L-Citrulline
The organic compound citrulline is an α-amino acid. Its name is derived from citrullus, the Latin word for watermelon, from which it was first isolated in 1914 by Koga & Odake. It was finally identified by Wada in 1930.[2] It has the formula H2NC(O)NH(CH2)3CH(NH2)CO2H. It is a key intermediate in the urea cycle, the pathway by which mammals excrete ammonia.
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Product Description
| IUPAC name
2-Amino-5-(carbamoylamino)pentanoic acid[1]
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CAS Number
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627-77-0 13594-51-9 R 372-75-8 S |
| 3DMet | B01217 |
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Beilstein Reference
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1725417, 1725415 R, 1725416 S |
| ChEBI | CHEBI:18211 |
| ChEMBL | ChEMBL444814 |
| ChemSpider | 810 553200 R 9367 S |
| DrugBank | DB00155 |
| EC Number | 211-012-2 |
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Gmelin Reference
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774677 S |
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IUPHAR/BPS
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722 |
| Jmol interactive 3D | Image Image |
| KEGG | D07706 |
| MeSH | Citrulline |
| PubChem | 833 637599 R 9750 S |
| UNII | 29VT07BGDA |
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InChI[show]
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SMILES[show]
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Chemical formula
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C6H13N3O3 |
| Molar mass | 175.19 g·mol−1 |
| Appearance | White crystals |
| Odor | Odourless |
| log P | −1.373 |
| Acidity (pKa) | 2.508 |
| Basicity (pKb) | 11.489 |
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Specific
heat capacity (C) |
232.80 J K−1 mol−1 |
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Std molar
entropy (So298) |
254.4 J K−1 mol−1 |
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Related alkanoic acids
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N-Acetylaspartic acid |
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Related compounds
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Bromisoval |
