Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:08:01 UTC |
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Update date | 2020-04-21 18:03:32 UTC |
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Primary ID | FDB008299 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Acetic acid |
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Description | Has been used as a food preservative since antiquity. It is used in - and contributes to - the flavour of pickles, sauces, mayonnaise and salad dressings. Acts synergistically with lactic and sorbic acid, and is more effective against yeasts and bacteria than against moulds. It is used in food processing as a flavour enhancer, flavouring agent, pH control agent, pickling agent, solvent and formulation aid
Acetic acid is an organic compound with the chemical formula CH3COOH. It is a colourless liquid that when undiluted is also called glacial acetic acid. As the main component of vinegar, it has a distinctive sour taste and pungent smell. Acetic acid is found in many foods, some of which are garden rhubarb, wild celery, pear, and ginger. |
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CAS Number | 64-19-7 |
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Structure | |
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Synonyms | Synonym | 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 | Acetic acid [jan] | biospider | E260 | db_source | FEMA 2006 | db_source | MeCO2H | ChEBI |
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Predicted Properties | |
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Chemical Formula | C2H4O2 |
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IUPAC name | acetic acid |
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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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Isomeric SMILES | CC(O)=O |
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Average Molecular Weight | 60.052 |
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Monoisotopic Molecular Weight | 60.021129372 |
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Classification |
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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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Ontology |
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Ontology | No ontology term |
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Physico-Chemical Properties - Experimental |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Liquid | |
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Physical Description | Not Available | |
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Mass Composition | C 40.00%; H 6.71%; O 53.28% | DFC |
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Melting Point | Mp 16.7° | DFC |
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Boiling Point | Bp 118° | DFC |
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Experimental Water Solubility | 1000 mg/mL at 25 oC | MERCK INDEX (1996) |
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Experimental logP | -0.17 | HANSCH,C ET AL. (1995) |
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Experimental pKa | pKa 4.78 (25°) | DFC |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | d204 1.05 | DFC |
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Refractive Index | n25D 1.3696 | DFC |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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EI-MS | Mass Spectrum (Electron Ionization) | splash10-01oy-9000000000-181ada67a3e5798d4419 | 2014-09-20 | View Spectrum | GC-MS | Acetic acid, non-derivatized, GC-MS Spectrum | splash10-0007-9000000000-a9a21f72ec25efbc1650 | Spectrum | GC-MS | Acetic acid, non-derivatized, GC-MS Spectrum | splash10-0007-9000000000-a9a21f72ec25efbc1650 | Spectrum | Predicted GC-MS | Acetic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-03dl-9000000000-b96ad978047d68715939 | Spectrum | Predicted GC-MS | Acetic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-00du-9100000000-8154631f77f485ee31b9 | Spectrum | Predicted GC-MS | Acetic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Acetic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Acetic acid, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated) | splash10-03di-9000000000-044b361cb9f5775c43fe | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-01ox-9000000000-6437eb5f6a38c054dc37 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-0006-9000000000-0505dfa8ee07a18a3ef3 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positive | splash10-0007-9000000000-a0d65dd4e056c1482aaa | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative | splash10-0a4i-9000000000-a845ea0157abb3d7783b | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative | splash10-0a4i-9000000000-42ec023f024176a1c692 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative | splash10-0a4i-9000000000-2bbab52cd9d076b89b2c | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative | splash10-0a4i-9000000000-fb6d2f6298dd5bc37c2e | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative | splash10-0a4i-9000000000-bc47c47ade16451259c7 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0a4i-9000000000-a845ea0157abb3d7783b | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0a4i-9000000000-42ec023f024176a1c692 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0a4i-9000000000-2bbab52cd9d076b89b2c | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0a4i-9000000000-fb6d2f6298dd5bc37c2e | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0a4i-9000000000-bc47c47ade16451259c7 | 2017-09-14 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-03di-9000000000-528a9b0672006e635695 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-03di-9000000000-a784dfc5bd03549bc072 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-01ox-9000000000-b71ac391a2b191d6ef01 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a4i-9000000000-034375837c4c93ddf819 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0a4i-9000000000-f031d1f9ac695f944bbd | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a4i-9000000000-64f8448a12a6d78d84e4 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a4i-9000000000-c01bbbf5bed889264ddb | 2021-09-21 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0a4i-9000000000-c01bbbf5bed889264ddb | 2021-09-21 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-052f-9000000000-91545f233d6bc755c516 | 2021-09-21 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0006-9000000000-ee98b120aa7fd044da72 | 2021-09-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0006-9000000000-87bbaed151efac084591 | 2021-09-25 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 125 MHz, H2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, D2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 2D NMR | [1H, 1H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental) | | Spectrum | 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental) | | Spectrum |
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External Links |
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ChemSpider ID | 171 |
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ChEMBL ID | CHEMBL539 |
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KEGG Compound ID | C00033 |
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Pubchem Compound ID | 176 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 15366 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | DB03166 |
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HMDB ID | HMDB00042 |
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CRC / DFC (Dictionary of Food Compounds) ID | DFR91-W:DFR91-W |
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EAFUS ID | 18 |
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Dr. Duke ID | ACETIC-ACID |
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BIGG ID | 33590 |
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KNApSAcK ID | C00001176 |
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HET ID | ACY |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | 64-19-7 |
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GoodScent ID | rw1097191 |
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SuperScent ID | Not Available |
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Wikipedia ID | Acetic_acid |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Descriptor | ID | Definition | Reference |
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acidulant | 64047 | Any substance which is added to food to preserve or enhance its flavour and/or appearance. | DUKE | anti bacterial | 33282 | A substance that kills or slows the growth of bacteria. | DUKE | anti otitic | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE | anti salmonella | 33282 | A substance that kills or slows the growth of bacteria. | DUKE | anti vaginitic | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE | expectorant | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE | fungicide | 24127 | A substance used to destroy fungal pests. | DUKE | keratitigenic | | | DUKE | mucolytic | 77034 | A compound that alters the structure of mucus so as to decrease its viscosity and thereby facilitate its removal by ciliary action and expectoration. Compare with antitussives, which suppress the cough reflex, and expectorants, which are considered to increase the volume of secretions in the respiratory tract, so facilitating their removal by ciliary action and coughing. | DUKE | osteolytic | | | DUKE | perfumery | 48318 | A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. | DUKE | pesticide | 25944 | Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. | DUKE | protisticide | | | DUKE | spermicide | | | DUKE | ulcerogenic | | | DUKE | verrucolytic | | | DUKE |
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Enzymes | Name | Gene Name | UniProt ID |
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Liver carboxylesterase 1 | CES1 | P23141 | Acetylcholinesterase | ACHE | P22303 | Serum paraoxonase/lactonase 3 | PON3 | Q15166 | Serum paraoxonase/arylesterase 1 | PON1 | P27169 | Serum paraoxonase/arylesterase 2 | PON2 | Q15165 | 60 kDa lysophospholipase | ASPG | Q86U10 | Sialate O-acetylesterase | SIAE | Q9HAT2 | S-formylglutathione hydrolase | ESD | P10768 | Cocaine esterase | CES2 | O00748 | Acylphosphatase-2 | ACYP2 | P14621 | Acylphosphatase-1 | ACYP1 | P07311 | Aspartoacylase | ASPA | P45381 | Aspartoacylase-2 | ACY3 | Q96HD9 | N-acetylglucosaminyl-phosphatidylinositol de-N-acetylase | PIGL | Q9Y2B2 | Acetyl-coenzyme A synthetase, cytoplasmic | ACSS2 | Q9NR19 | Acetyl-coenzyme A synthetase 2-like, mitochondrial | ACSS1 | Q9NUB1 | Hydroxymethylglutaryl-CoA lyase, mitochondrial | HMGCL | P35914 | Acyl-coenzyme A thioesterase 12 | ACOT12 | Q8WYK0 | Platelet-activating factor acetylhydrolase | PLA2G7 | Q13093 | Platelet-activating factor acetylhydrolase IB subunit gamma | PAFAH1B3 | Q15102 | Platelet-activating factor acetylhydrolase IB subunit beta | PAFAH1B2 | P68402 | Platelet-activating factor acetylhydrolase 2, cytoplasmic | PAFAH2 | Q99487 | Putative N-acetylglucosamine-6-phosphate deacetylase | AMDHD2 | Q9Y303 |
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Pathways | |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Flavor | Citations |
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sour |
- Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| sharp |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| pungent |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| vinegar |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
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Files |
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MSDS | show |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004). — Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.
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