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Sinapic Acid

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ANALYTICAL

1 Analytical Methods

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1 Analytical Methods

Synopsis

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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

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 Formula	C₁₁H₁₂O₅
Molecular Weight	224.21 g/mol
XLogP3	1.5
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	4
Exact Mass	224.06847348 g/mol
Monoisotopic Mass	224.06847348 g/mol
Topological Polar Surface Area	76 Å²
Heavy Atom Count	16
Formal Charge	0
Complexity	249
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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

ANALYTICAL

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