| Record Information |
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| Version | 2.0 |
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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. D-Ornithine was first documented in 1997 (PMID: 16844612). Based on a literature review a small amount of articles have been published on D-Ornithine (PMID: 12557027) (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 ]
- 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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