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ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: Trans-cinnamic acid, 140-10-3, 621-82-9, 3-phenylacrylic acid, (e)-cinnamic acid, Trans-3-phenylacrylic acid

Molecular Formula

C₉H₈O₂

Molecular Weight

148.16 g/mol

InChI Key

WBYWAXJHAXSJNI-VOTSOKGWSA-N

FDA UNII

U14A832J8D

Cinnamic acid is a metabolite found in or produced by Saccharomyces cerevisiae.

1 2D Structure

Cinnamic Acid

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(E)-3-phenylprop-2-enoic acid

2.1.2 InChI

InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+

2.1.3 InChI Key

WBYWAXJHAXSJNI-VOTSOKGWSA-N

2.1.4 Canonical SMILES

C1=CC=C(C=C1)C=CC(=O)O

2.1.5 Isomeric SMILES

C1=CC=C(C=C1)/C=C/C(=O)O

2.2 Other Identifiers

2.2.1 UNII

U14A832J8D

2.3 Synonyms

2.3.1 MeSH Synonyms

1. (e)-cinnamic Acid, 2-(14)c-labeled Cpd

2. Cinnamic Acid, (trans)-(e)-isomer

3. Cinnamic Acid, (z)-isomer

4. Cinnamic Acid, 1-(13)c-labeled Cpd

5. Cinnamic Acid, 1-14c-labeled Cpd

6. Cinnamic Acid, 13c-labeled Cpd

7. Cinnamic Acid, 14c-labeled Cpd

8. Cinnamic Acid, 14c-labeled Cpd (e)-isomer

9. Cinnamic Acid, 2-(13)c-labeled Cpd

10. Cinnamic Acid, 2-(14)c-labeled Cpd

11. Cinnamic Acid, 3-(14)c-labeled Cpd

12. Cinnamic Acid, 3h-labeled Cpd (e)-isomer

13. Cinnamic Acid, 3h-labeled Cpd (z)-isomer

14. Cinnamic Acid, Ion(1-)

15. Cinnamic Acid, Ion(1-)-(e)-isomer

16. Cinnamic Acid, Nickel (+2) Salt

17. Cinnamic Acid, Potassium Salt

18. Cinnamic Acid, Radical Ion(1-)

19. Cinnamic Acid, Sodium Salt

20. Cinnamic Acid, Sodium Salt(e)-isomer

21. Cinnamic Acid, Sodium Salt(z)-isomer

22. Cinnamic Acid, Zinc Salt(e)-isomer

23. Cis-cinnamic Acid

24. E-cinnamic Acid

25. E-z Cinnamic Acid

26. Sodium Cinnamate

27. Trans-cinnamic Acid

28. Tritium Labeled (e)-cinnamic Acid

29. Tritium Labeled (z)-cinnamic Acid

2.3.2 Depositor-Supplied Synonyms

1. Trans-cinnamic Acid

2. 140-10-3

3. 621-82-9

4. 3-phenylacrylic Acid

5. (e)-cinnamic Acid

6. Trans-3-phenylacrylic Acid

7. E-cinnamic Acid

8. Phenylacrylic Acid

9. (e)-3-phenylprop-2-enoic Acid

10. Zimtsaeure

11. Trans-cinnamate

12. (2e)-3-phenylprop-2-enoic Acid

13. 3-phenylpropenoic Acid

14. Cinnamic Acid, (e)-

15. Trans-beta-carboxystyrene

16. 2-propenoic Acid, 3-phenyl-, (2e)-

17. Cinnamylic Acid

18. (e)-cinnamate

19. Benzeneacrylic Acid

20. (e)-3-phenyl-2-propenoic Acid

21. Trans-3-phenyl-2-propenoic Acid

22. 3-phenyl-2-propenoic Acid

23. (2e)-3-phenyl-2-propenoic Acid

24. 2-propenoic Acid, 3-phenyl-, (e)-

25. T-cinnamic Acid

26. Benzenepropenoic Acid

27. Mfcd00004369

28. Beta-phenylacrylic Acid

29. Phenylethylenecarboxylic Acid

30. 3-phenylprop-2-enoic Acid

31. Cinnamic Acid(only Trans)

32. Benzylideneacetic Acid

33. (2e)-3-phenylacrylic Acid

34. Chembl27246

35. Chebi:35697

36. (2e)-2-phenyl-2-propenoic Acid

37. U14a832j8d

38. Nsc-9189

39. Fema No. 2288

40. Nsc-44010

41. Nsc-623441

42. Ncgc00165979-01

43. 2-propenoic Acid, 3-phenyl-, Homopolymer

44. Dsstox_cid_2489

45. Dsstox_rid_76603

46. Dsstox_gsid_22489

47. 28934-71-6

48. Cas-140-10-3

49. Ccris 3190

50. .beta.-phenylacrylic Acid

51. Einecs 205-398-1

52. Nsc 44010

53. (e)-3-phenylacrylic Acid

54. Brn 1905952

55. Unii-u14a832j8d

56. Ai3-23709

57. Trans-zimtsaeure

58. Trans Cinnamic Acid

59. 5-thiazolamine?hcl

60. B-phenylacrylic Acid

61. Cinnamic Acid, E-

62. Cinnamic Acid Natural

63. Cinnamic Acidum

64. Trans-b-carboxystyrene

65. Cinnamicacid(onlytrans)

66. Phch=chco2h

67. Trans-3-phenylacrylate

68. (e)-3-phenylacrylate

69. E-3-phenylpropenoic Acid

70. Trans-cinnamic Acid,(s)

71. Bmse000124

72. Cinnamic Acid [mi]

73. Schembl1332

74. Trans-.beta.-carboxystyrene

75. Trans-cinnamic Acid, 97%

76. Trans-cinnamic Acid, 99%

77. Wln: Qv1u1r

78. (e)-3-phenyl-acrylic Acid

79. 3-phenyl-2e-propenoic Acid

80. Cinnamic Acid [fcc]

81. Zimtsaeure

82. Trans-cinnamate

83. (e)-3-phenylprop-2-enoate

84. Cinnamic Acid [fhfi]

85. Cinnamic Acid [inci]

86. Trans-3-phenyl-2-propenoate

87. 4-09-00-02002 (beilstein Handbook Reference)

88. Bidd:er0586

89. Cinnamic Acid [mart.]

90. Tert-.beta.-phenylacrylic Acid

91. Trans-cinnamic Acid, >=99%

92. (2e)-2-phenyl-2-propenoate

93. (2e)-3-phenyl-2-propenoate

94. Gtpl3203

95. Cinnamic Acid [usp-rs]

96. Cinnamic Acid [who-dd]

97. Dtxsid5022489

98. Bdbm16430

99. Chebi:27386

100. Hy-n0610a

101. Nsc9189

102. Nsc44010

103. Str00363

104. Trans-cinnamic Acid, >=99%, Fg

105. Tox21_112279

106. Tox21_302137

107. Bbl036895

108. Nsc623441

109. S3677

110. Stk286093

111. Zinc16051516

112. Akos000118871

113. Ccg-214473

114. Cs-w020005

115. Trans-cinnamic Acid, Analytical Standard

116. Ncgc00165979-04

117. Ncgc00165979-06

118. Ncgc00255114-01

119. Ac-34658

120. As-75479

121. Bp-20203

122. Db-003797

123. N1877

124. Trans-cinnamic Acid, Purum, >=99.0% (t)

125. A14569

126. C00423

127. D70605

128. Ab00374254-03

129. Trans-cinnamic Acid (trans-3-phenylacrylic Acid)

130. Trans-cinnamic Acid [matrix For Maldi-tof/ms]

131. A833631

132. Q164785

133. Sr-05000002380

134. Trans-cinnamic Acid, Natural, >=99%, Fcc, Fg

135. Q-100150

136. Sr-05000002380-1

137. W-105037

138. F2191-0134

139. Trans-cinnamic Acid Zone Refined (number Of Passes:40)

140. Trans-cinnamic Acid; Phenylacrylic Acid;cinnamylic Acid

141. 1be36587-a165-4142-9340-18ffe3e03426

142. Cinnamic Acid (constituent Of Cinnamomum Verum Bark) [dsc]

143. Cinnamic Acid, United States Pharmacopeia (usp) Reference Standard

144. Trans-cinnamic Acid (constituent Of Cinnamomum Cassia Bark) [dsc]

2.4 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₉H₈O₂
Molecular Weight	148.16 g/mol
XLogP3	2.1
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	2
Exact Mass	148.052429494 g/mol
Monoisotopic Mass	148.052429494 g/mol
Topological Polar Surface Area	37.3 Å²
Heavy Atom Count	11
Formal Charge	0
Complexity	155
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

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