| Record Information |
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| Version | 5.0 |
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| Status | Detected but not Quantified |
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| Creation Date | 2021-09-11 08:53:24 UTC |
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| Update Date | 2021-09-26 23:03:34 UTC |
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| HMDB ID | HMDB0251527 |
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| Secondary Accession Numbers | None |
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| Metabolite Identification |
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| Common Name | DL-Norvaline |
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| Description | Norvaline, also known as Nva or 2-aminovalerate, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Norvaline is found, on average, in the highest concentration within blackcurrants (Ribes nigrum). Norvaline has also been detected, but not quantified in, several different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), common buckwheats (Fagopyrum esculentum), and domestic pigs (Sus scrofa domestica). This could make norvaline a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Norvaline. This compound has been identified in human blood as reported by (PMID: 31557052 ). Dl-norvaline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically DL-Norvaline is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources. |
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| Structure | InChI=1S/C5H11NO2/c1-2-3-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8) |
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| Synonyms | | Value | Source |
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| 2-Aminopentanoic acids | ChEBI | | 2-Aminovaleric acid | ChEBI | | 2-Aminovaleric acids | ChEBI | | alpha-Aminopentanoic acid | ChEBI | | alpha-Aminovaleric acid | ChEBI | | alpha-DL-Aminopentanoic acid | ChEBI | | DL-alpha-Aminovaleric acid | ChEBI | | DL-Norvaline | ChEBI | | Norvalines | ChEBI | | Nva | ChEBI | | 2-Aminovalerate | Generator | | a-Aminopentanoate | Generator | | a-Aminopentanoic acid | Generator | | alpha-Aminopentanoate | Generator | | Α-aminopentanoate | Generator | | Α-aminopentanoic acid | Generator | | a-Aminovalerate | Generator | | a-Aminovaleric acid | Generator | | alpha-Aminovalerate | Generator | | Α-aminovalerate | Generator | | Α-aminovaleric acid | Generator | | a-DL-Aminopentanoate | Generator | | a-DL-Aminopentanoic acid | Generator | | alpha-DL-Aminopentanoate | Generator | | Α-DL-aminopentanoate | Generator | | Α-DL-aminopentanoic acid | Generator | | DL-a-Aminovalerate | Generator | | DL-a-Aminovaleric acid | Generator | | DL-alpha-Aminovalerate | Generator | | DL-Α-aminovalerate | Generator | | DL-Α-aminovaleric acid | Generator | | Norvaline, (DL)-isomer | MeSH |
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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 | 2-aminopentanoic acid |
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| Traditional Name | Nva |
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| CAS Registry Number | Not Available |
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| SMILES | CCCC(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) |
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| InChI Key | SNDPXSYFESPGGJ-UHFFFAOYSA-N |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). |
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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 | Alpha amino acids |
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| Alternative Parents | |
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| Substituents | - Alpha-amino acid
- Branched fatty acid
- Methyl-branched fatty acid
- Fatty acid
- Fatty acyl
- Amino acid
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Organopnictogen compound
- Primary amine
- Organooxygen compound
- Organonitrogen compound
- Organic nitrogen compound
- Primary aliphatic amine
- Carbonyl group
- Organic oxygen compound
- Amine
- Organic oxide
- Hydrocarbon derivative
- 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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| Physiological effect | Not Available |
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| Disposition | |
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| Process | Not Available |
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| Role | Not Available |
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| Physical Properties |
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| State | Not Available |
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| Experimental Molecular 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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| Experimental Chromatographic Properties | Not Available |
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| Predicted Molecular Properties | |
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| Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Retention Times Underivatized| Chromatographic Method | Retention Time | Reference |
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| Predicted by Siyang on May 30, 2022 | 9.6661 minutes | 33406817 | | Predicted by Siyang using ReTip algorithm on June 8, 2022 | 5.76 minutes | 32390414 |
Predicted Kovats Retention IndicesDerivatized| Derivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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| DL-Norvaline,2TMS,isomer #1 | CCCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C | 1245.9 | Semi standard non polar | 33892256 | | DL-Norvaline,2TMS,isomer #1 | CCCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C | 1274.2 | Standard non polar | 33892256 | | DL-Norvaline,2TMS,isomer #1 | CCCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C | 1366.3 | Standard polar | 33892256 | | DL-Norvaline,2TMS,isomer #2 | CCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C | 1410.5 | Semi standard non polar | 33892256 | | DL-Norvaline,2TMS,isomer #2 | CCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C | 1319.2 | Standard non polar | 33892256 | | DL-Norvaline,2TMS,isomer #2 | CCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C | 1555.4 | Standard polar | 33892256 | | DL-Norvaline,3TMS,isomer #1 | CCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C | 1470.2 | Semi standard non polar | 33892256 | | DL-Norvaline,3TMS,isomer #1 | CCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C | 1384.2 | Standard non polar | 33892256 | | DL-Norvaline,3TMS,isomer #1 | CCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C | 1395.5 | Standard polar | 33892256 | | DL-Norvaline,1TBDMS,isomer #2 | CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O | 1446.0 | Semi standard non polar | 33892256 | | DL-Norvaline,1TBDMS,isomer #2 | CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O | 1367.6 | Standard non polar | 33892256 | | DL-Norvaline,1TBDMS,isomer #2 | CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O | 1770.9 | Standard polar | 33892256 | | DL-Norvaline,2TBDMS,isomer #1 | CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 1674.2 | Semi standard non polar | 33892256 | | DL-Norvaline,2TBDMS,isomer #1 | CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 1672.0 | Standard non polar | 33892256 | | DL-Norvaline,2TBDMS,isomer #1 | CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 1676.8 | Standard polar | 33892256 | | DL-Norvaline,2TBDMS,isomer #2 | CCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 1817.7 | Semi standard non polar | 33892256 | | DL-Norvaline,2TBDMS,isomer #2 | CCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 1728.9 | Standard non polar | 33892256 | | DL-Norvaline,2TBDMS,isomer #2 | CCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 1773.1 | Standard polar | 33892256 | | DL-Norvaline,3TBDMS,isomer #1 | CCCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2107.1 | Semi standard non polar | 33892256 | | DL-Norvaline,3TBDMS,isomer #1 | CCCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2002.7 | Standard non polar | 33892256 | | DL-Norvaline,3TBDMS,isomer #1 | CCCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 1809.4 | Standard polar | 33892256 |
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