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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 | 2012-05-18 14:04:04 UTC |
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Update Date | 2019-01-11 19:32:58 UTC |
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HMDB ID | HMDB0013716 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Norvaline |
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Description | Norvaline is a non-proteinogenic branched-chain amino acid. It has previously been reported to be a natural component of an antifungal peptide of Bacillus subtilis. Norvaline and other modified branched chain amino acids have received attention in recent studies, as they appear to be incorporated in some recombinant proteins found in E. coli. Norvaline is an amino acid with the chemical formula C5H11NO2, isomeric with valine. This amino acid is often made synthetically. |
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Structure | |
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Synonyms | Value | Source |
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(R)-Norvaline | ChEBI | D-2-Aminovaleric acid | ChEBI | D-Ape | ChEBI | D-Nva | ChEBI | D-2-Aminovalerate | Generator | (.+-.)-norvaline | HMDB | (.+/-.)-norvaline | HMDB | 2-amino-DL-Valeric acid | HMDB | 2-Aminopentanoic acids | HMDB | 2-Aminovaleric acid | HMDB | 2-Aminovaleric acids | HMDB | alpha -DL-Aminopentanoic acid | HMDB | alpha-Aminopentanoic acid | HMDB | alpha-Aminovaleric acid | HMDB | alpha-DL-Aminopentanoic acid | HMDB | D-2-Aminopentanoic acid | HMDB | DL-2-Aminopentanoic acid | HMDB | DL-alpha -Aminovaleric acid | HMDB | DL-alpha-amino-N-Valenic acid | HMDB | DL-alpha-Aminovaleric acid | HMDB | DL-Norvaline | HMDB | Norvaline (acd/name 4.0) | HMDB | Norvalines | HMDB |
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Chemical Formula | C5H11NO2 |
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Average Molecular Weight | 117.1463 |
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Monoisotopic Molecular Weight | 117.078978601 |
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IUPAC Name | (2R)-2-aminopentanoic acid |
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Traditional Name | D-(-)-norvaline |
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CAS Registry Number | 760-78-1 |
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SMILES | CCC[C@@H](N)C(O)=O |
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InChI Identifier | InChI=1S/C5H11NO2/c1-2-3-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m1/s1 |
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InChI Key | SNDPXSYFESPGGJ-SCSAIBSYSA-N |
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Chemical Taxonomy |
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Description | This compound belongs to the class of organic compounds known as d-alpha-amino acids. These are alpha amino acids which have the D-configuration of the alpha-carbon atom. |
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Kingdom | Organic compounds |
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Super Class | Organic acids and derivatives |
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Class | Carboxylic acids and derivatives |
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Sub Class | Amino acids, peptides, and analogues |
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Direct Parent | D-alpha-amino acids |
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Alternative Parents | |
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Substituents | - D-alpha-amino acid
- Methyl-branched fatty acid
- Branched fatty acid
- Amino fatty acid
- Fatty acyl
- Fatty acid
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Hydrocarbon derivative
- Primary amine
- Organooxygen compound
- Organonitrogen compound
- Primary aliphatic amine
- Carbonyl group
- Amine
- 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 | Biological location: Source: |
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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 | 303 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 83.9 mg/mL at 25 °C | Not Available | LogP | Not Available | Not Available |
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Predicted Properties | |
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Spectra | |
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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 | Expected but not Quantified | | Not Available | Not Available | Normal | | details | Feces | Detected but not Quantified | | Adult (>18 years old) | Both | Normal | | details | Urine | Detected and Quantified | 0.02 umol/mmol creatinine | Adult (>18 years old) | Both | Normal | | details |
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Abnormal Concentrations |
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Feces | Detected but not Quantified | | Adult (>18 years old) | Both | Colorectal Cancer | | details | Feces | Detected but not Quantified | | Adult (>18 years old) | Both | Colorectal cancer | | details | Feces | Detected but not Quantified | | Adult (>18 years old) | Both | Colorectal cancer | | details |
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Associated Disorders and Diseases |
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Disease References | Colorectal cancer |
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- Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
- Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
- Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
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Associated OMIM IDs | |
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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 | 388660 |
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KEGG Compound ID | C01799 |
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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 | 439575 |
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PDB ID | Not Available |
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ChEBI ID | 28804 |
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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 | Not Available |
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