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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 | 2014-04-11 22:16:54 UTC |
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Update Date | 2019-10-24 15:25:51 UTC |
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HMDB ID | HMDB0061652 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 3-Hydroxyhexanoic acid |
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Description | 3-Hydroxyhexanoic acid (CAS: 10191-24-9) is a hydroxy fatty acid. In humans, fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. |
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Structure | |
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Synonyms | Value | Source |
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(S)-3-Hydroxyhexanoate | Generator | (3S)-3-Hydroxyhexanoate | HMDB | (3S)-3-Hydroxyhexanoic acid | HMDB | (S)-3-Hydroxycaproate | HMDB | (S)-3-Hydroxycaproic acid | HMDB | (S)-3-Hydroxyhexanoic acid | HMDB | (±)-3-Hydroxyhexanoate | HMDB | (±)-3-Hydroxyhexanoic acid | HMDB | 3-Hydroxycaproate | HMDB | 3-Hydroxycaproic acid | HMDB | 3-Hydroxyhexanoate | HMDB | 3-Hydroxyhexanoic acid | HMDB | FA(6:0(3-OH)) | HMDB | FA(6:0(3S-OH)) | HMDB | beta-Hydroxy-n-caproate | HMDB | beta-Hydroxy-n-caproic acid | HMDB | beta-Hydroxycaproate | HMDB | beta-Hydroxycaproic acid | HMDB | beta-Hydroxyhexanoate | HMDB | beta-Hydroxyhexanoic acid | HMDB | β-Hydroxy-n-caproate | HMDB | β-Hydroxy-n-caproic acid | HMDB | β-Hydroxycaproate | HMDB | β-Hydroxycaproic acid | HMDB | β-Hydroxyhexanoate | HMDB | β-Hydroxyhexanoic acid | HMDB |
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Chemical Formula | C6H12O3 |
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Average Molecular Weight | 132.159 |
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Monoisotopic Molecular Weight | 132.078644246 |
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IUPAC Name | (3S)-3-hydroxyhexanoic acid |
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Traditional Name | (S)-3-hydroxyhexanoic acid |
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CAS Registry Number | 66997-60-2 |
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SMILES | CCC[C@H](O)CC(O)=O |
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InChI Identifier | InChI=1S/C6H12O3/c1-2-3-5(7)4-6(8)9/h5,7H,2-4H2,1H3,(H,8,9)/t5-/m0/s1 |
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InChI Key | HPMGFDVTYHWBAG-YFKPBYRVSA-N |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain. |
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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 | Medium-chain hydroxy acids and derivatives |
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Direct Parent | Medium-chain hydroxy acids and derivatives |
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Alternative Parents | |
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Substituents | - Medium-chain hydroxy acid
- Medium-chain fatty acid
- Beta-hydroxy acid
- Hydroxy fatty acid
- Fatty acyl
- Fatty acid
- Secondary alcohol
- Carboxylic acid derivative
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Organic oxide
- Alcohol
- Carbonyl group
- Hydrocarbon derivative
- Organic oxygen compound
- Organooxygen compound
- 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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Not Available | Physical Properties |
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State | Not Available |
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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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| Not Available |
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Biological Properties |
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Cellular Locations | Not Available |
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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 | Detected and Quantified | 20 uM | Adult (>18 years old) | Male | Normal | | details | Feces | Detected but not Quantified | | Adult (>18 years old) | Both | Normal | | details | Feces | Detected but not Quantified | | Adult (>18 years old) | Both | Normal | | details |
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Abnormal Concentrations |
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Blood | Detected and Quantified | 6-510 uM | Children (1-13 years old) | Male | 3-Hydroxy-3-Methylglutaryl-CoA Synthase Deficiency | | details | Feces | Detected but not Quantified | | Adult (>18 years old) | Both | Metastatic melanoma | | details | Urine | Detected but not Quantified | | Adult (>18 years old) | Both | Bladder cancer | | details |
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Associated Disorders and Diseases |
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Disease References | 3-Hydroxy-3-Methylglutaryl-CoA Synthase Deficiency |
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- Thompson GN, Hsu BY, Pitt JJ, Treacy E, Stanley CA: Fasting hypoketotic coma in a child with deficiency of mitochondrial 3-hydroxy-3-methylglutaryl-CoA synthase. N Engl J Med. 1997 Oct 23;337(17):1203-7. doi: 10.1056/NEJM199710233371704. [PubMed:9337379 ]
| Metastatic melanoma |
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- Frankel AE, Coughlin LA, Kim J, Froehlich TW, Xie Y, Frenkel EP, Koh AY: Metagenomic Shotgun Sequencing and Unbiased Metabolomic Profiling Identify Specific Human Gut Microbiota and Metabolites Associated with Immune Checkpoint Therapy Efficacy in Melanoma Patients. Neoplasia. 2017 Oct;19(10):848-855. doi: 10.1016/j.neo.2017.08.004. Epub 2017 Sep 15. [PubMed:28923537 ]
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Associated OMIM IDs | - 605911 (3-Hydroxy-3-Methylglutaryl-CoA Synthase Deficiency)
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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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FoodDB ID | Not Available |
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KNApSAcK ID | Not Available |
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Chemspider ID | Not Available |
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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 | Not Available |
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PubChem Compound | 11829482 |
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PDB ID | Not Available |
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ChEBI ID | 37049 |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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References |
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Synthesis Reference | Not Available |
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Material Safety Data Sheet (MSDS) | Not Available |
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General References | - The AOCS Lipid Library [Link]
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