Record Information |
---|
Version | 1.0 |
---|
Creation date | 2010-04-08 22:08:01 UTC |
---|
Update date | 2020-04-21 18:03:32 UTC |
---|
Primary ID | FDB008299 |
---|
Secondary Accession Numbers | Not Available |
---|
Chemical Information |
---|
FooDB Name | Acetic acid |
---|
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. |
---|
CAS Number | 64-19-7 |
---|
Structure | |
---|
Synonyms | Synonym | Source |
---|
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 |
|
---|
Predicted Properties | |
---|
Chemical Formula | C2H4O2 |
---|
IUPAC name | acetic acid |
---|
InChI Identifier | InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4) |
---|
InChI Key | QTBSBXVTEAMEQO-UHFFFAOYSA-N |
---|
Isomeric SMILES | CC(O)=O |
---|
Average Molecular Weight | 60.052 |
---|
Monoisotopic Molecular Weight | 60.021129372 |
---|
Classification |
---|
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. |
---|
Kingdom | Organic compounds |
---|
Super Class | Organic acids and derivatives |
---|
Class | Carboxylic acids and derivatives |
---|
Sub Class | Carboxylic acids |
---|
Direct Parent | Carboxylic acids |
---|
Alternative Parents | |
---|
Substituents | - Monocarboxylic acid or derivatives
- Carboxylic acid
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Aliphatic acyclic compound
|
---|
Molecular Framework | Aliphatic acyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
Ontology | No ontology term |
---|
Physico-Chemical Properties |
---|
Physico-Chemical Properties - Experimental | Property | Value | Reference |
---|
Physical state | Liquid | |
---|
Physical Description | Not Available | |
---|
Mass Composition | C 40.00%; H 6.71%; O 53.28% | DFC |
---|
Melting Point | Mp 16.7° | DFC |
---|
Boiling Point | Bp 118° | DFC |
---|
Experimental Water Solubility | 1000 mg/mL at 25 oC | MERCK INDEX (1996) |
---|
Experimental logP | -0.17 | HANSCH,C ET AL. (1995) |
---|
Experimental pKa | pKa 4.78 (25°) | DFC |
---|
Isoelectric point | Not Available | |
---|
Charge | Not Available | |
---|
Optical Rotation | Not Available | |
---|
Spectroscopic UV Data | Not Available | |
---|
Density | d204 1.05 | DFC |
---|
Refractive Index | n25D 1.3696 | DFC |
---|
|
---|
Spectra |
---|
Spectra | |
---|
EI-MS/GC-MS | Type | Description | Splash Key | View |
---|
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 |
|
---|
MS/MS | Type | Description | Splash Key | View |
---|
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 |
|
---|
NMR | Type | Description | | View |
---|
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 |
|
---|
External Links |
---|
ChemSpider ID | 171 |
---|
ChEMBL ID | CHEMBL539 |
---|
KEGG Compound ID | C00033 |
---|
Pubchem Compound ID | 176 |
---|
Pubchem Substance ID | Not Available |
---|
ChEBI ID | 15366 |
---|
Phenol-Explorer ID | Not Available |
---|
DrugBank ID | DB03166 |
---|
HMDB ID | HMDB00042 |
---|
CRC / DFC (Dictionary of Food Compounds) ID | DFR91-W:DFR91-W |
---|
EAFUS ID | 18 |
---|
Dr. Duke ID | ACETIC-ACID |
---|
BIGG ID | 33590 |
---|
KNApSAcK ID | C00001176 |
---|
HET ID | ACY |
---|
Food Biomarker Ontology | Not Available |
---|
VMH ID | Not Available |
---|
Flavornet ID | 64-19-7 |
---|
GoodScent ID | rw1097191 |
---|
SuperScent ID | Not Available |
---|
Wikipedia ID | Acetic_acid |
---|
Phenol-Explorer Metabolite ID | Not Available |
---|
Duplicate IDS | Not Available |
---|
Old DFC IDS | Not Available |
---|
Associated Foods |
---|
Food | Content Range | Average | Reference |
---|
Food | | | Reference |
---|
|
Biological Effects and Interactions |
---|
Health Effects / Bioactivities | Descriptor | ID | Definition | Reference |
---|
Acidulant | 64047 | A substance that increases acidity, commonly used as a food additive. Biologically, it helps maintain pH balance. Therapeutically, acidulants have applications in managing digestive issues and nutrient absorption. Key medical uses include treating conditions like gastroesophageal reflux disease (GERD) and enhancing mineral absorption, particularly in patients with malabsorption disorders. | DUKE | Anti bacterial | 33282 | An agent that inhibits the growth of or destroys bacteria, playing a crucial role in preventing and treating infections. Therapeutically, it is used to combat bacterial infections, with key medical applications including treating pneumonia, tuberculosis, and skin infections, as well as preventing surgical site infections and sepsis. | DUKE | Anti otitic | 52217 | An agent that reduces inflammation and infection in the ear, commonly used to treat otitis media (middle ear infection) and other ear disorders, promoting hearing health and alleviating symptoms such as pain and discomfort. | DUKE | Anti-salmonella | 33282 | An agent that targets and eliminates Salmonella bacteria, reducing the risk of food poisoning and gastrointestinal infections. Therapeutically, it is used to treat salmonellosis, a disease caused by Salmonella infection, and to prevent outbreaks in high-risk individuals, such as those with weakened immune systems. | DUKE | Anti-vaginitic | 52217 | An agent that prevents or treats vaginal infections, reducing inflammation and promoting healthy vaginal flora. Therapeutically, it is used to manage vaginitis, relieving symptoms such as itching, burning, and discharge, and is commonly applied in gynecology to treat bacterial, fungal, or parasitic infections. | DUKE | Expectorant | 52217 | An agent that thins and loosens mucus, making it easier to cough up, reducing congestion. It aids in clearing respiratory tract secretions, commonly used to relieve coughs, colds, and bronchitis, promoting easier breathing and soothing irritated airways. | DUKE | Fungicide | 24127 | An agent that kills or inhibits the growth of fungi, playing a biological role in preventing fungal infections. Therapeutically, it is used to treat fungal diseases, with key medical applications including athlete's foot, ringworm, and candidiasis, as well as agricultural uses to protect crops from fungal damage. | DUKE | Keratitigenic | | A factor that promotes corneal wound healing and regeneration, playing a biological role in tissue repair. Therapeutically, it has applications in ophthalmology, particularly in treating corneal injuries and ulcers, and may be used to enhance graft survival in corneal transplants, promoting healthy tissue growth and vision restoration. | DUKE | Mucolytic | 77034 | An agent that breaks down mucus, reducing its viscosity and facilitating clearance. It plays a biological role in maintaining respiratory tract health. Therapeutically, mucolytics are used to manage respiratory conditions, such as chronic bronchitis, asthma, and cystic fibrosis, by loosening and clearing excess mucus. | DUKE | Osteolytic | | An agent that dissolves bone, particularly by removing calcium, playing a role in bone remodeling. Therapeutically, osteolytic agents are used to treat conditions like hypercalcemia and bone metastases. Medically, they are applied in managing diseases such as osteoporosis, Paget's disease, and certain cancers. | DUKE | Perfumery | 48318 | The art of creating fragrances, playing a biological role in emotional and sensory stimulation. Therapeutically, perfumery has applications in aromatherapy, reducing stress and anxiety. Key medical uses include mood enhancement, pain management, and promoting relaxation, with certain scents exhibiting anti-anxiety and anti-depressant properties. | DUKE | Pesticide | 25944 | An agent that kills or repels pests, playing a biological role in controlling insect, weed, and fungal populations. Therapeutically, pesticides have limited applications, but some are used to treat ectoparasitic infestations, such as lice and scabies. Key medical uses include topical treatments for head lice and scabies, highlighting their role in managing parasitic infections. | DUKE | Protisticide | | An agent that kills protozoans, used as a herbicide or in therapeutic applications to treat protozoan infections, with key medical uses including managing parasitic diseases and infections. | DUKE | Spermicide | | A contraceptive substance that destroys sperm, inserted vaginally prior to intercourse to prevent pregnancy, serving as a non-hormonal birth control method. | DUKE | Ulcerogenic | | An agent that causes the production of ulcers, often used to study gastrointestinal disease mechanisms. Its biological role involves disrupting mucosal defense, leading to ulcer formation. Therapeutically, understanding ulcerogenic agents informs the development of anti-ulcer medications. Key medical uses include researching gastric ulcer pathogenesis and testing potential treatments for ulcer prevention and healing. | DUKE | Verrucolytic | | An agent that treats verruca, a contagious foot wart, by breaking down the lesion, promoting healing, and reducing pain. Therapeutically, it's used to manage plantar warts, with key medical applications in podiatry and dermatology. | DUKE |
|
---|
Enzymes | Name | Gene Name | UniProt ID |
---|
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 |
|
---|
Pathways | |
---|
Metabolism | Not Available |
---|
Biosynthesis | Not Available |
---|
Organoleptic Properties |
---|
Flavours | Flavor | Citations |
---|
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.
|
|
---|
Files |
---|
MSDS | show |
---|
References |
---|
Synthesis Reference | Not Available |
---|
General Reference | Not Available |
---|
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.
|
---|