| Record Information |
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| Version | 1.0 |
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| Creation date | 2015-10-09 22:31:21 UTC |
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| Update date | 2017-01-19 02:36:28 UTC |
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| FoodComEx ID | PC000580 |
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| FoodDB Record | FDB022185 |
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| Chemical Information |
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| Name | L-2-Hydroxyglutaric acid |
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| Description | L-2-Hydroxyglutaric acid is a metabolite that accumulates in D-2-hydroxyglutaric aciduria (a neurometabolic disorder, OMIM 236792), and has been reported in multiple patients who have a clinical phenotype of progressive neurodegeneration with extrapyramidal and cerebellar signs, seizures, and spongiform changes in the white matter (OMIM 600721) and Spondyloenchondrodysplasia (OMIM 271550). [HMDB]. L-2-Hydroxyglutaric acid is found in many foods, some of which are bamboo shoots, highbush blueberry, walnut, and wild leek. |
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| CAS Number | 13095-48-2 |
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| Structure | |
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| Synonyms | | Synonym | Source |
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| (S)-2-Hydroxyglutarate | hmdb | | (S)-2-Hydroxyglutaric acid | hmdb | | (S)-a-Hydroxyglutarate | hmdb | | (S)-a-Hydroxyglutaric acid | hmdb | | (S)-alpha-Hydroxyglutarate | hmdb | | (S)-alpha-Hydroxyglutaric acid | hmdb | | 2-hydroxy-(S)-Pentanedioate | hmdb | | 2-hydroxy-(S)-Pentanedioic acid | hmdb | | 2-hydroxy-L-Glutarate | hmdb | | 2-hydroxy-L-Glutaric acid | hmdb | | L-2-Hydroxyglutarate | hmdb | | L-a-Hydroxyglutarate | hmdb | | L-a-Hydroxyglutaric acid | hmdb | | L-alpha-Hydroxyglutarate | hmdb | | L-alpha-Hydroxyglutaric acid | hmdb |
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| Chemical Formula | C5H8O5 |
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| IUPAC name | (2S)-2-hydroxypentanedioic acid |
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| InChI Identifier | InChI=1S/C5H8O5/c6-3(5(9)10)1-2-4(7)8/h3,6H,1-2H2,(H,7,8)(H,9,10)/t3-/m0/s1 |
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| InChI Key | HWXBTNAVRSUOJR-VKHMYHEASA-N |
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| Isomeric SMILES | [H][C@](O)(CCC(O)=O)C(O)=O |
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| Average Molecular Weight | 148.114 |
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| Monoisotopic Molecular Weight | 148.037173366 |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as short-chain hydroxy acids and derivatives. These are hydroxy acids with an alkyl chain the contains less than 6 carbon atoms. |
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| Kingdom | Organic compounds |
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| Super Class | Organic acids and derivatives |
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| Class | Hydroxy acids and derivatives |
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| Sub Class | Short-chain hydroxy acids and derivatives |
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| Direct Parent | Short-chain hydroxy acids and derivatives |
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| Alternative Parents | |
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| Substituents | - Short-chain hydroxy acid
- Fatty acid
- Monosaccharide
- Dicarboxylic acid or derivatives
- Alpha-hydroxy acid
- Secondary alcohol
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Alcohol
- Aliphatic acyclic compound
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| Molecular Framework | Aliphatic acyclic compounds |
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| External Descriptors | |
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| Physico-Chemical Properties - Experimental |
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| Property | Value | Reference |
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| Experimental logP | Not Available | |
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| Experimental Water Solubility | Not Available | |
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| Melting Point | Not Available | |
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| Foods of Origin |
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| Food | Content Range | Average | Reference |
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| Food | | | Reference |
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| Production Data |
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| Production Method | commercial |
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| Production Method Reference | Not Available |
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| Production Method Reference File | Not Available |
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| Quantity Available | Production upon request, up to 10 mg |
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| Delivery Time | Not Available |
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| Storage Form | solid |
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| Storage Conditions | -80°C |
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| Stability | Not Available |
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| Purity | Not Available |
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| Spectra |
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| Spectral Data Upon Request | Not Available |
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| Provider Information |
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| Commercial Vendors |
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| Cayman Chemical | 21123 |
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| Toronto Research Chemicals | H942603 |
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