Record Information |
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Version | 1.0 |
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Creation Date | 2016-09-30 22:18:51 UTC |
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Update Date | 2020-06-04 22:46:52 UTC |
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MCDB ID | BMDB0000042 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Acetic acid |
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Description | Acetic acid, also known as glacial acetate or vinegar, belongs to the class of organic compounds known as carboxylic acids. Carboxylic acids are compounds containing a carboxylic acid group with the formula -C(=O)OH. Acetic acid is a drug which is used to treat infections in the ear canal. Acetic acid exists as a liquid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. Acetic acid exists in all living species, ranging from bacteria to humans. Acetic acid has been found to be associated with several diseases known as colorectal cancer, gout, and perillyl alcohol administration for cancer treatment; also acetic acid has been linked to several inborn metabolic disorders including celiac disease and phenylketonuria. |
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Structure | |
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Synonyms | Value | Source |
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Acide acetique | ChEBI | AcOH | ChEBI | CH3-COOH | ChEBI | CH3CO2H | ChEBI | e 260 | ChEBI | e-260 | ChEBI | e260 | ChEBI | Essigsaeure | ChEBI | Ethanoic acid | ChEBI | Ethoic acid | ChEBI | Ethylic acid | ChEBI | HOAc | ChEBI | INS no. 260 | ChEBI | MeCO2h | ChEBI | MeCOOH | ChEBI | Methanecarboxylic acid | ChEBI | Glacial acetic acid | Kegg | Acetasol | Kegg | Ethanoate | Generator | Ethoate | Generator | Ethylate | Generator | Methanecarboxylate | Generator | Glacial acetate | Generator | Acetate | Generator | Kyselina octova | HMDB | Vinegar | HMDB | Vinegar acid | HMDB | Acid, acetic | HMDB | Acetic acid glacial | HMDB | Acid glacial, acetic | HMDB | Acid, glacial acetic | HMDB | Acetic acid, glacial | HMDB | Glacial, acetic acid | HMDB |
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Chemical Formula | C2H4O2 |
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Average Molecular Weight | 60.052 |
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Monoisotopic Molecular Weight | 60.021129372 |
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IUPAC Name | Not Available |
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Traditional Name | Not Available |
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CAS Registry Number | 64-19-7 |
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SMILES | Not Available |
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InChI Identifier | InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4) |
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InChI Key | QTBSBXVTEAMEQO-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as carboxylic acids. Carboxylic acids are compounds containing a carboxylic acid group with the formula -C(=O)OH. |
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Kingdom | Organic compounds |
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Super Class | Organic acids and derivatives |
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Class | Carboxylic acids and derivatives |
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Sub Class | Carboxylic acids |
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Direct Parent | Carboxylic acids |
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Alternative Parents | |
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Substituents | - Monocarboxylic acid or derivatives
- Carboxylic acid
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | |
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Physical Properties |
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State | Liquid |
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Experimental Properties | Property | Value | Reference |
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Melting Point | 16.6 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 1000 mg/mL | Not Available | LogP | -0.17 | HANSCH,C ET AL. (1995) |
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Predicted Properties | Not Available |
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Spectra |
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Concentrations |
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Detected and Quantified | 14 - 35 uM | | | details | Detected but not Quantified | Not Applicable | | | details | Detected but not Quantified | Not Applicable | | | details | Detected but not Quantified | Not Applicable | | | details | Detected and Quantified | 108 - 701 uM | | | details | Detected and Quantified | 13 - 37 uM | | | details | Detected and Quantified | 13 - 37 uM | | | details | Detected and Quantified | 28 +/- 2 uM | Free fatty acid | | details | Detected and Quantified | 30 +/- 2 uM | Free fatty acid | | details | Detected and Quantified | 31 +/- 2 uM | Free fatty acid | | details | Detected and Quantified | 33 +/- 3 uM | Free fatty acid | | details | Detected and Quantified | 42 +/- 10 uM | Free fatty acid | | details | Detected and Quantified | 48 +/- 12.4 uM | Free fatty acid | | details | Detected and Quantified | 71 +/- 42 uM | Free fatty acid | | details | Detected and Quantified | 97 +/- 4 uM | Free fatty acid | | details | Detected and Quantified | 6.8 (2.6 - 7.7) uM | Free fatty acid | | details | Detected and Quantified | 5.7 (2.8 - 7.6) uM | Free fatty acid | | details | Detected and Quantified | 9.6 (2.6 - 23) uM | Free fatty acid | | details | Detected and Quantified | 95 (11 - 199) uM | Free fatty acid | | details | Detected and Quantified | 135 +/- 2 uM | Free fatty acid | | details | Detected and Quantified | 38 +/- 1 uM | Free fatty acid | | details | Detected and Quantified | 37 +/- 1 uM | Free fatty acid | | details | Detected and Quantified | 46 +/- 1 uM | Free fatty acid | | details | Detected and Quantified | 43 +/- 1 uM | Free fatty acid | | details |
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External Links |
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HMDB ID | HMDB0000042 |
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DrugBank ID | DB03166 |
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Phenol Explorer Compound ID | Not Available |
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FoodDB ID | FDB019725 |
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KNApSAcK ID | C00001176 |
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Chemspider ID | 171 |
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KEGG Compound ID | C00033 |
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BioCyc ID | ACET |
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BiGG ID | 33590 |
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Wikipedia Link | Acetic_acid |
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METLIN ID | 3206 |
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PubChem Compound | 176 |
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PDB ID | Not Available |
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ChEBI ID | 15366 |
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References |
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Synthesis Reference | Law, David John. Process for the preparation of carboxylic acids and/or derivatives thereof. PCT Int. Appl. (2007), 14pp. |
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Material Safety Data Sheet (MSDS) | Download (PDF) |
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General References | - Klein MS, Almstetter MF, Schlamberger G, Nurnberger N, Dettmer K, Oefner PJ, Meyer HH, Wiedemann S, Gronwald W: Nuclear magnetic resonance and mass spectrometry-based milk metabolomics in dairy cows during early and late lactation. J Dairy Sci. 2010 Apr;93(4):1539-50. doi: 10.3168/jds.2009-2563. [PubMed:20338431 ]
- Klein MS, Buttchereit N, Miemczyk SP, Immervoll AK, Louis C, Wiedemann S, Junge W, Thaller G, Oefner PJ, Gronwald W: NMR metabolomic analysis of dairy cows reveals milk glycerophosphocholine to phosphocholine ratio as prognostic biomarker for risk of ketosis. J Proteome Res. 2012 Feb 3;11(2):1373-81. doi: 10.1021/pr201017n. Epub 2011 Dec 9. [PubMed:22098372 ]
- Sundekilde UK, Poulsen NA, Larsen LB, Bertram HC: Nuclear magnetic resonance metabonomics reveals strong association between milk metabolites and somatic cell count in bovine milk. J Dairy Sci. 2013 Jan;96(1):290-9. doi: 10.3168/jds.2012-5819. Epub 2012 Nov 22. [PubMed:23182357 ]
- Sundekilde UK, Gustavsson F, Poulsen NA, Glantz M, Paulsson M, Larsen LB, Bertram HC: Association between the bovine milk metabolome and rennet-induced coagulation properties of milk. J Dairy Sci. 2014 Oct;97(10):6076-84. doi: 10.3168/jds.2014-8304. Epub 2014 Jul 30. [PubMed:25087032 ]
- Buitenhuis AJ, Sundekilde UK, Poulsen NA, Bertram HC, Larsen LB, Sorensen P: Estimation of genetic parameters and detection of quantitative trait loci for metabolites in Danish Holstein milk. J Dairy Sci. 2013 May;96(5):3285-95. doi: 10.3168/jds.2012-5914. Epub 2013 Mar 15. [PubMed:23497994 ]
- Lu J, Antunes Fernandes E, Paez Cano AE, Vinitwatanakhun J, Boeren S, van Hooijdonk T, van Knegsel A, Vervoort J, Hettinga KA: Changes in milk proteome and metabolome associated with dry period length, energy balance, and lactation stage in postparturient dairy cows. J Proteome Res. 2013 Jul 5;12(7):3288-96. doi: 10.1021/pr4001306. Epub 2013 Jun 5. [PubMed:23738862 ]
- O'Callaghan TF, Vazquez-Fresno R, Serra-Cayuela A, Dong E, Mandal R, Hennessy D, McAuliffe S, Dillon P, Wishart DS, Stanton C, Ross RP: Pasture Feeding Changes the Bovine Rumen and Milk Metabolome. Metabolites. 2018 Apr 6;8(2). pii: metabo8020027. doi: 10.3390/metabo8020027. [PubMed:29642378 ]
- A. Foroutan et al. (2019). A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation). Journal of Agricultural and Food Chemistry.
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