Record Information |
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Version | 1.0 |
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Created at | 2020-11-23 18:24:57 UTC |
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Updated at | 2021-08-12 19:51:37 UTC |
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NP-MRD ID | NP0002599 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | D-Ornithine |
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Provided By | BMRB |
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Description | D-Ornithine 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. In humans, D-ornithine is involved in the d-arginine and d-ornithine metabolism pathway. D-Ornithine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. D-Ornithine is found in Mus musculus. It was first documented in 1997 (PMID: 16844612). Based on a literature review a significant number of articles have been published on D-Ornithine (PMID: 12557027) (PMID: 17984079) (PMID: 16753325) (PMID: 9887380). |
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Structure | InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/t4-/m1/s1 |
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Synonyms | Value | Source |
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(R)-Ornithine | ChEBI | (2R)-2,5-Diaminopentanoate | HMDB | (2R)-2,5-Diaminopentanoic acid | HMDB | Ornithine | HMDB | Ornithine monoacetate, (L)-isomer | MeSH | Ornithine monohydrochloride, (D)-isomer | MeSH | Ornithine monohydrochloride, (DL)-isomer | MeSH | Ornithine phosphate (1:1), (L)-isomer | MeSH | Ornithine sulfate (1:1), (L)-isomer | MeSH | 2,5 Diaminopentanoic acid | MeSH | 2,5-Diaminopentanoic acid | MeSH | Ornithine dihydrochloride, (L)-isomer | MeSH | Ornithine hydrochloride, (D)-isomer | MeSH | Ornithine, (D)-isomer | MeSH | Ornithine, (L)-isomer | MeSH | Ornithine hydrochloride, (DL)-isomer | MeSH | Ornithine hydrochloride, (L)-isomer | MeSH | Ornithine monohydrobromide, (L)-isomer | MeSH | Ornithine, (DL)-isomer | MeSH |
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Chemical Formula | C5H12N2O2 |
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Average Mass | 132.1610 Da |
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Monoisotopic Mass | 132.08988 Da |
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IUPAC Name | (2R)-2,5-diaminopentanoic acid |
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Traditional Name | L-(-)-ornithine |
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CAS Registry Number | Not Available |
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SMILES | NCCC[C@@H](N)C(O)=O |
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InChI Identifier | InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/t4-/m1/s1 |
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InChI Key | AHLPHDHHMVZTML-SCSAIBSYSA-N |
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Experimental Spectra |
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| Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
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1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, experimental) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| Predicted Spectra |
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| Not Available | Chemical Shift Submissions |
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| Not Available | Species |
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Species of Origin | |
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Chemical Taxonomy |
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Description | 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
- Fatty acid
- Amino acid
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Amine
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Primary amine
- Organooxygen compound
- Organonitrogen compound
- Organic oxygen compound
- Primary aliphatic amine
- Organic nitrogen compound
- Carbonyl group
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | |
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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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General References | - Filho JC, Bergstrom J, Stehle P, Furst P: Simultaneous measurements of free amino acid patterns of plasma, muscle and erythrocytes in healthy human subjects. Clin Nutr. 1997 Dec;16(6):299-305. [PubMed:16844612 ]
- Mayer UM: [Hyperornithinaemia in patients with retinal dystrophy]. Ophthalmologe. 2003 Jan;100(1):55-61. [PubMed:12557027 ]
- Ulrich EL, Akutsu H, Doreleijers JF, Harano Y, Ioannidis YE, Lin J, Livny M, Mading S, Maziuk D, Miller Z, Nakatani E, Schulte CF, Tolmie DE, Kent Wenger R, Yao H, Markley JL: BioMagResBank. Nucleic Acids Res. 2008 Jan;36(Database issue):D402-8. doi: 10.1093/nar/gkm957. Epub 2007 Nov 4. [PubMed:17984079 ]
- Deignan JL, Livesay JC, Yoo PK, Goodman SI, O'Brien WE, Iyer RK, Cederbaum SD, Grody WW: Ornithine deficiency in the arginase double knockout mouse. Mol Genet Metab. 2006 Sep-Oct;89(1-2):87-96. doi: 10.1016/j.ymgme.2006.04.007. Epub 2006 Jun 5. [PubMed:16753325 ]
- Lauteala T, Mykkanen J, Sperandeo MP, Gasparini P, Savontaus ML, Simell O, Andria G, Sebastio G, Aula P: Genetic homogeneity of lysinuric protein intolerance. Eur J Hum Genet. 1998 Nov-Dec;6(6):612-5. doi: 10.1038/sj.ejhg.5200236. [PubMed:9887380 ]
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