Record Information |
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Version | 1.0 |
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Creation date | 2011-09-21 00:12:16 UTC |
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Update date | 2020-09-17 15:42:30 UTC |
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Primary ID | FDB022331 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Threonic acid |
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Description | Threonic acid also known as threonate, belongs to the class of organic compounds known as sugar acids. Sugar acids are compounds containing a saccharide unit which bears a carboxylic acid group. Threonic acid is a weak acid (based on its pKa). Threonic acid is derived from threose. The L-isomer is a metabolite of ascorbic acid (vitamin C). Threonic acid is probably derived from glycated proteins or from the degradation of ascorbic acid. It is a normal component is aqueous humour and blood (PMID: 10420182). One recent study suggested that because L-threonate inhibits DKK1 expression in vitro, it may have potential in the treatment of androgenic alopecia (PMID: 21034532). Threonic acid is a substrate of L-threonate 3-dehydrogenase (EC 1.1.1.129) in the ascorbate and aldarate metabolism pathway (KEGG). Threonate has also been found to be a microbial metabolite (PMID: 20615997). |
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CAS Number | 3909-12-4 |
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Structure | |
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Synonyms | Synonym | Source |
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Threonate | Generator | (R*,s*)-2,3,4-trihydroxy-butanoate | HMDB | (R*,s*)-2,3,4-trihydroxy-butanoic acid | HMDB | Threo-2,3,4-trihydroxybutyrate | HMDB | Threo-2,3,4-trihydroxybutyric acid | HMDB | Magnesium threonate | HMDB | Calcium threonate | HMDB | Threonic acid, (R-(r*,s*))-isomer | HMDB | 2,3,4-Trihydroxy-(threo)-butanoic acid | HMDB | Calcium L-threonate | HMDB | Threonic acid, (r*,r*)-isomer | HMDB | ClariMem | HMDB | L-TAMS compound | HMDB | L-Threonic acid magnesium salt | HMDB | MMFS-01 | HMDB | D-Threonate | HMDB | Threonic acid | MeSH | (R*,S*)-2,3,4-trihydroxy-Butanoate | hmdb | (R*,S*)-2,3,4-trihydroxy-Butanoic acid | hmdb | threo-2,3,4-Trihydroxybutyrate | hmdb | threo-2,3,4-Trihydroxybutyric acid | hmdb | threonate | hmdb |
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Predicted Properties | |
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Chemical Formula | C4H8O5 |
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IUPAC name | (2S,3R)-2,3,4-trihydroxybutanoic acid |
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InChI Identifier | InChI=1S/C4H8O5/c5-1-2(6)3(7)4(8)9/h2-3,5-7H,1H2,(H,8,9)/t2-,3+/m1/s1 |
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InChI Key | JPIJQSOTBSSVTP-GBXIJSLDSA-N |
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Isomeric SMILES | OC[C@@H](O)[C@H](O)C(O)=O |
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Average Molecular Weight | 136.1033 |
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Monoisotopic Molecular Weight | 136.037173366 |
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Classification |
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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
- Alpha-hydroxy acid
- Hydroxy acid
- Monosaccharide
- Fatty acid
- Secondary alcohol
- Polyol
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Alcohol
- Carbonyl group
- Primary alcohol
- Hydrocarbon derivative
- Organic oxide
- 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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Disposition | Source: Biological location: |
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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 | Solid | |
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Physical Description | Not Available | |
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Mass Composition | Not Available | |
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Melting Point | Not Available | |
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Boiling Point | Not Available | |
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Experimental Water Solubility | Not Available | |
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Experimental logP | Not Available | |
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Experimental pKa | Not Available | |
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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 | Not Available | |
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Refractive Index | Not Available | |
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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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GC-MS | Threonic acid, non-derivatized, GC-MS Spectrum | splash10-00kb-0930000000-5d71818cd6db7ec8d1ae | Spectrum | GC-MS | Threonic acid, non-derivatized, GC-MS Spectrum | splash10-00kb-0930000000-5d71818cd6db7ec8d1ae | Spectrum | Predicted GC-MS | Threonic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-08i0-9000000000-a6368075271779e24860 | Spectrum | Predicted GC-MS | Threonic acid, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-05i9-9135200000-540f14ba652277646ad0 | 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) | splash10-00kp-9400000000-65ee9acbf3bfc5e1217d | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-00l2-9100000000-530757fa85c48c04e4f7 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-014j-9100000000-0598e87e111f68c2e5ad | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , negative | splash10-004i-9200000000-091ade190af0ce52426c | 2020-07-21 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF 35V, negative | splash10-001i-0900000000-cb8ba6605d1dc85ddd48 | 2020-07-21 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-014r-1900000000-67a95eaf677d506929d7 | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-03di-9400000000-1a36117238ace5c088fe | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0r2d-9100000000-62efa9ebb51e5c537e84 | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-009l-9300000000-dd4e44912147d53588d4 | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0abc-9000000000-8f75a955a50587cab80c | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a4i-9000000000-5add1fb2e5ea1ab055d4 | 2017-09-01 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, 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 | 133224 |
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ChEMBL ID | Not Available |
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KEGG Compound ID | C01620 |
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Pubchem Compound ID | 151152 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 15908 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB00943 |
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CRC / DFC (Dictionary of Food Compounds) ID | Not Available |
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EAFUS ID | Not Available |
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Dr. Duke ID | Not Available |
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BIGG ID | 38497 |
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KNApSAcK ID | Not Available |
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HET ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | Not Available |
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SuperScent ID | Not Available |
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Wikipedia ID | Not Available |
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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 | Not Available |
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Enzymes | Not Available |
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Pathways | Not Available |
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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 | Not Available |
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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 | |
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