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Also known as: 73-24-5, 1h-purin-6-amine, 6-aminopurine, 9h-purin-6-amine, 7h-purin-6-amine, Vitamin b4
Molecular Formula
C5H5N5
Molecular Weight
135.13  g/mol
InChI Key
GFFGJBXGBJISGV-UHFFFAOYSA-N
FDA UNII
JAC85A2161

CAS 73-24-5
A purine base and a fundamental unit of ADENINE NUCLEOTIDES.
1 2D Structure

CAS 73-24-5

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
7H-purin-6-amine
2.1.2 InChI
InChI=1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10)
2.1.3 InChI Key
GFFGJBXGBJISGV-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1=NC2=NC=NC(=C2N1)N
2.2 Other Identifiers
2.2.1 UNII
JAC85A2161
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 4, Vitamin B

2. B 4, Vitamin

3. Vitamin B 4

2.3.2 Depositor-Supplied Synonyms

1. 73-24-5

2. 1h-purin-6-amine

3. 6-aminopurine

4. 9h-purin-6-amine

5. 7h-purin-6-amine

6. Vitamin B4

7. Adenin

8. Adeninimine

9. Leuco-4

10. 6-amino-1h-purine

11. 6-amino-3h-purine

12. 6-amino-7h-purine

13. 6-amino-9h-purine

14. 1,6-dihydro-6-iminopurine

15. 3,6-dihydro-6-iminopurine

16. Purine, 6-amino-

17. Usaf Cb-18

18. 1h-purine, 6-amino

19. Adenine [jan]

20. Ade

21. 9h-purine, 1,6-dihydro-6-imino-

22. 1h-purine-6-amine

23. Ccris 2556

24. Ai3-50679

25. 3h-purin-6(7h)-imine

26. Nsc 14666

27. 9h-purine-6-amine

28. 9h-purin-6-ylamine

29. 134434-48-3

30. Chebi:16708

31. 1h-purine, 6-amino-

32. Mfcd00041790

33. Nsc-14666

34. 6h-purin-6-imine, 3,9-dihydro-, (z)- (9ci)

35. Chembl226345

36. 134434-49-4

37. 134454-76-5

38. 66224-66-6

39. Jac85a2161

40. 6h-purin-6-imine, 1,7-dihydro-, (z)- (9ci)

41. 6h-purin-6-imine, 1,9-dihydro-, (e)- (9ci)

42. 6h-purin-6-imine, 3,7-dihydro-, (z)- (9ci)

43. (z)-3,9-dihydro-6h-purin-6-imine

44. 134461-75-9

45. 71660-29-2

46. Ncgc00094856-01

47. Pedatisectine B

48. Dsstox_cid_2557

49. Dsstox_rid_76627

50. Dsstox_gsid_22557

51. Adenine-ring

52. Cas-73-24-5

53. Leucon (tn)

54. Adenine (8ci)

55. Adenine (jan/usp)

56. Adenine [usp:jan]

57. Sr-05000001754

58. 6-aminopurine (adenine)

59. Einecs 200-796-1

60. 1h-purin-6(9h)-imine

61. 1h-purin-6-amine (9ci)

62. 3h-purin-6-amine (9ci)

63. Unii-jac85a2161

64. 3h-adenine

65. 6-amino Purine

66. 6-amino-purine

67. Purin-6-amine

68. 1jys

69. 1nli

70. 1wei

71. 2pqj

72. 3kpv

73. [3h]adenine

74. Adenine, 1

75. Adenine,(s)

76. Albb-005925

77. 7h-purin-6-ylamine

78. 71660-30-5

79. (s)-norfluoxetine-d5

80. 9h-purin-6-yl-amin

81. Adenine-[15n2]

82. Spectrum_001106

83. 2p8n

84. Starbld0001134

85. 9h-purin-6-yl-amine

86. Adenine [vandf]

87. Adenine-[8-13c]

88. Specplus_000535

89. Adenine [inci]

90. Adenine, >=99%

91. 9h-purin-6-amine #

92. Adenine [mi]

93. Adenine [mart.]

94. Spectrum2_000583

95. Spectrum3_000616

96. Spectrum4_001891

97. Spectrum5_000542

98. Adenine [usp-rs]

99. Adenine [who-dd]

100. 6-aminopurine;vitamin B4

101. Bmse000060

102. Bmse000861

103. Bmse000995

104. Epitope Id:140097

105. Adenine, Cell Culture Grade

106. Schembl8110

107. Oprea1_057274

108. Us9138393, Adenine

109. Us9144538, Adenine

110. Bspbio_002152

111. Kbiogr_002447

112. Kbiogr_002562

113. Kbioss_001586

114. Kbioss_002571

115. Zinc882

116. Mls001066342

117. Divk1c_006631

118. Spectrum1500807

119. Spbio_000426

120. Adenine [ep Monograph]

121. Adenine [usp Impurity]

122. Gtpl4788

123. Adenine [usp Monograph]

124. 9h-purine,6-dihydro-6-imino-

125. Dtxsid6022557

126. Bdbm33218

127. Kbio1_001575

128. Kbio2_001586

129. Kbio2_002562

130. Kbio2_004154

131. Kbio2_005130

132. Kbio2_006722

133. Kbio2_007698

134. Kbio3_001652

135. Kbio3_003040

136. 1,9-dihydro-6h-purin-6-imine

137. Adenine 100 Microg/ml In Water

138. Cmap_000085

139. 7h-purin-6-amine, Min. 95%

140. Bcpp000433

141. Bdbm181146

142. Hms1921i14

143. Hms2092k20

144. Hms2269i04

145. Pharmakon1600-01500807

146. Bcp02865

147. Hy-b0152

148. Nsc14666

149. Vca70030

150. Tox21_111348

151. Tox21_302108

152. Bbl007925

153. Ccg-38506

154. Nsc757793

155. S1981

156. Stk387542

157. Wln: T56 Bm Dn Fn Hnj Iz

158. Akos000118903

159. Akos005171607

160. Tox21_111348_1

161. Ac-2028

162. Am83908

163. Bcp9000233

164. Cs-1984

165. Db00173

166. Nsc-757793

167. Sdccgmls-0066584.p001

168. Ncgc00094856-02

169. Ncgc00094856-03

170. Ncgc00094856-05

171. Ncgc00255120-01

172. 1217770-71-2

173. As-11841

174. Bl008313

175. Nci60_000998

176. Smr000471871

177. Adenosine Impurity A [ep Impurity]

178. Sbi-0052324.p002

179. Adenine, Vetec(tm) Reagent Grade, >=99%

180. Db-013503

181. A0149

182. Ft-0620943

183. Ft-0656198

184. 73a245

185. Adenine, Suitable For Cell Culture, Bioreagent

186. C00147

187. D00034

188. P50008

189. Q15277

190. Z-1043

191. Ab00052833-18

192. Ab00052833-19

193. Ab00052833_20

194. Ab00052833_22

195. Ab00052833_23

196. Ab00052833_24

197. A935233

198. Q-200595

199. Sr-05000001754-1

200. Sr-05000001754-2

201. W-106856

202. Adenine, Bioreagent, Plant Cell Culture Tested, >=99%

203. Adenine, European Pharmacopoeia (ep) Reference Standard

204. F0001-1848

205. Z1250132272

206. 6379c0e0-c1bb-4087-96c5-1de281b8ea4c

207. Adenine, United States Pharmacopeia (usp) Reference Standard

208. Adenine, Pharmaceutical Secondary Standard; Certified Reference Material

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 135.13 g/mol
Molecular Formula C5H5N5
XLogP3-0.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count0
Exact Mass135.05449518 g/mol
Monoisotopic Mass135.05449518 g/mol
Topological Polar Surface Area80.5 Ų
Heavy Atom Count10
Formal Charge0
Complexity127
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

For nutritional supplementation, also for treating dietary shortage or imbalance


5 Pharmacology and Biochemistry
5.1 Pharmacology

Adenine (sometimes known as vitamin B4) combines with the sugar ribose to form adenosine, which in turn can be bonded with from one to three phosphoric acid units, yielding AMP, ADP and ATP . These adenine derivatives perform important functions in cellular metabolism. Adenine is one of four nitrogenous bases utilized in the synthesis of nucleic acids. A modified form of adenosine monophosphate (cyclic AMP) is an imporant secondary messenger in the propagation of many hormonal stimuli. Adenine is an integral part of the structure of many coenzymes. Adenosine (adenine with a ribose group) causes transient heart block in the AV node of the heart. In individuals suspected of suffering from a supraventricular tachycardia (SVT), adenosine is used to help identify the rhythm. Certain SVTs can be successfully terminated with adenosine.


5.2 Mechanism of Action

Adenine forms adenosine, a nucleoside, when attached to ribose, and deoxyadenosine when attached to deoxyribose, and it forms adenosine triphosphate (ATP), which drives many cellular metabolic processes by transferring chemical energy between reactions.


BUILDING BLOCK

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