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Chemistry

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Also known as: Ethanoic acid, 64-19-7, Glacial acetic acid, Ethylic acid, Vinegar acid, Acetic acid, glacial
Molecular Formula
C2H4O2
Molecular Weight
60.05  g/mol
InChI Key
QTBSBXVTEAMEQO-UHFFFAOYSA-N
FDA UNII
Q40Q9N063P

Acetic Acid
Product of the oxidation of ethanol and of the destructive distillation of wood. It is used locally, occasionally internally, as a counterirritant and also as a reagent. (Stedman, 26th ed)
1 2D Structure

Acetic Acid

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
acetic acid
2.1.2 InChI
InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4)
2.1.3 InChI Key
QTBSBXVTEAMEQO-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(=O)O
2.2 Other Identifiers
2.2.1 UNII
Q40Q9N063P
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Acetic Acid Glacial

2. Acetic Acid, Glacial

3. Glacial Acetic Acid

4. Glacial, Acetic Acid

5. Vinegar

2.3.2 Depositor-Supplied Synonyms

1. Ethanoic Acid

2. 64-19-7

3. Glacial Acetic Acid

4. Ethylic Acid

5. Vinegar Acid

6. Acetic Acid, Glacial

7. Acetic Acid Glacial

8. Methanecarboxylic Acid

9. Acetasol

10. Essigsaeure

11. Acide Acetique

12. Vinegar

13. Aci-jel

14. Azijnzuur

15. Aceticum Acidum

16. Acido Acetico

17. Kyselina Octova

18. Octowy Kwas

19. Pyroligneous Acid

20. Hoac

21. Azijnzuur [dutch]

22. Ethanoic Acid Monomer

23. Acetyl Alcohol

24. Essigsaeure [german]

25. Ethoic Acid

26. Caswell No. 003

27. Otic Tridesilon

28. Octowy Kwas [polish]

29. Otic Domeboro

30. Acetic Acid (natural)

31. Acide Acetique [french]

32. Acido Acetico [italian]

33. Fema No. 2006

34. Kyselina Octova [czech]

35. Acoh

36. Acetic Acid, Water Solutions

37. Acetic Acid-

38. Carboxylic Acids, C2-3

39. Ethanoate

40. Un2789

41. Un2790

42. Mecooh

43. Epa Pesticide Chemical Code 044001

44. Nsc 132953

45. Brn 0506007

46. Acetic Acid, Diluted

47. Acetic Acid [jan]

48. Ai3-02394

49. Ch3cooh

50. Acidum Aceticum Glaciale

51. Ch3-cooh

52. Ch3co2h

53. 10.methanecarboxylic Acid

54. Chembl539

55. Nsc-132953

56. Nsc-406306

57. Ins No.260

58. E-260

59. Chebi:15366

60. Ins-260

61. Q40q9n063p

62. Ethanoat

63. Shotgun

64. Mfcd00036152

65. Acetic Acid, Of A Concentration Of More Than 10 Per Cent, By Weight, Of Acetic Acid

66. Nsc-111201

67. Nsc-112209

68. Nsc-115870

69. Nsc-127175

70. 68475-71-8

71. C2:0

72. Perchloric Acid Solution

73. Orlex

74. Vosol

75. Wln: Qv1

76. Acetic Acid Solution, Not Less Than 50% But More Than 80% Acid, By Mass [un2790] [corrosive]

77. Acetic Acid Solution, With More Than 10% And Less Than 50% Acid, By Mass [un2790] [corrosive]

78. Acetic Acid, Glacial Or Acetic Acid Solution, >80% Acid, By Mass [un2789] [corrosive]

79. Acetic Acid, >=99.7%

80. Acetic Acid, Aqueous Solution

81. Fema Number 2006

82. Acetic Acid, Acs Reagent, >=99.7%

83. Acy

84. Hsdb 40

85. Ccris 5952

86. Methane Carboxylic Acid

87. Einecs 200-580-7

88. Acetic Acid 0.25% In Plastic Container

89. Ethylate

90. Acetic Aicd

91. Acetic-acid

92. Acidum Aceticum

93. Glacial Acetate

94. Acetic Cid

95. Actic Acid

96. Unii-q40q9n063p

97. Acetic -acid

98. Distilled Vinegar

99. Methanecarboxylate

100. Acetic Acid, Glacial [usp:jan]

101. Nat. Acetic Acid

102. Acetasol (tn)

103. Acetic Acid,glacial

104. Acetic Acid Natural

105. Vinegar (salt/mix)

106. Acetic Acid, Propionic Acid Distillate

107. Meco2h

108. Undiluted Acetic Acid

109. 63459-47-2

110. Oxytocin Identification

111. 3,3'-(1,4-phenylene)dipropiolic Acid

112. Hoocch3

113. Acetic Acid (recovered)

114. 546-67-8

115. Acetic Acid Lc/ms Grade

116. E 260

117. Acetic Acid [ii]

118. Acetic Acid [mi]

119. Acetic Acid, Acs Reagent

120. Dsstox_cid_4394

121. Acetic Acid Solution, 1n

122. Acetic Acid-[13c,d3]

123. Bmse000191

124. Bmse000817

125. Bmse000857

126. Otic Domeboro (salt/mix)

127. Ec 200-580-7

128. Acetic Acid (jp17/nf)

129. Acetic Acid [fhfi]

130. Acetic Acid [inci]

131. Acetic Acid [for Lc-ms]

132. Acetic Acid [vandf]

133. Dsstox_rid_77386

134. Nciopen2_000659

135. Nciopen2_000682

136. Dsstox_gsid_24394

137. Acetic Acid [mart.]

138. Acetic Acid, Glacial (usp)

139. Buffer Solution, Ph 4.64

140. 4-02-00-00094 (beilstein Handbook Reference)

141. Glacial Acetic Acid (jp17)

142. Un 2790 (salt/mix)

143. Acetic Acid [who-dd]

144. Acetic Acid [who-ip]

145. Aceticum Acidum [hpus]

146. Ins No. 260

147. Gtpl1058

148. Acetic Acid Glacial Hplc Grade

149. Acetic Acid Solution, For Hplc

150. Acetic Acid, Analytical Standard

151. Acetic Acid, Glacial Usp Grade

152. Dtxsid5024394

153. Acetic Acid, Puriss., >=80%

154. Acetic Acid, 99.8%, Anhydrous

155. Acetic Acid, Ar, >=99.8%

156. Acetic Acid, Lr, >=99.5%

157. Acetic Acid, Glacial Reagent Acs

158. Acetic Acid Solution, 1 N, 1 M

159. Acetic Acid, Extra Pure, 99.8%

160. Acetic Acid, 99.5-100.0%

161. Acetic Acid, Glacial, Acs Reagent

162. Str00276

163. Zinc5224164

164. Acetic Acid, Puriss., 99-100%

165. Tox21_301453

166. Acetic Acid, Glacial, >=99.85%

167. Bdbm50074329

168. Lmfa01010002

169. Nsc132953

170. Nsc406306

171. Stl264240

172. Tclp Extraction Fluid 2 (salt/mix)

173. Acetic Acid, 1% V/v Aqueous Solution

174. Acetic Acid, 4% V/v Aqueous Solution

175. Acetic Acid, Environmental Grade Plus

176. Acetic Acid, For Hplc, >=99.8%

177. Akos000268789

178. Acidum Aceticum [who-ip Latin]

179. Buffer Solution (acetate), Ph 4.01

180. Db03166

181. Un 2789

182. Acetic Acid, >=99.5%, Fcc, Fg

183. Acetic Acid, Natural, >=99.5%, Fg

184. Acetic Acid, Reagentplus(r), >=99%

185. Cas-64-19-7

186. Acetic Acid, Usp, 99.5-100.5%

187. Ncgc00255303-01

188. Acetic Acid 1000 Microg/ml In Methanol

189. Acetic Acid Solution, 25% W/w, Aqueous

190. Acetic Acid Solution, 56% W/w, Aqueous

191. Acetic Acid Solution, 60% W/w, Aqueous

192. Acetic Acid Solution, 84% W/w, Aqueous

193. Acetic Acid, 0.1n Standardized Solution

194. Acetic Acid, 1.0n Standardized Solution

195. Acetic Acid, Saj First Grade, >=99.0%

196. Buffer Solution (acetate), Ph 4.0-4.6

197. Db-085748

198. Acetic Acid 1000 Microg/ml In Acetonitrile

199. Acetic Acid, >=99.99% Trace Metals Basis

200. Acetic Acid, Jis Special Grade, >=99.7%

201. Acetic Acid, Purified By Double-distillation

202. Ft-0621735

203. Ft-0621743

204. Ft-0621764

205. Ft-0661109

206. Ft-0661110

207. Acetic Acid, Uv Hplc Spectroscopic, 99.9%

208. Acetic Acid, Vetec(tm) Reagent Grade, >=99%

209. Bifido Selective Supplement B, For Microbiology

210. C00033

211. D00010

212. Orlex Hc Component Acetic Acid, Glacial

213. Q47512

214. Vosol Hc Component Acetic Acid, Glacial

215. Acetic Acid, Glacial, Electronic Grade, 99.7%

216. Tridesilon Component Acetic Acid, Glacial

217. A834671

218. Acetasol Hc Component Acetic Acid, Glacial

219. Acetic Acid, >=99.7%, Saj Super Special Grade

220. Acetic Acid, Glacial Component Of Borofair

221. Acetic Acid, Glacial Component Of Orlex Hc

222. Acetic Acid, Glacial Component Of Vosol Hc

223. Sr-01000944354

224. Acetic Acid, Glacial Component Of Tridesilon

225. Sr-01000944354-1

226. Acetic Acid Solution, Saj First Grade, 27.0-33.0%

227. Acetic Acid, Glacial Component Of Acetasol Hc

228. Glacial Acetic Acid, Meets Usp Testing Specifications

229. Acetic Acid, >=99.7%, Suitable For Amino Acid Analysis

230. Acetic Acid, >=99.7%, For Titration In Non-aqueous Medium

231. Acetic Acid, For Luminescence, Bioultra, >=99.5% (gc)

232. Acetic Acid, Glacial Or Acetic Acid Solution, >80% Acid, By Mass

233. Acetic Acid Solution, Not Less Than 50% But More Than 80% Acid, By Mass

234. Acetic Acid Solution, With More Than 10% And Less Than 50% Acid, By Mass

235. Acetic Acid, P.a., Acs Reagent, Reag. Iso, Reag. Ph. Eur., 99.8%

236. Acetic Acid, Semiconductor Grade Mos Puranal(tm) (honeywell 17926)

237. Glacial Acetic Acid, United States Pharmacopeia (usp) Reference Standard

238. Acetic Acid, Acculute Standard Volumetric Solution, Final Concentration 1.0n

239. Acetic Acid, Puriss. P.a., Acs Reagent, Reag. Iso, Reag. Ph. Eur., >=99.8%

240. Glacial Acetic Acid, Pharmaceutical Secondary Standard; Certified Reference Material

241. 158461-04-2

242. Acetic Acid, Glacial, Pharmagrade, Usp, Jp, Ph Eur, Manufactured Under Appropriate Gmp Controls For Pharma Or Biopharmaceutical Production.

243. Acetic Acid, Puriss., Meets Analytical Specification Of Ph. Eur., Bp, Usp, Fcc, 99.8-100.5%

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 60.05 g/mol
Molecular Formula C2H4O2
XLogP3-0.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Exact Mass60.021129366 g/mol
Monoisotopic Mass60.021129366 g/mol
Topological Polar Surface Area37.3 Ų
Heavy Atom Count4
Formal Charge0
Complexity31
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Information
1 of 6  
Drug NameAcetic acid
PubMed HealthAcetic Acid (Inside the bladder)
Drug ClassesBladder Irrigant
Drug LabelEach 100 mL contains:Glacial Acetic Acid USP 0.25 gWater for Injection USP qspH: 3.1 (2.83.4)Calculated Osmolarity: 42 mOsmol/literThe formula of the active ingredient is:IngredientMolecular FormulaMolecular WeightGlacial Acetic Acid USPCH3COO...
Active IngredientAcetic acid, glacial
Dosage FormSolution/drops
RouteOtic
Strength2%
Market StatusPrescription
CompanyWockhardt; Vintage; Taro

2 of 6  
Drug NameChirhostim
PubMed HealthSecretin (Injection)
Drug ClassesDiagnostic Agent, Pancreatic Function, Endocrine-Metabolic Agent
Active IngredientSecretin synthetic human
Dosage FormFor solution
RouteIntravenous
Strength40mcg/vial; 16mcg/vial
Market StatusPrescription
CompanyChirhoclin

3 of 6  
Drug NameVosol
PubMed HealthAcetic Acid/Hydrocortisone (Into the ear)
Drug ClassesAnti-Infective/Anti-Inflammatory Combination
Active IngredientAcetic acid, glacial
Dosage FormSolution/drops
RouteOtic
Strength2%
Market StatusPrescription
CompanyHi Tech Pharma

4 of 6  
Drug NameAcetic acid
PubMed HealthAcetic Acid (Inside the bladder)
Drug ClassesBladder Irrigant
Drug LabelEach 100 mL contains:Glacial Acetic Acid USP 0.25 gWater for Injection USP qspH: 3.1 (2.83.4)Calculated Osmolarity: 42 mOsmol/literThe formula of the active ingredient is:IngredientMolecular FormulaMolecular WeightGlacial Acetic Acid USPCH3COO...
Active IngredientAcetic acid, glacial
Dosage FormSolution/drops
RouteOtic
Strength2%
Market StatusPrescription
CompanyWockhardt; Vintage; Taro

5 of 6  
Drug NameChirhostim
PubMed HealthSecretin (Injection)
Drug ClassesDiagnostic Agent, Pancreatic Function, Endocrine-Metabolic Agent
Active IngredientSecretin synthetic human
Dosage FormFor solution
RouteIntravenous
Strength40mcg/vial; 16mcg/vial
Market StatusPrescription
CompanyChirhoclin

6 of 6  
Drug NameVosol
PubMed HealthAcetic Acid/Hydrocortisone (Into the ear)
Drug ClassesAnti-Infective/Anti-Inflammatory Combination
Active IngredientAcetic acid, glacial
Dosage FormSolution/drops
RouteOtic
Strength2%
Market StatusPrescription
CompanyHi Tech Pharma

4.2 Therapeutic Uses

BACKGROUND: Ultrasound (US)-guided percutaneous acetic acid injection therapy (PAIT) is effective for patients with hepatocellular carcinoma (HCC). This study aimed to determine the occurrence and predictive value of persistent intra-tumoral retention of acetic acid after PAIT. METHODS: /The trial/ prospectively studied 60 (52 M, mean age 68 +/- 10 years) patients with 72 HCC nodules (45 < or = 3 cm) treated with PAIT. The presence of post-treatment persistent retention of acetic acid, defined as a homogeneous and highly hyperechoid mass in US appearance 3 days after completion of the treatment, was correlated with the treatment response. RESULTS: The mean size of the treated tumor was 2.9 +/- 1.0 cm (range 1.5-5 cm). Thirty (42%) HCC nodules showed complete tumor necrosis demonstrated by contrast-enhanced dynamic CT. Complete response was found in 22 (69%) of 32 nodules showing persistent intra-tumoral retention of acetic acid (P < 0.001). Small (< or = 3 cm) tumor size was also significantly associated with complete tumor necrosis (P = 0.001). There were no significant differences of the injection volume and treatment sessions between those with and without complete tumor necrosis in either small or large (> 3 cm) HCC (P > 0.1). Multivariate logistic regression analysis showed that persistent retention of acetic acid (odds ratio (OR) 10.4, 95% confidence interval (CI) 3.1-34.7; P < 0.001) and tumor size < or = 3 cm (OR 6.8, 95%, CI 1.8-25.8; P = 0.002) were independent factors predicting complete tumor necrosis. CONCLUSIONS: The presence of persistent retention of acetic acid is associated with a favorable response and may predict complete tumor necrosis after PAIT.

PMID:15000280 Huo TI et al; Scand J Gastroenterol. 39(2):168-73 (2004).


EXPL THER BACKGROUND AND AIM: Application of acetic acid topically to the mucosal or serosal side of the stomach has been well used to create a chronic gastric ulcer model. The aim of the present study was to apply it as a new cytoreductive approach in a mouse model of gastric cancer. METHODS: A total of 43 genetically engineered mice, the so-called (INS-GAS) mice that develop spontaneously gastric cancer at 10-14 months of age, were included. Acetic acid-induced ulcer method was applied to mice under isofluran anesthesia. The ulcer at the cancer side was made by exposing either the anterior serosal or posterior mucosal side of gastric wall to 0.1 mL of 60% or 100% acetic acid for 30 or 60 s with a cylindrical metal mold (4 mm ID). Route to the serosal side was intra-abdominal and one to the mucosal side was through a small hole made in the forestomach. The opposite side of gastric wall (no treatment with acetic acid) was used as the corresponding control. After the mice were sacrificed, the stomachs were collected 1, 3, 6 hrs or 1, 3 and 7 days, postoperatively, and evaluated by visual inspection and histology. RESULTS: Gastric cancer was found in both the anterior and posterior walls of the corpus in all 43 mice. Intraluminal pH value was between 11 and 13. Severe necrosis in the cancer was observed in the side exposing to acetic acid, but not in the control side, shortly after the treatment (i.e. within 30 or 60 min). The muscularis mucosa and muscle layers were less damaged, regardless of the side of the treatment. Ulcer formation in the cancer took place 1, 3 or 7 days later. The ulcer depth was sometimes at the muscularis mucosa and muscle layers. At 3 and 7 days, regeneration of epithelial cells was clearly observed in the ulcer margin in the stomach of mice. CONCLUSIONS: Topical application of acetic acid either from mucosal or serosal surface promptly caused the necrosis of tumor, suggesting the potential approach of this simple and reliable method as a cytoreductive treatment of gastric cancer in patients through endoscopy or laparoscopy.

PMID:22486870 Okabe S et al; J Gastroenterol Hepatol. 27 Suppl 3:40-8 (2012).


MEDICATION (Vet): Vesicant, caustic, destructive of warts.

O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 11


EXPL THER OBJECTIVE: To investigate whether enhancing vaginal acidity improves the success of medical abortions in the midtrimester. METHODS: A double-blind, randomized, placebo-controlled trial was conducted with 48 women with missed midtrimester abortions. Twice daily, the study participants (n=24) were treated with a 3% acetic acid gel and the controls (n=24) with a placebo gel, starting 2 days prior to initiating the misoprostol treatment. The primary outcome measures were the rates of successful abortion within 24 and 48 hours. Secondary measures included gel tolerability and adverse effects of the misoprostol treatment. RESULTS: The success rates were higher in the study group, within both 24 hours (11/23 vs 3/24; P=0.011) and 48 hours (18/23 vs 6/24; P<0.001). Among the women with a vaginal pH of 5 or higher at baseline, acidic gel was also associated with higher success rates within 24 hours (8/13 vs 2/15; P<0.01) and 48 hours (13/13 vs 3/15; P<0,001). The vaginal gels were well tolerated and the misoprostol treatment produced no serious adverse effects. CONCLUSION: A 3% acetic acid gel appears to be an effective and safe preparatory adjuvant to vaginal misoprostol treatment for midtrimester medical abortions, especially in women with a vaginal pH of 5 or higher...

PMID:22980429 Abd-El-Maeboud KH et al; Int J Gynaecol Obstet. 119(3):248-52 (2012).


... Thirty-five patients with histologically confirmed high-grade squamous intraepithelial lesions of the cervix entered the study. ...Telomerase activity was detectable in 27 of 35 (77.1%) fresh tissue samples, 15 of 35 (42.9%) tissue samples swabbed with 5% acetic acid, and 0 of 10 (0%) normal cervical tissue samples, respectively. Twelve samples became telomerase negative after 5% acetic acid applied. Among the 15 telomerase-positive tissue samples swabbed with 5% acetic acid, 12 had relative weak telomerase activity compared to corresponding fresh tissue samples, the other 3 remained the same.

PMID:9784327 ChangChien CC, et al; Gynecol Oncol 71 (1): 99-103 (1998)


4.3 Drug Warning

... Glacial acetic acid is widely used as a substitute for chemical peeling because it is readily ... available and affordable. However, its use can result in a number of serious complications. A 28-year-old female patient was admitted to /the/ hospital with deep second-degree chemical burns on her face caused by the application of a mixture of glacial acetic acid and flour for chemical peeling. During a 6-month follow-up, hypertrophic scarring developed on the both nasolabial folds despite scar management. Glacial acetic acid is a concentrated form of the organic acid, which gives vinegar its sour taste and pungent smell, and it is also an important reagent during the production of organic compounds. Unfortunately, misleading information regarding the use of glacial acetic acid for chemical peeling is causing serious chemical burns. Furthermore, there is high possibility of a poor prognosis, which includes inflammation, hypertrophic scar formation and pigmentation associated with its misuse. ...

PMID:20708991 Yoo JH et al; . J Plast Reconstr Aesthet Surg. 63(12):e829-31 (2010).


The enhanced toxicity of acid instilled directly into the rectum, without benefit of dilution and neutralization in the upper intestine, is evident in a case of acetic acid intoxication by accidental rectal administration of 50 mL of 9% acetic acid to a 5-yr-old boy. The complications included necrosis of the colon, acute renal failure, acute liver dysfunction, disseminated intravascular coagulopathy (DIC) and sepsis.

PMID:8007044 Kawamata M et al; J Toxicol Clin Toxicol 32 (3): 333-36 (1994)


In two patients, accidental application of acetic acid to the eyes followed very quickly by irrigation with water resulted in immediate corneal opacification. ... Regeneration of the epithelium took many months, but corneal anesthesia and opacity were permanent.

Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. V5 703


4.4 Drug Indication

Used to treat infections in the ear canal.


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Anti-Bacterial Agents

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)


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.)


5.2 ATC Code

G - Genito urinary system and sex hormones

G01 - Gynecological antiinfectives and antiseptics

G01A - Antiinfectives and antiseptics, excl. combinations with corticosteroids

G01AD - Organic acids

G01AD02 - Acetic acid


S - Sensory organs

S02 - Otologicals

S02A - Antiinfectives

S02AA - Antiinfectives

S02AA10 - Acetic acid


5.3 Absorption, Distribution and Excretion

Acetic acid is absorbed from the GI tract and through the lung.

Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. V5 701


5.4 Metabolism/Metabolites

Acetic acid ... is readily metabolized by most tissues and may give rise to the production of ketone bodies as intermediates. In vitro, acetate is incorporated into phospholipids, neutral lipids, steroids, sterols, and saturated and unsaturated fatty acids in a variety of human and animal tissue preparations. ...Metabolism of 14(C) acetate in mice results in radioactivity associated with the protein fractions of plasma and most major tissues.

Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. V5 701


In the body, acetic acid is partially converted into formic acid.

Sheftel, V.O.; Indirect Food Additives and Polymers. Migration and Toxicology. Lewis Publishers, Boca Raton, FL. 2000., p. 650


When dogs were administered large doses (1-2 g/kg ip or sc) of sodium acetate, only small amounts appeared in the urine, which is evidence of the rapid utilization of acetic acid.

Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. V5 701


Acetic Acid is a known human metabolite of acetaldehyde.

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


5.5 Mechanism of Action

Although acetic acid has been shown to induce apoptosis in yeast, the exact apoptotic mechanisms remain unknown. Here, /the study examined/ the effects of acetic acid treatment on yeast cells by 2-DE, revealing alterations in the levels of proteins directly or indirectly linked with the target of rapamycin (TOR) pathway: amino-acid biosynthesis, transcription/translation machinery, carbohydrate metabolism, nucleotide biosynthesis, stress response, protein turnover and cell cycle. The increased levels of proteins involved in amino-acid biosynthesis presented a counteracting response to a severe intracellular amino-acid starvation induced by acetic acid. Deletion of GCN4 and GCN2 encoding key players of general amino-acid control (GAAC) system caused a higher resistance to acetic acid indicating an involvement of Gcn4p/Gcn2p in the apoptotic signaling. Involvement of the TOR pathway in acetic acid-induced apoptosis was also reflected by the higher survival rates associated to a terminal deoxynucleotidyl transferase-mediated dUTP nick end labeling (TUNEL)-negative phenotype and lower reactive oxygen species levels of Deltator1 cells. In addition, deletion mutants for several downstream mediators of the TOR pathway revealed that apoptotic signaling involves the phosphatases Pph21p and Pph22p but not Sit4p. Altogether, /these/ results indicate that GAAC and TOR pathways (Tor1p) are involved in the signaling of acetic acid-induced apoptosis.

PMID:19137548 Almeida B et al; Proteomics. 9(3):720-32 (2009).


Acetic acid was found to have actions on urinary bladder smooth muscle in /the/ routine ion channel screening assays. Numerous studies have examined the mechanisms of bladder irritation by acetic acid; however, the direct effect of acetic acid on ion channels in detrusor smooth muscle cells has not been evaluated. /The study/ used whole-cell patch-clamp techniques to examine the effect of acetic acid on large-conductance Ca2+-activated K+ channels (BKCa) from guinea pig detrusor smooth muscle cells and CHO cells expressing recombinant human BKCaalphabeta1 (CHO BKCaalphabeta1) and human BKCaalpha (CHO BKCaalpha). Acetic acid activated BKCa currents in a concentration-dependent (0.01% to 0.05% v/v) manner in all the cell systems studied. Acetic acid (0.05%) increased BKCa current at +30 mV by 2764 +/- 918% (n=8) in guinea pig detrusor smooth muscle cells. Acetic acid (0.03%) shifted the V1/2 of conductance-voltage curve by 64 +/- 14 (n=5), 128 +/- 14 (n=5), and 126 +/- 12 mV (n=4) in CHO BKCaalpha, CHO BKCaalphabeta1 and detrusor smooth muscle cells, respectively. This effect of acetic acid was found to be independent of pH and was also not produced by its salt form, sodium acetate. Automated patch-clamp experiments also showed similar activation of CHO BKCaalphabeta1 by acetic acid. In conclusion, acetic acid directly activates BKCa channels in detrusor smooth muscle cells. This novel study necessitates caution while interpreting the results from acetic acid bladder irritation model.

PMID:17382925 Ghatta S et al; Eur J Pharmacol. 563(1-3):203-8 (2007).


/It was/ previously shown that acetic acid activates a mitochondria-dependent death process in Saccharomyces cerevisiae and that the ADP/ATP carrier (AAC) is required for mitochondrial outer membrane permeabilization and cytochrome c release. Mitochondrial fragmentation and degradation have also been shown in response to this death stimulus. Herein, /the study/ show that autophagy is not active in cells undergoing acetic acid-induced apoptosis and is therefore not responsible for mitochondrial degradation. Furthermore, /the study/ found that the vacuolar protease Pep4p and the AAC proteins have a role in mitochondrial degradation using yeast genetic approaches. Depletion and overexpression of Pep4p, an orthologue of human cathepsin D, delays and enhances mitochondrial degradation respectively. Moreover, Pep4p is released from the vacuole into the cytosol in response to acetic acid treatment. AAC-deleted cells also show a decrease in mitochondrial degradation in response to acetic acid and are not defective in Pep4p release. Therefore, AAC proteins seem to affect mitochondrial degradation at a step subsequent to Pep4p release, possibly triggering degradation through their involvement in mitochondrial permeabilization. The finding that both mitochondrial AAC proteins and the vacuolar Pep4p interfere with mitochondrial degradation suggests a complex regulation and interplay between mitochondria and the vacuole in yeast programmed cell death.

PMID:20345665 Pereira C et al ; Mol Microbiol. 76(6):1398-410 (2010).


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Eastman Chemical Co

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Rev. Date : 2015-08-05

Pay. Date : 2014-12-05

DMF Number : 28623

Submission : 2014-07-18

Status : Active

Type : II

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Fmc Corp

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Sd Fine Chem Ltd

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Vpi Mirrex Corp

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Vpi Mirrex Corp

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Submission : 1967-01-31

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