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Also known as: 4-hydroxyquinoline-2-carboxylic acid, 492-27-3, 13593-94-7, Transtorine, Kynurenate, 4-oxo-1,4-dihydroquinoline-2-carboxylic acid
Molecular Formula
C10H7NO3
Molecular Weight
189.17  g/mol
InChI Key
HCZHHEIFKROPDY-UHFFFAOYSA-N
FDA UNII
H030S2S85J

CAS 492-27-3
A broad-spectrum excitatory amino acid antagonist used as a research tool.
1 2D Structure

CAS 492-27-3

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
4-oxo-1H-quinoline-2-carboxylic acid
2.1.2 InChI
InChI=1S/C10H7NO3/c12-9-5-8(10(13)14)11-7-4-2-1-3-6(7)9/h1-5H,(H,11,12)(H,13,14)
2.1.3 InChI Key
HCZHHEIFKROPDY-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1=CC=C2C(=C1)C(=O)C=C(N2)C(=O)O
2.2 Other Identifiers
2.2.1 UNII
H030S2S85J
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Acid, Kynurenic

2. Kynurenate

2.3.2 Depositor-Supplied Synonyms

1. 4-hydroxyquinoline-2-carboxylic Acid

2. 492-27-3

3. 13593-94-7

4. Transtorine

5. Kynurenate

6. 4-oxo-1,4-dihydroquinoline-2-carboxylic Acid

7. Quinurenic Acid

8. 4-hydroxyquinaldic Acid

9. 4-hydroxy-2-quinolincarboxylic Acid

10. Kinurenic Acid

11. Kynuronic Acid

12. 1,4-dihydro-4-oxoquinoline-2-carboxylic Acid

13. 2-quinolinecarboxylic Acid, 4-hydroxy-

14. 4-hydroxy-2-quinolinecarboxylic Acid

15. 4-hydroxyquinaldinic Acid

16. 4-oxo-1h-quinoline-2-carboxylic Acid

17. Quinaldic Acid, 4-hydroxy-

18. Kyna

19. Nsc 58973

20. Kynurenic-acid

21. Chebi:18344

22. Nsc58973

23. Nsc-58973

24. 2-carboxy-4-hydroxyquinoline

25. Chembl299155

26. H030s2s85j

27. 4-oxo-1,4-dihydro-quinoline-2-carboxylic Acid

28. 1,4-dihydro-4-oxoquinoline-2-carboxylicacid

29. 4-hydroxyquinoline-2-carboxylate

30. Ccris 4428

31. Sr-01000075455

32. Einecs 207-751-5

33. Kynurensaeure

34. Unii-h030s2s85j

35. 4-hydroxyquinaldate

36. Kya

37. Mfcd00006753

38. 4-hydroxy-quinaldate

39. 4-hydroxyquinaldinate

40. Spectrum_001116

41. Tocris-0223

42. 4-hydroxy-quinaldic Acid

43. Spectrum2_001342

44. Spectrum3_001390

45. Spectrum4_000814

46. Spectrum5_001318

47. Lopac-k-3375

48. Quinurenic Acid

49. Kynurenate

50. Biomol-nt_000229

51. Bmse000410

52. Kynurenic Acid, >=98%

53. Kynurenic Acid [mi]

54. Lopac0_000716

55. Oprea1_032085

56. Schembl22979

57. Bspbio_002980

58. Kbiogr_001327

59. Kbioss_001596

60. Mls002172436

61. Divk1c_000309

62. Spectrum1500688

63. Spbio_001523

64. Bpbio1_001350

65. Gtpl2918

66. Dtxsid8075417

67. 4-hydroxy-2-chinolincarbonsaeure

68. Bdbm81975

69. Hczhheifkropdy-uhfffaoysa-

70. Hms500p11

71. Kbio1_000309

72. Kbio2_001596

73. Kbio2_004164

74. Kbio2_006732

75. Kbio3_002200

76. Ninds_000309

77. 4-hydroxyquinolinium-2-carboxylate

78. Hms1736a10

79. Hms1921c20

80. Hms2269g22

81. Hms3262o13

82. Hms3266c13

83. Hms3411c03

84. Hms3675c03

85. Hms3885d20

86. 4-hydroxyquinoline-2-carboxylicacid

87. Albb-014130

88. Amy18102

89. Zinc8584773

90. Tox21_500716

91. Bbl027606

92. Bdbm50233945

93. Ccg-39280

94. Mfcd03197717

95. Pdsp1_000132

96. Pdsp2_000131

97. S4719

98. Stl294769

99. Stl301826

100. 4-hydroxy-quinoline-2-carboxylic Acid

101. Akos000118368

102. Akos000277721

103. Cs-w020664

104. Db11937

105. Gs-3763

106. Hy-w110662

107. Lp00716

108. Sb67494

109. Sb67643

110. Sdccgsbi-0050694.p003

111. Idi1_000309

112. Nsc_5280455

113. Smp1_000172

114. Ncgc00015581-01

115. Ncgc00015581-02

116. Ncgc00015581-03

117. Ncgc00015581-04

118. Ncgc00015581-05

119. Ncgc00015581-06

120. Ncgc00015581-07

121. Ncgc00015581-08

122. Ncgc00015581-09

123. Ncgc00015581-14

124. Ncgc00024505-01

125. Ncgc00024505-02

126. Ncgc00024505-03

127. Ncgc00024505-04

128. Ncgc00024505-05

129. Ncgc00024505-06

130. Ncgc00024505-07

131. Ncgc00261401-01

132. Bk166244

133. Cas_492-27-3

134. Smr000112310

135. Db-008408

136. Db-081634

137. Hy-100806

138. 4-oxo-1,4-dihydroquinoline-2-carboxylicacid

139. B6227

140. Bb 0262293

141. Cs-0168103

142. Eu-0100716

143. Ft-0670692

144. Ft-0683827

145. H0303

146. En300-13998

147. C01717

148. K 3375

149. K-8900

150. S12153

151. 593d947

152. A847277

153. Ae-641/00585057

154. Q642217

155. J-006786

156. Sr-01000075455-1

157. Sr-01000075455-3

158. Z94602408

159. 6f535706-b297-4930-a3fc-7a2823830118

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 189.17 g/mol
Molecular Formula C10H7NO3
XLogP31.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Exact Mass189.042593085 g/mol
Monoisotopic Mass189.042593085 g/mol
Topological Polar Surface Area66.4 Ų
Heavy Atom Count14
Formal Charge0
Complexity309
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 MeSH Pharmacological Classification

Excitatory Amino Acid Antagonists

Drugs that bind to but do not activate excitatory amino acid receptors, thereby blocking the actions of agonists. (See all compounds classified as Excitatory Amino Acid Antagonists.)


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