| Record Information |
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| Version | 1.0 |
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| Creation date | 2015-10-09 22:33:41 UTC |
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| Update date | 2017-01-19 02:36:43 UTC |
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| FoodComEx ID | PC000988 |
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| FoodDB Record | FDB021947 |
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| Chemical Information |
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| Name | 2-Hydroxyadipic acid |
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| Description | 2-Hydroxyadipic acid is a hydroxy-dicarboxylic acid formed by the reduction of 2-ketoadipic acid. Deficiency of 2-ketoadipic dehydrogenase causes 2-ketoadipic acidemia (OMIM 245130), a condition characterized by accumulation and excretion of 2-hydroxyadipic acid (with 2-ketoadipic and 2-aminoadipic) probably without adverse phenotypic effects.(OMMBID - The Metabolic and Molecular Bases of Inherited Disease, CH.95). A method involving derivatization and combined gas chromatography--mass spectrometry has been recently developed to separate the enantiomers of 3-hydroxyadipic acid (PMID: 3980660). It has been shown that 3-hydroxyadipic acid excreted in urine consists of at least 95% of the L-enantiomer. This finding supports the hypothesis that dicarboxylic acids are degraded by ordinary beta-oxidation, and indicates that adipic acid may be converted into succinic acid. (PMID: 3980660) [HMDB] |
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| CAS Number | 18294-85-4 |
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| Structure | |
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| Synonyms | | Synonym | Source |
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| 2-hydroxy-adipate | hmdb | | 2-hydroxy-adipic acid | hmdb | | 2-hydroxy-hexanedioate | hmdb | | 2-hydroxy-hexanedioic acid | hmdb | | 2-Hydroxyadipate | hmdb | | 2-Hydroxyadipic acid | hmdb | | 2-Hydroxyhexanedioate | hmdb | | 2-Hydroxyhexanedioic acid | hmdb | | 2,3,4-Trideoxyhexarate | hmdb | | 2,3,4-Trideoxyhexaric acid | hmdb | | a-Hydroxyadipate | hmdb | | a-Hydroxyadipic acid | hmdb | | alpha-Hydroxyadipate | hmdb | | alpha-Hydroxyadipic acid | hmdb | | DL-2-Hydroxyadipate | hmdb | | DL-2-Hydroxyadipic acid | hmdb |
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| Chemical Formula | C6H10O5 |
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| IUPAC name | 2-hydroxyhexanedioic acid |
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| InChI Identifier | InChI=1S/C6H10O5/c7-4(6(10)11)2-1-3-5(8)9/h4,7H,1-3H2,(H,8,9)(H,10,11) |
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| InChI Key | OTTXIFWBPRRYOG-UHFFFAOYSA-N |
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| Isomeric SMILES | OC(CCCC(O)=O)C(O)=O |
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| Average Molecular Weight | 162.1406 |
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| Monoisotopic Molecular Weight | 162.05282343 |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. |
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| Kingdom | Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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| Class | Fatty Acyls |
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| Sub Class | Fatty acids and conjugates |
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| Direct Parent | Medium-chain fatty acids |
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| Alternative Parents | |
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| Substituents | - Medium-chain fatty acid
- Hydroxy fatty acid
- Monosaccharide
- Hydroxy acid
- Dicarboxylic acid or derivatives
- Alpha-hydroxy acid
- Secondary alcohol
- Carboxylic acid
- Carboxylic acid derivative
- Hydrocarbon derivative
- Organic oxygen compound
- Organooxygen compound
- Alcohol
- Carbonyl group
- Organic oxide
- 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 20 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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| AKSci | 9582AA |
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