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Technical details about Tox21_300344, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
Also known as: Hexanedioic acid, 124-04-9, Adipinic acid, 1,4-butanedicarboxylic acid, Adilactetten, Acifloctin
Molecular Formula
C6H10O4
Molecular Weight
146.14  g/mol
InChI Key
WNLRTRBMVRJNCN-UHFFFAOYSA-N
FDA UNII
76A0JE0FKJ

Adipic acid is a metabolite found in the aging mouse brain.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
hexanedioic acid
2.1.2 InChI
InChI=1S/C6H10O4/c7-5(8)3-1-2-4-6(9)10/h1-4H2,(H,7,8)(H,9,10)
2.1.3 InChI Key
WNLRTRBMVRJNCN-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C(CCC(=O)O)CC(=O)O
2.2 Other Identifiers
2.2.1 UNII
76A0JE0FKJ
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Adipate

2. Adipic Acid, Calcium Salt

3. Adipic Acid, Cu Salt

4. Adipic Acid, Cu(+2) Salt

5. Adipic Acid, Cu(+2) Salt (1:1)

6. Adipic Acid, Diammonium Salt

7. Adipic Acid, Disodium Salt

8. Adipic Acid, Mg Salt (1:1)

9. Adipic Acid, Monoammonium Salt

10. Adipic Acid, Nickel Salt

11. Adipic Acid, Potassium Salt

12. Adipic Acid, Sodium Salt

13. Ammonium Adipate

14. Diammonium Adipate

15. Hexanedioic Acid

16. Magnesium Adipate

17. Sodium Adipate

2.3.2 Depositor-Supplied Synonyms

1. Hexanedioic Acid

2. 124-04-9

3. Adipinic Acid

4. 1,4-butanedicarboxylic Acid

5. Adilactetten

6. Acifloctin

7. Acinetten

8. 1,6-hexanedioic Acid

9. Molten Adipic Acid

10. Kyselina Adipova

11. Adipinsaure [german]

12. Acide Adipique [french]

13. Fema No. 2011

14. Kyselina Adipova [czech]

15. Hexanedioate

16. Adipinsaeure

17. Adipic-acid

18. Adipidic Acid

19. Adi-pure

20. Nsc 7622

21. Adipic Acid [nf]

22. Nsc-7622

23. Hexan-1,6-dicarboxylate

24. 76a0je0fkj

25. Ins No.355

26. 1,6-hexane-dioic Acid

27. E-355

28. Chebi:30832

29. Ins-355

30. Nsc7622

31. Adipic Acid (nf)

32. Ncgc00091345-01

33. E355

34. Hexane-1,6-dioic Acid

35. Dsstox_cid_1605

36. Dsstox_rid_76232

37. Dsstox_gsid_21605

38. Adipinsaure

39. Acide Adipique

40. Fema Number 2011

41. Cas-124-04-9

42. Ccris 812

43. Hsdb 188

44. Einecs 204-673-3

45. Mfcd00004420

46. Unii-76a0je0fkj

47. Brn 1209788

48. Adipinate

49. Molten Adipate

50. Ai3-03700

51. Hexane Dioic Acid

52. 1,6-hexanedioate

53. 0l1

54. Adipic Acid, 99%

55. Neopentyl Glycol Flake

56. Adipic Acid-[13c6]

57. C6-140-polymorph-i

58. C6-180-polymorph-i

59. C6-220-polymorph-i

60. C6-260-polymorph-i

61. C6-298-polymorph-i

62. 1, 6-hexanedioic Acid

63. Adipic Acid, >=99%

64. Adipic Acid [ii]

65. Adipic Acid [mi]

66. Wln: Qv4vq

67. Adipic Acid [fcc]

68. Bmse000424

69. Ec 204-673-3

70. Adipic Acid [fhfi]

71. Adipic Acid [hsdb]

72. Adipic Acid [inci]

73. Schembl4930

74. Chembl1157

75. Nciopen2_001004

76. Nciopen2_001222

77. Hooc-(ch2)4-cooh

78. Adipic Acid [mart.]

79. Adipic Acid, >=99.5%

80. 4-02-00-01956 (beilstein Handbook Reference)

81. Adipic Acid [usp-rs]

82. Adipic Acid [who-dd]

83. Bidd:er0342

84. Ins No. 355

85. Dtxsid7021605

86. Adipic Acid, Puriss., 99.8%

87. Pharmakon1600-01301012

88. Adipic Acid [ep Monograph]

89. Zinc1530348

90. Tox21_111118

91. Tox21_202161

92. Tox21_300344

93. Bbl011615

94. Lmfa01170048

95. Nsc760121

96. S3594

97. Stl163338

98. Akos000119031

99. Tox21_111118_1

100. Ccg-230896

101. Cs-w018238

102. Hy-w017522

103. Nsc-760121

104. Adipic Acid 100 Microg/ml In Methanol

105. Ncgc00091345-02

106. Ncgc00091345-03

107. Ncgc00091345-04

108. Ncgc00091345-05

109. Ncgc00254389-01

110. Ncgc00259710-01

111. Ac-10343

112. Bp-21150

113. Bp-30248

114. Hexanedioic Acid, Butanedicarboxylic Acid

115. A0161

116. Adipic Acid, Bioxtra, >=99.5% (hplc)

117. Adipic Acid, Saj Special Grade, >=99.5%

118. E 355

119. Ft-0606810

120. Adipic Acid, Vetec(tm) Reagent Grade, >=99%

121. C06104

122. D08839

123. D70505

124. Ab00988898-01

125. Ab00988898-03

126. Q357415

127. Sr-01000944270

128. J-005034

129. J-519542

130. Sr-01000944270-2

131. Z57127533

132. Adipic Acid, Certified Reference Material, Tracecert(r)

133. F0001-0377

134. Adipic Acid, European Pharmacopoeia (ep) Reference Standard

135. 1f1316f2-7a32-4339-8c2a-8caa84696c95

136. Adipic Acid, United States Pharmacopeia (usp) Reference Standard

137. Adipic Acid, Meets Analytical Specification Of Ph.eur., Bp, E 355, 99.6-101.0% (calc. To The Dried Substance)

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 146.14 g/mol
Molecular Formula C6H10O4
XLogP30.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Exact Mass146.05790880 g/mol
Monoisotopic Mass146.05790880 g/mol
Topological Polar Surface Area74.6 Ų
Heavy Atom Count10
Formal Charge0
Complexity114
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 Absorption, Distribution and Excretion

Absorbed adipic acid is primarily excreted in the urine unchanged or in the breath of carbon dioxide.

Kennedy GL Jr; Drug Chem Toxicol 25 (2): 191-202 (2002)


In man following ingestion, adipic acid is only partially metabolized; the balance is eliminated unchanged in the urine.

Kennedy GL Jr; Drug Chem Toxicol 25 (2): 191-202 (2002)


4.2 Metabolism/Metabolites

Radioactive adipic acid was fed to fasted experimental rats and the metabolic products identified in the urine were urea, glutamic acid, lactic acid, beta-ketoadipic acid, and citric acid. The presence of beta-ketoadipic acid provided some evidence that adipic acid is metabolized by beta-oxidation in much the same fashion as fatty acids. Further evidence was provided by the appearance of succinate in the urine of rats fed radioactive (14)C-adipic acid and injected with malonic acid. The presence of radioactive acetyl-gamma-phenyl-alphaaminobutyric acid after feeding gamma-phenyl-alpha-aminobutyric acid and (14)C-labeled adipic acid provided very strong evidence that acetate is a metabolite of adipic acid. Radioactive glycogen was isolated following feeding of glucose and radioactive adipic acid.

PMID:14440268 Rusoff II et al; Toxicol Appl Pharmacol 2 (3): 316-30 (1960)


Adipic acid is metabolized via beta-oxidation to succinic and acetic acids, and subsequently to other normal intermediary metabolites.

Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. V5 765


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