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AM20050138

AM20050138

Synopsis, Chemistry

ANALYTICAL SOLUTION(s)

5 Analytical Solutions

5 Analytical Solutions

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Also known as: P-coumaric acid, 501-98-4, P-hydroxycinnamic acid, 4-coumaric acid, Trans-4-hydroxycinnamic acid, 7400-08-0

Molecular Formula

C₉H₈O₃

Molecular Weight

164.16 g/mol

InChI Key

NGSWKAQJJWESNS-ZZXKWVIFSA-N

FDA UNII

IBS9D1EU3J

trans-4-Coumaric acid is a metabolite found in or produced by Saccharomyces cerevisiae.

1 2D Structure

AM20050138

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(E)-3-(4-hydroxyphenyl)prop-2-enoic acid

2.1.2 InChI

InChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12)/b6-3+

2.1.3 InChI Key

NGSWKAQJJWESNS-ZZXKWVIFSA-N

2.1.4 Canonical SMILES

C1=CC(=CC=C1C=CC(=O)O)O

2.1.5 Isomeric SMILES

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

2.2 Other Identifiers

2.2.1 UNII

IBS9D1EU3J

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 4-coumaric Acid

2. 4-coumaric Acid, (e)-isomer

3. 4-coumaric Acid, (z)-isomer

4. 4-coumaric Acid, Disodium Salt

5. P-coumaric Acid

6. P-coumaryl Alcohol

7. P-hydroxycinnamic Acid

8. Para-coumaric Acid

9. Phenol, 4-(3-hydroxy-1-propenyl)-

10. Trans-3-(4'-hydroxyphenyl)-2-propenoic Acid

11. Trans-hppa

2.3.2 Depositor-Supplied Synonyms

1. P-coumaric Acid

2. 501-98-4

3. P-hydroxycinnamic Acid

4. 4-coumaric Acid

5. Trans-4-hydroxycinnamic Acid

6. 7400-08-0

7. Trans-p-coumaric Acid

8. P-cumaric Acid

9. 3-(4-hydroxyphenyl)acrylic Acid

10. Para-coumaric Acid

11. Hydroxycinnamic Acid

12. Naringeninic Acid

13. P-hydroxy-cinnamic Acid

14. (e)-p-coumaric Acid

15. (e)-3-(4-hydroxyphenyl)acrylic Acid

16. Trans-4-coumaric Acid

17. Trans-p-coumarinic Acid

18. 4'-hydroxycinnamic Acid

19. 2-propenoic Acid, 3-(4-hydroxyphenyl)-, (2e)-

20. P-hydroxyphenylacrylic Acid

21. Cinnamic Acid, P-hydroxy-

22. (e)-p-hydroxycinnamic Acid

23. Trans-p-hydroxycinnamic Acid

24. (e)-3-(4-hydroxyphenyl)prop-2-enoic Acid

25. 3-(4-hydroxyphenyl)-2-propenoic Acid

26. (2e)-3-(4-hydroxyphenyl)prop-2-enoic Acid

27. 4-coumarate

28. Trans-p-hydroxycinnamate

29. 2-propenoic Acid, 3-(4-hydroxyphenyl)-

30. 4-hydroxycinnamate

31. Cinnamic Acid, P-hydroxy-, (e)-

32. (e)-3-(4-hydroxyphenyl)-2-propenoic Acid

33. Trans-4-hydroxycinnamate

34. (2e)-3-(4-hydroxyphenyl)acrylic Acid

35. Beta-(4-hydroxyphenyl)acrylic Acid

36. Para Coumaric Acid

37. (e)-4-hydroxycinnamic Acid

38. Nsc 59260

39. 3-(4-hydroxyphenyl)prop-2-enoic Acid

40. 4-hydroxycinamic Acid

41. Ibs9d1eu3j

42. 2-propenoic Acid, 3-(4-hydroxyphenyl)-, (e)-

43. 4-hydroxy Cinnamic Acid

44. Chembl66879

45. Chebi:32374

46. Beta-[4-hydroxyphenyl]acrylic Acid

47. Nsc-59260

48. Nsc674321

49. 2-propenoic Acid, 3-(4-hydroxyphenyl)-, Homopolymer

50. Nsc-674321

51. 50940-26-6

52. Trans-p-coumarate

53. 3-(4-hydroxyphenyl)acrylate

54. Coumaric Acids

55. Mfcd00004399

56. .beta.-[4-hydroxyphenyl]acrylic Acid

57. Parahydroxycinnamic Acid

58. (e)-3-[4-hydroxyphenyl]-2-propenoic Acid

59. Trans-p-cumaric Acid

60. .beta.-(4-hydroxyphenyl)acrylic Acid

61. 2-propenoic Acid, 3-(4-hydroxyphenyl)-, (z)-

62. Einecs 231-000-0

63. Unii-ibs9d1eu3j

64. Nsc 674321

65. Chebi:36090

66. Brn 2207381

67. Brn 2207383

68. Hydroxycinnamate

69. Para Coumarate

70. P-coumaric-acid

71. Para-coumarate

72. P-cumarate

73. Naringeninic-acid

74. P-hydroxycinnamate

75. 4qem

76. Coumaric Acid, P-

77. 4'-hydroxycinnamate

78. 4-hydroxy Cinnamate

79. P-coumaric Acid,trans

80. Oristar Pca

81. P-coumaric Acid 98%

82. 4f8j

83. P-coumaric Acid, Trans

84. 4-hydroxyphenylpropenoate

85. (2e)-3-(4-hydroxyphenyl)-2-propenoic Acid

86. Bmse000150

87. Bmse000591

88. Bmse010208

89. Trans-4-hydroxycinnamicacid

90. B-[4-hydroxyphenyl]acrylate

91. Schembl39106

92. P-hydroxycinnamic Acid (m4)

93. 0-10-00-00297 (beilstein Handbook Reference)

94. 4-10-00-01005 (beilstein Handbook Reference)

95. Mls001066419

96. P-hydroxycinnamic Acid, Trans

97. P-coumaric Acid [mi]

98. Beta-[4-hydroxyphenyl]acrylate

99. Bdbm4374

100. Gtpl5787

101. Para Hydroxycinnamic Acid

102. Sodium2,4-pentanedionate

103. B-[4-hydroxyphenyl]acrylic Acid

104. Trans-p-hydroxyzimtsa Currencyure

105. Zinc39811

106. Dtxsid30901076

107. P-coumaric Acid [who-dd]

108. Hms1409e10

109. 3-(4-hydroxyphenyl)-2-propenoate

110. Hydroxycinnamic Acid [inci]

111. Bcp22803

112. Hy-n2391

113. Nsc59260

114. Str06515

115. 4-hydroxyphenylpropenoic Acid

116. Cinnamic Acid, 4-hydroxy-, Trans-

117. Ac7957

118. Bbl012226

119. Ck2547

120. S4759

121. S9564

122. Stl163567

123. Akos000120685

124. P-coumaric Acid;p-hydroxycinnamic Acid

125. Bcp9001042

126. Ccg-266309

127. Cs-w020394

128. Db04066

129. P-coumaric Acid, >=98.0% (hplc)

130. (e)-3-(4-hydroxyphenyl)prop-2-enoate

131. Ncgc00246974-01

132. Ac-10318

133. Ac-34130

134. Ac-34133

135. As-12000

136. Bp-13278

137. Smr000112201

138. Trans-p-coumaric Acid, Analytical Standard

139. Am20050138

140. N1817

141. A14559

142. A19490

143. C00811

144. Q99374

145. (2e)-3-(4-hydroxyphenyl)-2-propenoic Acid #

146. 400h080

147. A828008

148. Ae-562/40414679

149. Trans-p-coumaric Acid 1000 Microg/ml In Acetone

150. Q-100560

151. W-104438

152. 0c1bff2d-2cf7-4fc1-9f76-3268c2c7f783

153. F2191-0188

154. P-coumaric Acid, Primary Pharmaceutical Reference Standard

155. P-coumaric Acid Methyl Ester Geometric Isomer (tentative, Mse)

156. (e)-3-(4-hydroxyphenyl)prop-2-enoate;trans-4-hydroxycinnamic Acid

2.4 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₉H₈O₃
Molecular Weight	164.16 g/mol
XLogP3	1.5
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	2
Exact Mass	164.047344113 g/mol
Monoisotopic Mass	164.047344113 g/mol
Topological Polar Surface Area	57.5 Å²
Heavy Atom Count	12
Formal Charge	0
Complexity	178
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

Anti-Infective Agents

Substances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection. (See all compounds classified as Anti-Infective Agents.)

Antioxidants

Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues. (See all compounds classified as Antioxidants.)

Contraceptive Agents, Male

Chemical substances or agents with contraceptive activity in males. Use for male contraceptive agents in general or for which there is no specific heading. (See all compounds classified as Contraceptive Agents, Male.)

Free Radical Scavengers

Substances that eliminate free radicals. Among other effects, they protect PANCREATIC ISLETS against damage by CYTOKINES and prevent myocardial and pulmonary REPERFUSION INJURY. (See all compounds classified as Free Radical Scavengers.)