-monophosphate, Adenosine

17. Monophosphate, Adenosine Cyclic

2.3.2 Depositor-Supplied Synonyms

1. Camp

2. 60-92-4

3. Adenosine 3',5'-cyclic Monophosphate

4. 3',5'-cyclic Amp

5. Adenosine 3',5'-cyclophosphate

6. Adenosine 3',5'-phosphate

7. Cyclic 3',5'-amp

8. Adenosine Cyclic Monophosphate

9. Cyclic 3',5'-adenylic Acid

10. Adenosine 3',5'-monophosphate

11. Cyclic Adenosine Monophosphate

12. Cyclic Adenosine 3',5'-phosphate

13. Adenosine-3',5'-cyclophosphate

14. 3',5'-amp

15. Adenosine Cyclic 3',5'-monophosphate

16. Cyclic Adenylic Acid

17. Adenosine 3',5'-cyclic Phosphate

18. Adenosine Cyclic 3',5'-phosphate

19. Adenosine Cyclophosphate

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

21. Cyclic Adenosine 3',5'-monophosphate

22. Ccris 4291

23. Adenosine Cyclic Phosphate

24. [3h]camp

25. [3h]-camp

26. Nsc 94017

27. Acrasin

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

29. Adenosine 3',5'-phosphate Monohydrate

30. Brn 0052645

31. Chebi:17489

32. Cyclic-amp

33. Adenosine Cyclicphosphate

34. Chembl316966

35. E0399ozs9n

36. (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

37. (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

38. Ncgc00093588-03

39. Adenosine 3,5'-cyclic Monophosphoric Acid

40. Dsstox_cid_20436

41. Dsstox_rid_79492

42. Dsstox_gsid_40436

43. 114697-05-1

44. Adenosine-cyclic-phosphate

45. 3',5'-camp

46. Adenosine Cyclic-monophosphate

47. Mfcd00005845

48. Adenosine-cyclic-phosphoric-acid

49. Siloxanes And Silicones, Lauryl Me, Me Hydrogen, Me 3-(oxiranylmethoxy)propyl, Me 2-phenylpropyl

50. Einecs 200-492-9

51. Unii-e0399ozs9n

52. Adenosine-3',5'-cyclic Phosphate

53. Nsc-94017

54. Cas-60-92-4

55. 3'5'-cyclic Amp

56. Nsc-143670

57. Cyclic Amp; Camp

58. Cyclic Amp [mi]

59. Cyclic 3',5'-adenylate

60. Bmse000071

61. Epitope Id:137352

62. Schembl1244

63. Adenosini Cycloghosghas,(s)

64. Lopac0_000084

65. Cyclic Amp [who-dd]

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. Adenosinum Cyclophosphoricum

75. Hms3260a10

76. Hy-b1511

77. Zinc3873977

78. Tox21_113510

79. Tox21_500084

80. Adenosine-3',5'-cyclicmonophosphate

81. Bdbm50384264

82. S9370

83. Adenosine 3',5'-cyclophosphoric Acid

84. Adenosine 3':5'-cyclic Monophosphate

85. Adenosine 3,5'-cyclic Monophosphorate

86. Akos015999561

87. Cyclic 3',5'-monophosphate Adenosine

88. Tox21_113510_1

89. 3', 5'-cyclic Adenosine Monophosphate

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

91. Ccg-204179

92. Db02527

93. Lp00084

94. Sdccgsbi-0050072.p002

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

96. Adenosine Cyclic Phosphate [inci]

97. Adenosine-3',5'-cyclophosphate (camp)

98. Ncgc00093588-01

99. Ncgc00093588-02

100. Ncgc00093588-04

101. Ncgc00093588-06

102. Ncgc00260769-01

103. As-13112

104. Adenosinum Cyclophosphoricum [hpus]

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

106. Cs-0013299

107. Eu-0100084

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

109. Adenosine-3 ,5 -cyclic-monophosphate

110. A 9501

111. A51099

112. C00575

113. Adenosine Cyclic-3',5'-(hydrophosphate)

114. 005c845

115. Q210041

116. Sr-01000075695

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

118. Sr-01000075695-1

119. 4h-furo[3,2-d]-1,3,2-dioxaphosphorin, Adenosine Deriv.

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

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

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

123. Adenosine-3':5'-cyclic Monophosphoric Acid (3:5-cyclic Amp)

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

125. Camp;adenosine 3 Inverted Exclamation Marka,5 Inverted Exclamation Marka-cyclic Monophosphat

126. (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

127. (2r,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

128. (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

129. (4ar,6r,7r,7as)-6-(6-amino-9h-purin-9-yl)-2,7-dihydroxytetrahydro-4h-furo[3,2-d][1,3,2]dioxaphosphinine 2-oxide

130. (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

131. (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

132. 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)-

133. 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 Formula	C₁₀H₁₂N₅O₆P
Molecular Weight	329.21 g/mol
XLogP3	-2.6
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	1
Exact Mass	329.05252012 g/mol
Monoisotopic Mass	329.05252012 g/mol
Topological Polar Surface Area	155 Å²
Heavy Atom Count	22
Formal Charge	0
Complexity	498
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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