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Record Information |
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Version | 4.0 |
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Status | Detected and Quantified |
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Creation Date | 2005-11-16 15:48:42 UTC |
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Update Date | 2020-02-26 21:22:15 UTC |
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HMDB ID | HMDB0000498 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 4-Deoxyerythronic acid |
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Description | 4-Deoxyerythronic acid, also known as 2,3-dihydroxybutanoic acid, belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group. 4-Deoxyerythronic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). 4-Deoxyerythronic acid exists in all living organisms, ranging from bacteria to humans. |
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Structure | |
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Synonyms | Value | Source |
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4-Deoxyerythronate | Generator | (+/-)-erythro-2,3-dihydroxybutyric acid | HMDB | (R*,r*)-2,3-dihydroxy-butanoate | HMDB | (R*,r*)-2,3-dihydroxy-butanoic acid | HMDB | (R*,r*)-2,3-dihydroxybutanoate | HMDB | (R*,r*)-2,3-dihydroxybutanoic acid | HMDB | (R*,s*)-2,3-dihydroxybutanoate | HMDB | (R*,s*)-2,3-dihydroxybutanoic acid | HMDB | 2,3-Dihydroxybutanoic acid | HMDB | 2,3-Erythro-dihydroxybutyrate | HMDB | 2,3-Erythro-dihydroxybutyric acid | HMDB | 4-Deoxy-erythronate | HMDB | 4-Deoxy-erythronic acid | HMDB | 4-Deoxytetronic acid | HMDB | Erythro-2,3-dihydroxybutyric acid | HMDB | (2R,3R)-2,3-Dihydroxybutanoate | HMDB |
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Chemical Formula | C4H8O4 |
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Average Molecular Weight | 120.1039 |
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Monoisotopic Molecular Weight | 120.042258744 |
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IUPAC Name | (2R,3R)-2,3-dihydroxybutanoic acid |
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Traditional Name | 4-deoxyerythronic acid |
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CAS Registry Number | 759-06-8 |
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SMILES | C[C@@H](O)[C@@H](O)C(O)=O |
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InChI Identifier | InChI=1S/C4H8O4/c1-2(5)3(6)4(7)8/h2-3,5-6H,1H3,(H,7,8)/t2-,3-/m1/s1 |
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InChI Key | LOUGYXZSURQALL-PWNYCUMCSA-N |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group. |
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Kingdom | Organic compounds |
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Super Class | Organic oxygen compounds |
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Class | Organooxygen compounds |
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Sub Class | Carbohydrates and carbohydrate conjugates |
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Direct Parent | Sugar acids and derivatives |
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Alternative Parents | |
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Substituents | - Beta-hydroxy acid
- Short-chain hydroxy acid
- Sugar acid
- Monosaccharide
- Hydroxy acid
- Alpha-hydroxy acid
- Fatty acid
- Secondary alcohol
- 1,2-diol
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Alcohol
- Carbonyl group
- Hydrocarbon derivative
- Organic oxide
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Disposition | Source: Biological location: |
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Physical Properties |
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State | Solid |
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Experimental Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Predicted Properties | |
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Spectra |
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| Spectrum Type | Description | Splash Key | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-002g-9000000000-4f8b3914e68986e2fc76 | Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive | splash10-01b9-7594000000-41795a8299b4ed9a75dc | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0uk9-4900000000-e93ff8f7aad0f2c8fdea | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0udr-9600000000-db7b2d4f0f4a450600e4 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0a4r-9000000000-c6f2a60b94ceef71fa3a | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-016r-9700000000-1e769b015c5e815e5fd1 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-05di-9200000000-320d571457b8c5b1a0ac | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0ab9-9000000000-222ebdab55908e04bc53 | Spectrum |
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Biological Properties |
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Cellular Locations | |
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Biospecimen Locations | |
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Tissue Locations | Not Available |
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Pathways | |
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Normal Concentrations |
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Blood | Expected but not Quantified | Not Quantified | Not Available | Not Available | Normal | | details | Urine | Detected and Quantified | 5.0 +/- 3.0 umol/mmol creatinine | Adult (>18 years old) | Both | Normal | | details |
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Abnormal Concentrations |
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Urine | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Bladder cancer | | details |
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Associated Disorders and Diseases |
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Disease References | None |
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Associated OMIM IDs | None |
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External Links |
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DrugBank ID | Not Available |
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Phenol Explorer Compound ID | Not Available |
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FooDB ID | FDB022077 |
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KNApSAcK ID | Not Available |
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Chemspider ID | 17215960 |
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KEGG Compound ID | Not Available |
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BioCyc ID | Not Available |
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BiGG ID | Not Available |
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Wikipedia Link | Not Available |
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METLIN ID | 5484 |
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PubChem Compound | 13120901 |
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PDB ID | Not Available |
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ChEBI ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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MarkerDB ID | |
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References |
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Synthesis Reference | Owen, L. N. Oxygenation of crotonaldehyde. Journal of the Chemical Society (1943), 563-8. |
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Material Safety Data Sheet (MSDS) | Not Available |
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General References | - Kassel DB, Martin M, Schall W, Sweeley CC: Urinary metabolites of L-threonine in type 1 diabetes determined by combined gas chromatography/chemical ionization mass spectrometry. Biomed Environ Mass Spectrom. 1986 Oct;13(10):535-40. [PubMed:2947647 ]
- Bultitude FW, Newham SJ: Identification of some abnormal metabolites in plasma from uremic subjects. Clin Chem. 1975 Aug;21(9):1329-34. [PubMed:1149237 ]
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