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Record Information |
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| Version |
1.0 |
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| Update Date |
1/22/2018 12:54:54 PM |
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Metabolite ID | PAMDB120206 |
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Identification |
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| Name: |
L-canavanine |
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| Description: | A non-proteinogenicL-α-amino acid that is L-homoserine substituted at oxygen with a guanidino (carbamimidamido) group. Although structurally related to L-arginine, it is non-proteinogenic. |
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Structure |
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| Synonyms: | - 2-Amino-4-(guanidinooxy)butyric acid
- Canavanine
- L-CANAVANINE
- L-Canavanine
- O-((Aminoiminomethyl)amino)-L-homoserine
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Chemical Formula: |
C5H13N4O3 |
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| Average Molecular Weight: |
177.183 |
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| Monoisotopic Molecular
Weight: |
178.1066 |
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| InChI Key: |
FSBIGDSBMBYOPN-UHFFFAOYSA-O |
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| InChI: | InChI=1S/C5H12N4O3/c6-3(4(10)11)1-2-12-9-5(7)8/h3H,1-2,6H2,(H,10,11)(H4,7,8,9)/p+1 |
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| CAS
number: |
543-38-4 |
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| IUPAC Name: | O-carbamimidamido-L-homoserine |
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Traditional IUPAC Name: |
canavanine |
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| SMILES: | C(CC([N+])C(=O)[O-])ONC(=[N+])N |
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Chemical Taxonomy |
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Taxonomy Description | This compound 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
- Guanidine
- Amino acid
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Amine
- Hydrocarbon derivative
- Organic oxygen compound
- Organic nitrogen compound
- Primary amine
- Organooxygen compound
- Organonitrogen compound
- Primary aliphatic amine
- Carbonyl group
- Organic oxide
- Organopnictogen compound
- 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: |
Solid |
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| Charge: | 1 |
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Melting point: |
184 °C |
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| Experimental Properties: |
| Property | Value | Reference |
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| Melting Point | 184 °C | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | -3.324 | Not Available |
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| Predicted Properties |
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Biological Properties |
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| Cellular Locations: |
Not Available |
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| Reactions: | |
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Pathways: |
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Spectra |
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| Spectra: |
| Spectrum Type | Description | Splash Key | |
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| GC-MS | GC-MS Spectrum - GC-MS (4 TMS) | splash10-0uk9-2930000000-f0b7791e84a9692c9896 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative | splash10-004i-0900000000-1bb8236fdf1b58516604 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative | splash10-01b9-4900000000-bb3b6e4a69d652b8ca9f | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative | splash10-06di-9400000000-d5093b67a7ae4861da94 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative | splash10-0a4i-9100000000-c152969360d44d895d0f | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative | splash10-0k96-9000000000-277b39712e9095e29987 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive | splash10-004i-0900000000-ba76dc7ddbe1f642142a | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive | splash10-004i-7900000000-e4399ab6ff268986734e | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive | splash10-00b9-9100000000-fa6508b89d97cec98552 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive | splash10-05di-9000000000-3dadb3257235bbed4b41 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive | splash10-0ab9-9000000000-c1e347b18ad0b5e0667e | View in MoNA |
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| 1D NMR | 1H NMR Spectrum | Not Available |
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| 2D NMR | [1H,13C] 2D NMR Spectrum | Not Available |
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References |
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| References: |
Not Available |
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| Synthesis Reference: |
Not Available |
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| Material Safety Data Sheet (MSDS) |
Download (PDF) |
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Links |
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| External Links: |
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