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Chemistry

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Also known as: Gentisic acid, 490-79-9, Benzoic acid, 2,5-dihydroxy-, Hydroquinonecarboxylic acid, 5-hydroxysalicylic acid, Gentisate

Molecular Formula

C₇H₆O₄

Molecular Weight

154.12 g/mol

InChI Key

WXTMDXOMEHJXQO-UHFFFAOYSA-N

FDA UNII

VP36V95O3T

2,5-dihydroxybenzoic acid is a natural product found in Persicaria mitis, Tilia tomentosa, and other organisms with data available.

1 2D Structure

Gentisic Acid

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2,5-dihydroxybenzoic acid

2.1.2 InChI

InChI=1S/C7H6O4/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,8-9H,(H,10,11)

2.1.3 InChI Key

WXTMDXOMEHJXQO-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1=CC(=C(C=C1O)C(=O)O)O

2.2 Other Identifiers

2.2.1 UNII

VP36V95O3T

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2,5-dihydroxybenzoate

2. 2,5-dihydroxybenzoic Acid, Monosodium Salt

3. Gentisic Acid

4. Lithium 2,5-dihydroxybenzoate

2.3.2 Depositor-Supplied Synonyms

1. Gentisic Acid

2. 490-79-9

3. Benzoic Acid, 2,5-dihydroxy-

4. Hydroquinonecarboxylic Acid

5. 5-hydroxysalicylic Acid

6. Gentisate

7. Gensigen

8. Gensigon

9. 2,5-dioxybenzoic Acid

10. 2,5-dhba

11. Gentisinic Acid

12. Salicylic Acid, 5-hydroxy-

13. Carboxyhydroquinone

14. Kyselina Gentisinova

15. Gentisic Acid [inn]

16. Gentisinate

17. Nsc 27224

18. Kyselina 2,5-dihydroxybenzoova

19. Benzoic Acid,2,5-dihydroxy

20. Mfcd00002460

21. 3,6-dihydroxybenzoic Acid

22. Chembl1461

23. Vp36v95o3t

24. Chebi:17189

25. Gentinatre

26. Gentalpin

27. Gentasol

28. Gentidol

29. Gentisan

30. Gentisod

31. Legential

32. Nagentis

33. Casate

34. Gabail

35. Nagent

36. Casate Sodium

37. Nsc-27224

38. Gensalate Sodium

39. Sodium-gent

40. Wln: Qvr Bq Eq

41. Gentisate Sodium

42. Acido Gentisico

43. Acide Gentisique

44. Acidum Gentisicum

45. Kyselina Gentisinova [czech]

46. Nsc8512

47. Acide Gentisique [inn-french]

48. Acido Gentisico [inn-spanish]

49. Acidum Gentisicum [inn-latin]

50. Einecs 207-718-5

51. Acido 2,5-diidrossibenzoico [italian]

52. 2,5-dihydroxy Benzoic Acid

53. Brn 2209119

54. Gentisicacid

55. Kyselina 2,5-dihydroxybenzoova [czech]

56. Acido 2,5-diidrossibenzoico

57. Unii-vp36v95o3t

58. Ai3-60431

59. Dihydroxybenzoicacid

60. Gtq

61. 2,5-dioxybenzoate

62. Genop

63. 5-hydroxy-salicylate

64. 3,6-dihydroxybenzoate

65. Gentisinic Acid Polymer

66. Spectrum_001241

67. 2,5dihydroxybenzoic Acid

68. 5-hydroxy-salicylic Acid

69. Spectrum2_000773

70. Spectrum3_001326

71. Spectrum4_001821

72. Spectrum5_000581

73. 2,5,dihydroxybenzoic Acid

74. Bmse000326

75. Gentisic Acid [ii]

76. Gentisic Acid [mi]

77. Schembl3690

78. 2,5-dihydroxy-benzoic Acid

79. 2,5-dihydroxybenzoate, Vi

80. Nciopen2_000913

81. Oprea1_039290

82. Bspbio_003051

83. Kbiogr_002487

84. Kbioss_001721

85. 4-10-00-01441 (beilstein Handbook Reference)

86. Mls002207134

87. Divk1c_000538

88. Spbio_000846

89. Zinc1507

90. Gentisic Acid [who-dd]

91. Dtxsid4060078

92. Hms501k20

93. Kbio1_000538

94. Kbio2_001721

95. Kbio2_004289

96. Kbio2_006857

97. Kbio3_002271

98. Ninds_000538

99. 2,5-dihydroxybenzoic Acid, 98%

100. Amy18270

101. Nsc27224

102. Nsc49098

103. Bbl013232

104. Bdbm50335808

105. Ccg-40154

106. Ck2181

107. Nsc-49098

108. S3799

109. Stk426343

110. Akos003267857

111. Cs-w001179

112. Hy-w001179

113. Ps-6232

114. Idi1_000538

115. Ncgc00178325-01

116. 2,5-dihydroxybenzoic Acid [inci]

117. Ac-23625

118. Smr000393742

119. Sy014321

120. Gentisic Acid (2,5-dihydroxybenzoic Acid)

121. Db-051598

122. Mesalazine Impurity G [ep Impurity]

123. D0569

124. D2933

125. Ft-0610382

126. Ft-0667079

127. En300-81715

128. 2,5-dihydroxybenzoic Acid, Analytical Standard

129. C00628

130. Ae-562/40605400

131. Q417831

132. Resorcyllic Acid, Alphaodium 2,5-dihydroxybenzoate

133. W-106033

134. 26a2cd0f-7ebd-431f-8bda-168766205ae1

135. Z275164274

136. 2,5-dihydroxybenzoic Acid, Matrix Substance For Maldi-ms, >99.0% (hplc)

137. 2,5-dihydroxybenzoic Acid, Matrix Substance For Maldi-ms, >=99.5% (hplc), Ultra Pure

2.4 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₇H₆O₄
Molecular Weight	154.12 g/mol
XLogP3	1.6
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	1
Exact Mass	154.02660867 g/mol
Monoisotopic Mass	154.02660867 g/mol
Topological Polar Surface Area	77.8 Å²
Heavy Atom Count	11
Formal Charge	0
Complexity	157
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 Metabolism/Metabolites

5-hydroxylation is a known human metabolite of salicylic acid.

S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560

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Aldrich Chemical Co Inc

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Aldrich Chemical Co Inc

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Aldrich Chemical Co Inc

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