02288_FLUKA

Synopsis, Chemistry

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Also known as: 97-67-6, L-malic acid, L-(-)-malic acid, (s)-2-hydroxysuccinic acid, (s)-malic acid, L(-)-malic acid

Molecular Formula

C₄H₆O₅

Molecular Weight

134.09 g/mol

InChI Key

BJEPYKJPYRNKOW-REOHCLBHSA-N

FDA UNII

J3TZF807X5

L-Malic acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).

1 2D Structure

02288_FLUKA

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2S)-2-hydroxybutanedioic acid

2.1.2 InChI

InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m0/s1

2.1.3 InChI Key

BJEPYKJPYRNKOW-REOHCLBHSA-N

2.1.4 Canonical SMILES

C(C(C(=O)O)O)C(=O)O

2.1.5 Isomeric SMILES

C([C@@H](C(=O)O)O)C(=O)O

2.2 Other Identifiers

2.2.1 UNII

J3TZF807X5

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 97-67-6

2. L-malic Acid

3. L-(-)-malic Acid

4. (s)-2-hydroxysuccinic Acid

5. (s)-malic Acid

6. L(-)-malic Acid

7. Apple Acid

8. (-)-malic Acid

9. L-apple Acid

10. (-)-hydroxysuccinic Acid

11. L-malate

12. S-(-)-malic Acid

13. L-hydroxybutanedioic Acid

14. S-2-hydroxybutanedioic Acid

15. Butanedioic Acid, Hydroxy-, (2s)-

16. Malic Acid, L-

17. L-2-hydroxybutanedioic Acid

18. (s)-(-)-hydroxysuccinic Acid

19. Chebi:30797

20. (-)-l-malic Acid

21. (s)-malate

22. Malic Acid L-(-)-form

23. Hydroxysuccinnic Acid (-)

24. L-hydroxysuccinic Acid

25. J3tzf807x5

26. Chembl1234046

27. Nsc9232

28. Nsc-9232

29. Mfcd00064213

30. 26999-59-7

31. Butanedioic Acid, 2-hydroxy-, (2s)-, Homopolymer

32. Nsc 9232

33. Butanedioic Acid, 2-hydroxy-, (2s)-

34. (s)-hydroxybutanedioic Acid

35. Malate Ion

36. (-)-(s)-malic Acid

37. Hydroxybutanedioic Acid, (-)-

38. Unii-j3tzf807x5

39. Malic-acid

40. Hydroxybutanedioic Acid, (s)-

41. Laevo-malic Acid

42. 2yfa

43. 4elc

44. 4ipi

45. 4ipj

46. L-maleic Acid

47. L-hydroxysuccinate

48. 2-hydroxybutanedioic Acid, (s)-

49. (s)-(-)-2-hydroxysuccinic Acid

50. (2s)-malic Acid

51. Einecs 202-601-5

52. L-hydroxybutanedioate

53. Nchembio867-comp7

54. L-(-) Malic Acid

55. (-)-hydroxysuccinate

56. L-(-)-apple Acid

57. S-(-)-malate

58. (s)-hydroxybutanedioate

59. S-2-hydroxybutanedioate

60. (-)-(s)-malate

61. (s)-(-)-malic Acid

62. (s)-hydroxy-butanedioate

63. (s)-hydroxysuccinic Acid

64. L(-)malic Acid

65. (s)-2-hydroxysuccinicacid

66. Bmse000238

67. Malic Acid [hsdb]

68. Malic Acid, (l)

69. (s)-(-)-hydroxysuccinate

70. L-malic Acid [fhfi]

71. (s)-hydroxy-butanedioic Acid

72. Schembl256122

73. L-malic Acid [who-dd]

74. Malic Acid, L- [ii]

75. (-)-(s)-hydroxybutanedioic Acid

76. Dtxsid30273987

77. Zinc895074

78. (2s)-(-)-hydroxybutanedioic Acid

79. Amy40197

80. Hy-y1069

81. Bdbm50510127

82. S6292

83. Akos006346693

84. Cs-w020132

85. Malic Acid L-(-)-form [mi]

86. L-(-)-malic Acid, Bioxtra, >=95%

87. As-18628

88. L-(-)-malic Acid, >=95% (titration)

89. (-)-1-hydroxy-1,2-ethanedicarboxylic Acid

90. M0022

91. C00149

92. L-(-)-malic Acid, Purum, >=99.0% (t)

93. L-(-)-malic Acid, Reagentplus(r), >=99%

94. M-0850

95. 35f9eca9-bbe6-463d-bf3f-275facc5d14e

96. L-(-)-malic Acid, Saj Special Grade, >=99.0%

97. L-(-)-malic Acid, Vetec(tm) Reagent Grade, 97%

98. Q27104150

99. (s)-(-)-2-hydroxysuccinic Acid, L-hydroxybutanedioic Acid

100. L-(-)-malic Acid, 97%, Optical Purity Ee: 99% (glc)

101. L-(-)-malic Acid, Certified Reference Material, Tracecert(r)

102. L-(-)-malic Acid, Bioreagent, Suitable For Cell Culture, Suitable For Insect Cell Culture

2.4 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₄H₆O₅
Molecular Weight	134.09 g/mol
XLogP3	-1.3
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	3
Exact Mass	134.02152329 g/mol
Monoisotopic Mass	134.02152329 g/mol
Topological Polar Surface Area	94.8 Å²
Heavy Atom Count	9
Formal Charge	0
Complexity	129
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1