Record Information |
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Version | 1.0 |
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Created at | 2020-04-17 19:09:49 UTC |
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Updated at | 2022-12-13 23:36:25 UTC |
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CannabisDB ID | CDB005105 |
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Secondary Accession Numbers | Not Available |
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Cannabis Compound Identification |
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Common Name | Ornithine |
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Description | Ornithine, also known as (S)-ornithine, belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. Ornithine is a drug which is used for nutritional supplementation, also for treating dietary shortage or imbalance. it has been claimed that ornithine improves athletic performance, has anabolic effects, has wound-healing effects, and is immuno-enhancing. Ornithine is a very strong basic compound (based on its pKa). Ornithine exists in all living species, ranging from bacteria to humans. Within humans, ornithine participates in a number of enzymatic reactions. In particular, carbamoyl phosphate and ornithine can be converted into citrulline; which is mediated by the enzyme ornithine carbamoyltransferase, mitochondrial. In addition, ornithine and urea can be biosynthesized from L-arginine; which is mediated by the enzyme arginase-1. In humans, ornithine is involved in the metabolic disorder called argininemia. Outside of the human body, Ornithine has been detected, but not quantified in, several different foods, such as lemon thymes, black elderberries, tronchuda cabbages, black mulberries, and bilberries. This could make ornithine a potential biomarker for the consumption of these foods. Ornithine is a potentially toxic compound. Ornithine, with regard to humans, has been found to be associated with several diseases such as ulcerative colitis, myopathy, lactic acidosis, and sideroblastic anemia 1, and perillyl alcohol administration for cancer treatment; ornithine has also been linked to several inborn metabolic disorders including hyperdibasic aminoaciduria I and ornithine transcarbamylase deficiency. An optically active form of ornithine having L-configuration. Ornithine is expected to be in Cannabis as all living plants are known to produce and metabolize it. |
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Structure | |
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Synonyms | Value | Source |
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(S)-2,5-Diaminopentanoate | ChEBI | (S)-2,5-Diaminopentanoic acid | ChEBI | (S)-2,5-Diaminovaleric acid | ChEBI | (S)-alpha,delta-Diaminovaleric acid | ChEBI | (S)-Ornithine | ChEBI | (S)-2,5-Diaminovalerate | Generator | (S)-a,delta-Diaminovalerate | Generator | (S)-a,delta-Diaminovaleric acid | Generator | (S)-alpha,delta-Diaminovalerate | Generator | (S)-Α,δ-diaminovalerate | Generator | (S)-Α,δ-diaminovaleric acid | Generator | (S)-a,Δ-diaminovalerate | HMDB | (S)-a,Δ-diaminovaleric acid | HMDB | (+)-S-Ornithine | HMDB | (S)-a,D-Diaminovalerate | HMDB | (S)-a,D-Diaminovaleric acid | HMDB | 5-Amino-L-norvaline | HMDB | L-(-)-Ornithine | HMDB | L-Ornithine | HMDB | 2,5-Diaminopentanoic acid | HMDB | Ornithine dihydrochloride, (L)-isomer | HMDB | Ornithine hydrochloride, (D)-isomer | HMDB | Ornithine, (D)-isomer | HMDB | Ornithine, (L)-isomer | HMDB | 2,5 Diaminopentanoic acid | HMDB | Ornithine monoacetate, (L)-isomer | HMDB | Ornithine monohydrochloride, (D)-isomer | HMDB | Ornithine monohydrochloride, (DL)-isomer | HMDB | Ornithine phosphate (1:1), (L)-isomer | HMDB | Ornithine sulfate (1:1), (L)-isomer | HMDB | Ornithine hydrochloride, (DL)-isomer | HMDB | Ornithine hydrochloride, (L)-isomer | HMDB | Ornithine monohydrobromide, (L)-isomer | HMDB | Ornithine, (DL)-isomer | HMDB |
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Chemical Formula | C5H12N2O2 |
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Average Molecular Weight | 132.16 |
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Monoisotopic Molecular Weight | 132.0899 |
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IUPAC Name | (2S)-2,5-diaminopentanoic acid |
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Traditional Name | ornithine |
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CAS Registry Number | 25104-12-5 |
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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-/m0/s1 |
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InChI Key | AHLPHDHHMVZTML-BYPYZUCNSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-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 | L-alpha-amino acids |
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Alternative Parents | |
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Substituents | - L-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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Ontology |
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Physiological effect | Health effect: |
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Disposition | Route of exposure: Source: Biological location: |
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Role | Industrial application: |
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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 | 140 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 620 mg/mL | Not Available | logP | -4.22 | SANGSTER (1994) |
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Predicted Properties | [] |
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Spectra |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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GC-MS | Ornithine, 2 TMS, GC-MS Spectrum | splash10-0006-1920000000-b0357b8c9888abda7d80 | Spectrum | GC-MS | Ornithine, non-derivatized, GC-MS Spectrum | splash10-0006-0910000000-8aaa0faabf1429b90611 | Spectrum | GC-MS | Ornithine, 2 TMS, GC-MS Spectrum | splash10-00di-7910000000-5fa118444ceb45204aa3 | Spectrum | GC-MS | Ornithine, 3 TMS, GC-MS Spectrum | splash10-006x-3910000000-f6d0c6492f2cab33a392 | Spectrum | GC-MS | Ornithine, 3 TMS, GC-MS Spectrum | splash10-00dr-2900000000-77222ff2d0118d3d3b57 | Spectrum | GC-MS | Ornithine, 4 TMS, GC-MS Spectrum | splash10-0006-1910000000-53c73c4fa3665c44d3b9 | Spectrum | GC-MS | Ornithine, 5 TMS, GC-MS Spectrum | splash10-03di-1691000000-dc14976cfee86cc828b9 | Spectrum | GC-MS | Ornithine, non-derivatized, GC-MS Spectrum | splash10-0006-0920000000-f65f61e4a3739eabb1d1 | Spectrum | GC-MS | Ornithine, non-derivatized, GC-MS Spectrum | splash10-0006-1920000000-b0357b8c9888abda7d80 | Spectrum | GC-MS | Ornithine, non-derivatized, GC-MS Spectrum | splash10-0006-0910000000-8aaa0faabf1429b90611 | Spectrum | GC-MS | Ornithine, non-derivatized, GC-MS Spectrum | splash10-00di-7910000000-5fa118444ceb45204aa3 | Spectrum | GC-MS | Ornithine, non-derivatized, GC-MS Spectrum | splash10-006x-3910000000-f6d0c6492f2cab33a392 | Spectrum | GC-MS | Ornithine, non-derivatized, GC-MS Spectrum | splash10-00dr-2900000000-77222ff2d0118d3d3b57 | Spectrum | GC-MS | Ornithine, non-derivatized, GC-MS Spectrum | splash10-0006-1910000000-53c73c4fa3665c44d3b9 | Spectrum | GC-MS | Ornithine, non-derivatized, GC-MS Spectrum | splash10-03di-1691000000-dc14976cfee86cc828b9 | Spectrum | GC-MS | Ornithine, non-derivatized, GC-MS Spectrum | splash10-0006-0900000000-f59681b9f46f1b738487 | Spectrum | GC-MS | Ornithine, non-derivatized, GC-MS Spectrum | splash10-0006-0900000000-3048477975b51ae176af | Spectrum | GC-MS | Ornithine, non-derivatized, GC-MS Spectrum | splash10-00dr-2900000000-8d1a2cc0a88f7d9216e1 | Spectrum | GC-MS | Ornithine, non-derivatized, GC-MS Spectrum | splash10-0udi-1900000000-bc40b76e8b03ef7a08f0 | Spectrum | Predicted GC-MS | Ornithine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-001l-9000000000-50fe14c2cb68fd09e32f | Spectrum | Predicted GC-MS | Ornithine, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0089-9300000000-bbfdea03043e52ad8a15 | Spectrum | Predicted GC-MS | Ornithine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Ornithine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Ornithine, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Ornithine, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated) | splash10-01b9-6900000000-8fe592b77d2d8e4ae704 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-00di-9000000000-462b84db532c33527580 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-00di-9000000000-9c9c28d2e40d5eadacd2 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-001i-0900000000-e44e06092c06bb4791af | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-014i-9000000000-4d6ccc429f5155b24654 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-014i-0900000000-dcad699e8ed7e1b19860 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-001i-0900000000-7b130437d4e1ceea277b | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-001i-0900000000-0fae230bc6b21623a4bf | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-014i-9000000000-5a350a8e7c607a8b9a60 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-014i-0900000000-516054b6c2f3cd4a1d02 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-000i-0793321000-9fef988b5ce019f84642 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-03di-0900000000-a612df8df5f8ba1ff7f3 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-001i-0910000000-97fad20414656e2b7b93 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-01di-0490000000-1b137b937beb110d2e4b | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative | splash10-001i-0900000000-e3fc95eb909e45d8e648 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative | splash10-001i-1900000000-cdd9aac89a5a71814ff3 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative | splash10-001r-9500000000-f1cc3eccf3f5ab734222 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive | splash10-0159-0900000000-93ce7b142d1f82f17e95 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive | splash10-00di-9200000000-186f270471bdec40f804 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive | splash10-00di-9000000000-ebbdf0ab6d3180cba1a5 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive | splash10-00di-9000000000-207bcc826fb2238c2cc5 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive | splash10-00di-9000000000-a2f9a950fb23a6b18857 | 2012-08-31 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-01c9-9700000000-0364d35bb1a7c10a09c7 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-00dr-9100000000-9c4015733140885b4957 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-00dl-9000000000-b32e7180e30a835008bb | 2016-09-12 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 125 MHz, H2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, D2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, H2O, experimental) | | Spectrum | 2D NMR | [1H, 1H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental) | | Spectrum | 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental) | | Spectrum |
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Pathways |
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Pathways | Name | SMPDB/Pathwhiz | KEGG | Arginine and Proline Metabolism | | | Urea Cycle | | | Spermidine and Spermine Biosynthesis | | Not Available | Glycine and Serine Metabolism | | | Prolidase Deficiency (PD) | | Not Available |
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Protein Targets |
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Enzymes | |
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Transporters | |
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Metal Bindings | |
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Receptors | Not Available |
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Transcriptional Factors | Not Available |
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Concentrations Data |
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Alien Dawg | Detected and Quantified | 0.0936 mg/g dry wt | | details | Gabriola | Detected and Quantified | 0.0107 mg/g dry wt | | details | Island Honey | Detected and Quantified | 0.0351 mg/g dry wt | | details | Quadra | Detected and Quantified | 0.0155 mg/g dry wt | | details | Sensi Star | Detected and Quantified | 0.00585 mg/g dry wt | | details | Tangerine Dream | Detected and Quantified | 0.0374 mg/g dry wt | | details |
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External Links |
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HMDB ID | HMDB0000214 |
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DrugBank ID | DB00129 |
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Phenol Explorer Compound ID | Not Available |
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FoodDB ID | FDB030969 |
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KNApSAcK ID | C00001384 |
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Chemspider ID | 6026 |
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KEGG Compound ID | C00077 |
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BioCyc ID | L-ORNITHINE |
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BiGG ID | 37976 |
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Wikipedia Link | Ornithine |
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METLIN ID | 27 |
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PubChem Compound | 6262 |
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PDB ID | Not Available |
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ChEBI ID | 15729 |
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References |
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General References | Not Available |
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