(2S)-2-amino-5-(carbamoylamino)pentanoic acid; 2-hydroxybutanedioic acid

• ChemBase ID: 287305
• Molecular Formular: C10H19N3O8
• Molecular Mass: 309.27316
• Monoisotopic Mass: 309.11721458
• SMILES: N[C@@H](CCCNC(=O)N)C(=O)O.O=C(O)C(O)CC(=O)O
• Canonical SMILES: OC(=O)CC(C(=O)O)O.NC(=O)NCCC[C@@H](C(=O)O)N
• InChI: InChI=1S/C6H13N3O3.C4H6O5/c7-4(5(10)11)2-1-3-9-6(8)12;5-2(4(8)9)1-3(6)7/h4H,1-3,7H2,(H,10,11)(H3,8,9,12);2,5H,1H2,(H,6,7)(H,8,9)/t4-;/m0./s1
• InChIKey: DROVUXYZTXCEBX-WCCKRBBISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-5-(carbamoylamino)pentanoic acid; 2-hydroxybutanedioic acid
• IUPAC Traditional name: L-citrulline; malic acid
• Synonyms: L-Citrulline DL-malate (1:1)

Database IDs

• CAS Number: 54940-97-5
• PubChem SID: 180672836
• PubChem CID: 162762

CALCULATED PROPERTIES

• Acid pKa: 2.2682476
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -3.9319353
• LogD (pH = 7.4): -3.9377463
• Log P: -3.9319577
• Molar Refractivity: 41.329 cm^3
• Polarizability: 16.298895 Å^3
• Polar Surface Area: 118.44 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 95+%