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1. Ethyl Paraben
2. Ethyl-p-hydroxybenzoate
3. P-hydroxybenzoic Acid Ethyl Ester
1. Ethyl 4-hydroxybenzoate
2. 120-47-8
3. Ethyl Paraben
4. Ethyl P-hydroxybenzoate
5. Ethyl Parahydroxybenzoate
6. Tegosept E
7. Mycocten
8. Ethyl Parasept
9. Aseptoform E
10. Nipagin A
11. 4-hydroxybenzoic Acid Ethyl Ester
12. Sobrol A
13. Easeptol
14. Ethyl P-oxybenzoate
15. Ethyl Butex
16. P-hydroxybenzoic Acid Ethyl Ester
17. Napagin A
18. Nipazin A
19. Solbrol A
20. Benzoic Acid, 4-hydroxy-, Ethyl Ester
21. P-carbethoxyphenol
22. Ethyl-p-hydroxybenzoate
23. Mekkings E
24. Aseptin A
25. Bonomold Oe
26. Ethyl-4-hydroxybenzoate
27. Ethyl Para-hydroxybenzoate
28. P-oxybenzoesaeureaethylester
29. 9001-05-2
30. 4-hydroxy-benzoic Acid Ethyl Ester
31. 4-carbethoxyphenol
32. Nsc 23514
33. P-hydroxybenzoate Ethyl Ester
34. Ethylparaben [nf]
35. Benzoic Acid, P-hydroxy-, Ethyl Ester
36. E214
37. 4-hydroxybenzoic Acid, Ethyl Ester
38. Ins No.214
39. 4-(ethoxycarbonyl)phenol
40. Para-hydroxybenzoic Acid Ethyl Ester
41. Ethylester Kyseliny P-hydroxybenzoove
42. Nsc-23514
43. Ins-214
44. Ester Etylowykwasu P-hydroksybenzoesowego
45. Ethyl Parahydroxybenzoate E214
46. E-214
47. 4-hydroxybenzoic Acid-ethyl Ester
48. Ethylparaben (nf)
49. 14255exe39
50. Ncgc00160654-01
51. Ethyl-paraben
52. Carbethoxyphenol
53. Dsstox_cid_2528
54. Wln: Qr Dvo2
55. Dsstox_rid_76615
56. Dsstox_gsid_22528
57. Caswell No. 447
58. P-hydroxybenzoic Acid, Ethyl Ester
59. 4-hydroxybenzoic Acid-ethyl Ester 1000 Microg/ml In Acetonitrile
60. Cas-120-47-8
61. Hsdb 938
62. Einecs 204-399-4
63. P-oxybenzoesaeureaethylester [german]
64. Epa Pesticide Chemical Code 061202
65. Brn 1101972
66. Ethyl Chemosept
67. Ai3-30960
68. Aseptine A
69. Nipagina A
70. Ethylester Kyseliny P-hydroxybenzoove [czech]
71. Unii-14255exe39
72. Ester Etylowykwasu P-hydroksybenzoesowego [polish]
73. Mfcd00002353
74. Ethylis Hydroxybenzoas
75. Ethyl 4-hydroxy-benzoate
76. Ethylparaben [ii]
77. Ethylparaben [mi]
78. Ethyl 4-hydroxyl-benzoate
79. Ethylparaben, Inn, Usan
80. Bmse010255
81. Ec 204-399-4
82. Ethylparaben [hsdb]
83. Ethylparaben [inci]
84. P-hydroxybenzoic Ethyl Ester
85. Schembl28368
86. 4-10-00-00367 (beilstein Handbook Reference)
87. Ethyl 4-hydroxybenzoate,(s)
88. Bidd:er0023
89. Chembl15841
90. Ethylparaben [usp-rs]
91. Ethyl Parahydroxybenzoate (tn)
92. Zinc1392
93. Dtxsid9022528
94. Ethyl 4-hydroxybenzenecarboxylate
95. Chebi:31575
96. Amy5118
97. Nsc8510
98. Ethyl Parahydroxybenzoate (jp17)
99. Ethyl Para Hydroxy Benzoate
100. Hms2091e17
101. Parahydroxybenzoic Acid Ethyl Ester
102. Pharmakon1600-01400151
103. 4-hydroxy Benzoic Acid Ethyl Ester
104. Hy-b0934
105. Nsc-8510
106. Nsc23514
107. Tox21_111961
108. Tox21_300335
109. Bbl012166
110. Bdbm50428380
111. Nsc755851
112. S4525
113. Stk070911
114. Ethyl Hydroxybenzoate [mart.]
115. Akos000120512
116. Ethyl Hydroxybenzoate [who-dd]
117. Ethyl Hydroxybenzoate [who-ip]
118. Tox21_111961_1
119. Ccg-213682
120. Cs-4403
121. Db13628
122. Ethyl Parahydroxybenzoate [jan]
123. Nsc-755851
124. Ncgc00160654-02
125. Ncgc00160654-03
126. Ncgc00160654-04
127. Ncgc00160654-06
128. Ncgc00254462-01
129. Ac-11586
130. Ac-34532
131. As-11988
132. Nci60_041866
133. Sbi-0206674.p002
134. Ethyl Ester Of P-hydroxybenzoic Acid
135. E0884
136. Ethylis Hydroxybenzoas [who-ip Latin]
137. Ft-0623514
138. Ft-0626357
139. Ft-0668364
140. H0211
141. 4-fluoro-3-methylphenylmagnesiumbromide
142. A16012
143. D01647
144. Ethyl 4-hydroxybenzoate, Reagentplus(r), 99%
145. Ethyl Parahydroxybenzoate [ep Impurity]
146. Ethyl Parahydroxybenzoate [ep Monograph]
147. W18471
148. Ab00375765_03
149. A804518
150. Q229976
151. Sr-05000001552
152. Sr-05000001552-1
153. W-108475
154. Brd-k02464583-001-01-4
155. Ethyl 4-hydroxybenzoate, Saj First Grade, >=99.0%
156. Propyl Hydroxybenzoate Impurity C [ep Impurity]
157. Ethyl 4-hydroxybenzoate, Vetec(tm) Reagent Grade, 99%
158. Ethylparaben, Certified Reference Material, Tracecert(r)
159. F0728-0009
160. Methyl Parahydroxybenzoate Impurity B [ep Impurity]
161. 4-hydroxybenzoic Acid-ethyl Ester 1000 Microg/ml In Methanol
162. 4-hydroxybenzoic Acid-ethyl Ester 100 Microg/ml In Acetonitrile
163. Ethylparaben, United States Pharmacopeia (usp) Reference Standard
164. Ethyl Parahydroxybenzoate, European Pharmacopoeia (ep) Reference Standard
165. Ethylparaben, Pharmaceutical Secondary Standard; Certified Reference Material
166. E4b
| Molecular Weight | 166.17 g/mol |
|---|---|
| Molecular Formula | C9H10O3 |
| XLogP3 | 2.5 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 3 |
| Exact Mass | 166.062994177 g/mol |
| Monoisotopic Mass | 166.062994177 g/mol |
| Topological Polar Surface Area | 46.5 Ų |
| Heavy Atom Count | 12 |
| Formal Charge | 0 |
| Complexity | 148 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently Bonded Unit Count | 1 |
By the oral route, parabens are rapidly absorbed, metabolized, and excreted. The metabolic reactions and conversions in mammals vary with the chain length of the ester, the animal species, route of administration, and quantity tested. The metabolism of parabens in humans appears to be most closely related to that of dogs. The rate of metabolite excretion appears to decrease with increasing molecular weight of the ester. /4-Hydroxybenzoates (Parabens)/
Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. V6 639
... Deposition of parabens in dogs. Urine recoveries ranged from 50-95% except for butyl ester for which recoveries were 40%. /It/... was concluded that esters are well absorbed and that hydrolysis of ester linkage and metabolic conjugation constitute chief route of elimination. Similar metabolic scheme ... in man. /Parabens/
Furia, T.E. (ed.). CRC Handbook of Food Additives. 2nd ed. Cleveland: The Chemical Rubber Co., 1972., p. 126
The permeation of methylparaben, ethylparaben, propylparaben, and butylparaben through untreated and lipid-depleted excised guinea pig dorsal skin, and the effects of 3 penetration enhancers, N-dodecyl-2-pyrrolidone (lauryl pyrrolidone), ethyl alcohol (ethanol), and a mixture of menthol (l-menthol) and ethyl alcohol, on the permeation of the parabens were studied; the relationship between the permeability and octyl alcohol (n-octanol)/water partition coefficients of the parabens, and the effect of the penetration enhancers on the fluidity of the lipid bilayer of liposomes containing stratum corneum lipids were also examined. Permeability coefficients of the parabens correlated with their octyl alcohol/water partition coefficients in untreated guinea pig skin. In lipid-depleted guinea pig skin, permeability coefficients of the parabens increased and did not correlate with their octyl alcohol/water partition coefficients. The effect of the penetration enhancers on the permeation of the parabens was variable. The penetration enhancers increased the fluidity of liposome lipid bilayers.
PMID:9301035 Kitagawa S et al; Chem Pharm Bull 45 (Aug): 1354-7 (1997)
After ethyl paraben is intravenously infused into the dog, unhydrolyzed ethyl paraben is found only in the brain. In liver, kidney, and muscle, it is immediately hydrolyzed to p-hydroxybenzoic acid. Six hours after oral administration of 1.0 g/kg to dogs, the peak plasma concentration of free and total ethyl paraben (427 and 648 ug/cu cm, respectively) is reached. After 48 hr, all ethyl paraben is completely eliminated.
Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. V6 668
Yields p-hydroxybenzoic acid in pig and in Aspergillus. /from table/
Goodwin, B.L. Handbook of Intermediary Metabolism of Aromatic Compounds. New York: Wiley, 1976., p. E-11
/Paraben/ ... esters are well absorbed and hydrolysis of ester linkage and metabolic conjugation constitute chief route of elimination /in dogs/. Similar metabolic scheme was observed in man. /Paraben esters/
Furia, T.E. (ed.). CRC Handbook of Food Additives. 2nd ed. Cleveland: The Chemical Rubber Co., 1972., p. 126
Urine from cats who had received (14)C-labeled ethyl-p-hydroxybenzoate, orally contained 2 major metabolites, p-hydroxyhippuric acid and free p-hydroxybenzoic acid.
Phillips S et al; Toxicol Lett 2 (4): 237-242 (1978)
In mice, rats, rabbits, pigs, or dogs, ethyl paraben is excreted in the urine as unchanged benzoate, p-hydroxybenzoic acid, p-hydroxyhippuric acid (p-hydroxybenzoylglycine), ester glucuronides, ether glucuronides, or ether sulfates.
Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. V6 668
For more Metabolism/Metabolites (Complete) data for ETHYLPARABEN (7 total), please visit the HSDB record page.
Ethyl-4-hydroxybenzoate has known human metabolites that include (2S,3S,4S,5R)-6-(4-ethoxycarbonylphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid.
S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560
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