| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 22:20:06 UTC |
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| Update Date | 2020-06-04 20:52:42 UTC |
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| BMDB ID | BMDB0000142 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | Formic acid |
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| Description | Formic acid, also known as formate or ameisensaeure, 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. Formic acid exists as a liquid, possibly soluble (in water), and a weakly acidic compound (based on its pKa) molecule. Formic acid exists in all living species, ranging from bacteria to humans. |
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| Structure | |
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| Synonyms | | Value | Source |
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| Acide formique | ChEBI | | Ameisensaeure | ChEBI | | Aminic acid | ChEBI | | Bilorin | ChEBI | | Formylic acid | ChEBI | | H-COOH | ChEBI | | HCO2H | ChEBI | | HCOOH | ChEBI | | Hydrogen carboxylic acid | ChEBI | | Methanoic acid | ChEBI | | Methoic acid | ChEBI | | Aminate | Generator | | Formylate | Generator | | Hydrogen carboxylate | Generator | | Methanoate | Generator | | Methoate | Generator | | Formate | Generator | | Add-F | HMDB | | Ameisensaure | HMDB | | Collo-bueglatt | HMDB | | Collo-didax | HMDB | | Formira | HMDB | | Formisoton | HMDB | | Methanoic acid monomer | HMDB | | Myrmicyl | HMDB | | Sodium formate | HMDB | | Sybest | HMDB | | Wonderbond hardener m 600l | HMDB | | Calcium formate | HMDB | | Cobalt(II) formate dihydrate | HMDB | | Formic acid, aluminum salt | HMDB | | Formic acid, copper salt | HMDB | | Formic acid, cromium (+3) salt | HMDB | | Lithium formate | HMDB | | Ammonium formate | HMDB | | Formic acid, ammonium (4:1) salt | HMDB | | Formic acid, ammonium salt | HMDB | | Formic acid, calcium salt | HMDB | | Formic acid, copper (+2) salt | HMDB | | Formic acid, lead (+2) salt | HMDB | | Formic acid, lead salt | HMDB | | Formic acid, nickel salt | HMDB | | Formic acid, potassium salt | HMDB | | Formic acid, strontium salt | HMDB | | Mafusol | HMDB | | Ammonium tetraformate | HMDB | | Formic acid, 14C-labeled | HMDB | | Formic acid, cobalt (+2) salt | HMDB | | Formic acid, copper, ammonium salt | HMDB | | Formic acid, sodium salt | HMDB | | Formic acid, sodium salt, 14C-labeled | HMDB | | Formic acid, ammonium (2:1) salt | HMDB | | Formic acid, cadmium salt | HMDB | | Formic acid, cesium salt | HMDB | | Formic acid, copper, nickel salt | HMDB | | Formic acid, cromium (+3), sodium (4:1:1) salt | HMDB | | Formic acid, lithium salt | HMDB | | Formic acid, magnesium salt | HMDB | | Formic acid, nickel (+2) salt | HMDB | | Formic acid, rubidium salt | HMDB | | Formic acid, sodium salt, 13C-labeled | HMDB | | Formic acid, thallium (+1) salt | HMDB | | Formic acid, zinc salt | HMDB | | Nickel formate dihydrate | HMDB | | Aluminum formate | HMDB | | Potassium formate | HMDB | | Strontium formate | HMDB | | Lead formate | HMDB | | Nickel formate | HMDB | | Chromic formate | HMDB | | Cobaltous formate | HMDB | | Cupric formate | HMDB | | Magnesium formate | HMDB | | Zinc formate | HMDB |
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| Chemical Formula | CH2O2 |
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| Average Molecular Weight | 46.0254 |
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| Monoisotopic Molecular Weight | 46.005479308 |
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| IUPAC Name | formic acid |
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| Traditional Name | formic acid |
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| CAS Registry Number | 64-18-6 |
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| SMILES | OC=O |
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| InChI Identifier | InChI=1S/CH2O2/c2-1-3/h1H,(H,2,3) |
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| InChI Key | BDAGIHXWWSANSR-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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| Ontology |
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| Status | Detected and Quantified |
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| Origin | |
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| Biofunction | Not Available |
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| Application | Not Available |
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| Cellular locations | - Cytoplasm
- Endoplasmic reticulum
- Mitochondria
- Nucleus
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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 | 8.4 °C | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | 1000.0 mg/mL | Not Available | | LogP | -0.54 | HANSCH,C ET AL. (1995) |
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| Predicted Properties | |
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| Spectra |
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| Spectra | |
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| Biological Properties |
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| Cellular Locations | - Cytoplasm
- Endoplasmic reticulum
- Mitochondria
- Nucleus
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| Biospecimen Locations | - Blood
- Brain
- Epidermis
- Fibroblasts
- Kidney
- Liver
- Longissimus Thoracis Muscle
- Milk
- Muscle
- Neuron
- Pancreas
- Ruminal Fluid
- Semimembranosus Muscle
- Testis
- Urine
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| Pathways | |
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| Normal Concentrations |
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| Blood | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Blood | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Blood | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Blood | Detected and Quantified | 78 +/- 12 uM | Not Specified | Not Specified | Normal | | details | | Blood | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Brain | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Epidermis | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Fibroblasts | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Kidney | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Liver | Detected and Quantified | 1686 +/- 209 nmol/g of tissue | Not Specified | Not Specified | Normal | | details | | Longissimus Thoracis Muscle | Detected and Quantified | 533 +/- 316 nmol/g of tissue | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 15.9 (3.3 - 24) uM | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 117.40 +/- 1.66 uM | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 12.9 (1.9 - 28) uM | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 17.7 (4.3 - 46) uM | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 160 (103 - 380) uM | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 15 +/- 1 uM | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 16 +/- 1 uM | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 15.6 +/- 0.3 uM | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 16 +/- 1 uM | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 116.44 +/- 1.93 uM | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 115.20 +/- 2.75 uM | Not Specified | Not Specified | Normal | | details | | Milk | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Muscle | Detected and Quantified | 110 nmol/g of tissue | Not Specified | Not Specified | Normal | | details | | Neuron | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Pancreas | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected and Quantified | 160 +/- 46 uM | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected and Quantified | 60-655 uM | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected and Quantified | 110-123 uM | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected and Quantified | 337 uM | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected and Quantified | 320 uM | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected and Quantified | 258 uM | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected and Quantified | 321 uM | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected and Quantified | 20 +/- 4 uM | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected and Quantified | 159.7 +/- 45.8 uM | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected and Quantified | 162.9 uM | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected and Quantified | 158.8 uM | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected and Quantified | 275.7 uM | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected and Quantified | 159.7 uM | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected and Quantified | 163 +/- 33 uM | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected and Quantified | 160 +/- 45 uM | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected and Quantified | 276 +/- 104 uM | Not Specified | Not Specified | Normal | | details | | Semimembranosus Muscle | Detected and Quantified | 723 +/- 184 nmol/g of tissue | Not Specified | Not Specified | Normal | | details | | Testis | Detected and Quantified | 823 +/- 240 nmol/g of tissue | Not Specified | Not Specified | Normal | | details | | Urine | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details |
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| Abnormal Concentrations |
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| Blood | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | All Mycobacterium avium subsp. paratuberculosis-infected | | details | | Blood | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | High dose Mycobacterium avium subsp. paratuberculosis-infected | | details | | Blood | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Low dose Mycobacterium avium subsp. paratuberculosis-infected | | details | | Ruminal Fluid | Detected and Quantified | 275.71 +/- 294.47 uM | Not Specified | Not Specified | Rumen acidosis | | details |
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| External Links |
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| HMDB ID | HMDB0000142 |
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| DrugBank ID | DB01942 |
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| Phenol Explorer Compound ID | Not Available |
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| FooDB ID | FDB012804 |
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| KNApSAcK ID | C00001182 |
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| Chemspider ID | Not Available |
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| KEGG Compound ID | C00058 |
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| BioCyc ID | FORMATE |
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| BiGG ID | Not Available |
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| Wikipedia Link | Formic_acid |
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| METLIN ID | Not Available |
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| PubChem Compound | 284 |
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| PDB ID | Not Available |
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| ChEBI ID | 30751 |
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| References |
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| Synthesis Reference | Finholt, Albert E.; Jacobson, Eugene C. The reduction of carbon dioxide to formic acid with lithium aluminum hydride. Journal of the American Chemical Society (1952), 74 3943-4. |
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| Material Safety Data Sheet (MSDS) | Not Available |
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| General References | - 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 ]
- 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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