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Chemistry

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Also known as: Sinapinic acid, 530-59-6, 3,5-dimethoxy-4-hydroxycinnamic acid, Trans-sinapic acid, 7362-37-0, Sinapinate
Molecular Formula
C11H12O5
Molecular Weight
224.21  g/mol
InChI Key
PCMORTLOPMLEFB-ONEGZZNKSA-N
FDA UNII
P0I60993EC

Sinapic Acid
sinapinate is a natural product found in Sida acuta, Limoniastrum guyonianum, and other organisms with data available.
1 2D Structure

Sinapic Acid

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid
2.1.2 InChI
InChI=1S/C11H12O5/c1-15-8-5-7(3-4-10(12)13)6-9(16-2)11(8)14/h3-6,14H,1-2H3,(H,12,13)/b4-3+
2.1.3 InChI Key
PCMORTLOPMLEFB-ONEGZZNKSA-N
2.1.4 Canonical SMILES
COC1=CC(=CC(=C1O)OC)C=CC(=O)O
2.1.5 Isomeric SMILES
COC1=CC(=CC(=C1O)OC)/C=C/C(=O)O
2.2 Other Identifiers
2.2.1 UNII
P0I60993EC
2.3 Synonyms
2.3.1 MeSH Synonyms

1. (e)-sinapic Acid

2. 2-propenoic Acid, 3-(4-hydroxy-3,5-dimethoxyphenyl)-

3. 3,5-dimethoxy-4-hydroxycinnamic Acid

4. 4-hydroxy-3,5-dimethoxycinnamic Acid

5. Cinnamic Acid, 4-hydroxy-3,5-dimethoxy-, (e)-

6. Sinapic Acid, (e)-

7. Sinapinic Acid

8. Synapitic Acid

9. Trans-sinapic Acid

10. Trans-sinapinic Acid

2.3.2 Depositor-Supplied Synonyms

1. Sinapinic Acid

2. 530-59-6

3. 3,5-dimethoxy-4-hydroxycinnamic Acid

4. Trans-sinapic Acid

5. 7362-37-0

6. Sinapinate

7. (e)-sinapic Acid

8. 4-hydroxy-3,5-dimethoxycinnamic Acid

9. Sinapate

10. Synapoic Acid

11. (2e)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic Acid

12. (e)-3-(4-hydroxy-3,5-dimethoxyphenyl)acrylic Acid

13. (2e)-3-(4-hydroxy-3,5-dimethoxyphenyl)acrylic Acid

14. 2-propenoic Acid, 3-(4-hydroxy-3,5-dimethoxyphenyl)-

15. (e)-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-propenoic Acid

16. Cinnamic Acid, 4-hydroxy-3,5-dimethoxy-, (e)-

17. (e)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic Acid

18. Chembl109341

19. 3,5-dimethoxy-4-hydroxy-trans-cinnamic Acid

20. 2-propenoic Acid, 3-(4-hydroxy-3,5-dimethoxyphenyl)-, (e)-

21. Chebi:15714

22. 3-(4-hydroxy-3,5-dimethoxyphenyl)acrylic Acid

23. P0i60993ec

24. Nsc59261

25. 2-propenoic Acid, 3-(4-hydroxy-3,5-dimethoxyphenyl)-, (2e)-

26. Trans-3,5-dimethoxy-4-hydroxycinnamic Acid

27. Mfcd00004401

28. Sxx

29. 3-(4-hydroxy-3,5-dimethoxyphenyl)-2-propenoic Acid

30. (2e)-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-propenoic Acid

31. 3-(4-hydroxy-3,5-dimethoxyphenyl)-(e)-2-propenoic Acid

32. Trans-sinapinic Acid

33. Sinapic Acid, (e)-

34. 4-hydroxy-3,5-dimethoxycinnamic Acid, Predominantly Trans

35. Unii-p0i60993ec

36. Sinapic_acid

37. 4-hydroxy-3,5-dimethoxy-cinnamic Acid

38. Sinapic Acid, Trans-

39. Degly Sina

40. Bmse000318

41. Bmse000594

42. Bmse010209

43. Schembl37312

44. Mls001066354

45. Sinapinic Acid (sinapic Acid)

46. Sinapic Acid, >=98%, Powder

47. Chebi:77131

48. Hms2230p08

49. Zinc153654

50. Ac7708

51. Bbl036684

52. Bdbm50341142

53. Nsc-59261

54. S3981

55. Stl559063

56. Akos015851820

57. Ccg-214595

58. Cs-w010448

59. Db08587

60. Hy-w009732

61. Ms-8962

62. Trans-sinapic Acid, Analytical Standard

63. Ncgc00247028-01

64. Ac-34343

65. Smr000471879

66. Cinnamic Acid, 4-hydroxy-3,5-dimethoxy-

67. Sbi-0206696.p002

68. 4-hydroxy-3,5-dimethoxy-(e)-cinnamic Acid

69. En300-93177

70. C00482

71. Q417527

72. (e)-3-(4-hydroxy-3,5-dimethoxyphenyl)acrylicacid

73. W-105777

74. Brd-k95487349-001-04-2

75. (e)-3-(4-hydroxy-3,5-dimethoxy-phenyl)-acrylic Acid

76. 3-(4-hydroxy-3,5-dimethoxyphenyl)-2-propenoic Acid #

77. 3-(4-hydroxy-3,5-dimethoxyphenyl)-(2e)-2-propenoic Acid

78. 7ae78999-d500-492b-9651-46622e8daa71

79. Sinapic Acid, Matrix Substance For Maldi-ms, >=99.0% (t)

80. Sinapic Acid, Matrix Substance For Maldi-ms, >=99.5%, Ultra Pure

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 224.21 g/mol
Molecular Formula C11H12O5
XLogP31.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Exact Mass224.06847348 g/mol
Monoisotopic Mass224.06847348 g/mol
Topological Polar Surface Area76 Ų
Heavy Atom Count16
Formal Charge0
Complexity249
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Indicators and Reagents

Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant and Hackh's Chemical Dictionary, 5th ed, p301, p499) (See all compounds classified as Indicators and Reagents.)


4.2 Metabolism/Metabolites

Sinapinic acid has known human metabolites that include Sinapinic acid-O-glucuronide isomer.

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


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