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Chemistry

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Also known as: 4-hydroxy-3-methoxybenzoic acid, 121-34-6, Acide vanillique, Benzoic acid, 4-hydroxy-3-methoxy-, P-vanillic acid, 3-methoxy-4-hydroxybenzoic acid
Molecular Formula
C8H8O4
Molecular Weight
168.15  g/mol
InChI Key
WKOLLVMJNQIZCI-UHFFFAOYSA-N
FDA UNII
GM8Q3JM2Y8

Vanillic Acid
A flavoring agent. It is the intermediate product in the two-step bioconversion of ferulic acid to vanillin. (J Biotechnol 1996;50(2-3):107-13).
1 2D Structure

Vanillic Acid

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
4-hydroxy-3-methoxybenzoic acid
2.1.2 InChI
InChI=1S/C8H8O4/c1-12-7-4-5(8(10)11)2-3-6(7)9/h2-4,9H,1H3,(H,10,11)
2.1.3 InChI Key
WKOLLVMJNQIZCI-UHFFFAOYSA-N
2.1.4 Canonical SMILES
COC1=C(C=CC(=C1)C(=O)O)O
2.2 Other Identifiers
2.2.1 UNII
GM8Q3JM2Y8
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 4 Hydroxy 3 Methoxybenzoic Acid

2. 4-hydroxy-3-methoxybenzoic Acid

3. Acid, 4-hydroxy-3-methoxybenzoic

4. Acid, P-hydroxy-m-methoxy-benzoic

5. Acid, Vanillic

6. P Hydroxy M Methoxy Benzoic Acid

7. P-hydroxy-m-methoxy-benzoic Acid

2.3.2 Depositor-Supplied Synonyms

1. 4-hydroxy-3-methoxybenzoic Acid

2. 121-34-6

3. Acide Vanillique

4. Benzoic Acid, 4-hydroxy-3-methoxy-

5. P-vanillic Acid

6. 3-methoxy-4-hydroxybenzoic Acid

7. Vanillate

8. M-anisic Acid, 4-hydroxy-

9. Protocatechuic Acid, 3-methyl Ester

10. 4-hydroxy-3-methoxy-benzoic Acid

11. 4-hydroxy-3-methoxybenzoate

12. Nsc 3987

13. Nsc 674322

14. Mfcd00002551

15. Gm8q3jm2y8

16. Chembl120568

17. Chebi:30816

18. Va

19. 4-hydroxy-3-methoxy Benzoic Acid

20. Nsc-3987

21. Nsc674322

22. Nsc-674322

23. Vanillicacid

24. Va (van)

25. Vnl

26. 4-hydroxy-m-anisic Acid

27. Einecs 204-466-8

28. Unii-gm8q3jm2y8

29. Brn 2208364

30. Vanillinsaure

31. P-vanillate

32. Vanilic Acid

33. Ai3-19542

34. Vanillic Acid,(s)

35. 4-hydroxy-m-anisate

36. Vanillic Acid (m2)

37. Vanillic Acid, 97%

38. Bmse000486

39. Bmse000614

40. Bmse010205

41. Wln: Qvr Dq Co1

42. Vanillic Acid [mi]

43. 3-methoxy-4-hydroxybenzoate

44. Schembl26179

45. Vanillic Acid [inci]

46. Mls000574833

47. 4-hydroxy-3-methoxy-benzoate

48. 4-hydroxy-3-methoxybenzoicacid

49. Vanillic Acid, >=97%, Fg

50. 4-hydroxy-3methoxy Benzoic Acid

51. Dtxsid6059522

52. Fema No. 3988

53. 4-hydroxyl-3-methoxybenzoic Acid

54. Droxidopa Metabolite (va)

55. Nsc3987

56. 2-methoxy-4-carboxyphenol

57. 4- Hydroxy-3-methoxybenzoic Acid

58. Hms2197e16

59. Protocatechuic Acid 3-methyl Ester

60. Zinc338275

61. Hy-n0708

62. Str02334

63. Bbl011982

64. Bdbm50337364

65. Ck2172

66. S5343

67. Stl163472

68. Akos000113195

69. Ccg-266343

70. M-methoxy-p-hydroxy-benzoic Acid

71. Ncgc00247610-01

72. Ac-11841

73. Bp-13246

74. Smr000156289

75. Sy001450

76. Db-003804

77. Vanillic Acid, Purum, >=97.0% (hplc)

78. Am20050239

79. Cs-0009728

80. Ft-0650155

81. V0017

82. 4-hydroxy-3-methoxybenzoic Acid [fhfi]

83. C06672

84. Vanillic Acid, Vetec(tm) Reagent Grade, 97%

85. A804715

86. Q419672

87. Q-201921

88. Z1741973874

89. Vanillic Acid, Certified Reference Material, Tracecert(r)

90. 3e9555e5-85f5-4fce-a429-5182e959c6a3

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 168.15 g/mol
Molecular Formula C8H8O4
XLogP31.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass168.04225873 g/mol
Monoisotopic Mass168.04225873 g/mol
Topological Polar Surface Area66.8 Ų
Heavy Atom Count12
Formal Charge0
Complexity168
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1

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