2-amino-5-(carbamoylamino)pentanoic acid

• ChemBase ID: 102377
• Molecular Formular: C6H13N3O3
• Molecular Mass: 175.18572
• Monoisotopic Mass: 175.09569129
• SMILES: NC(CCCNC(=O)N)C(=O)O
• Canonical SMILES: NC(=O)NCCCC(C(=O)O)N
• InChI: InChI=1S/C6H13N3O3/c7-4(5(10)11)2-1-3-9-6(8)12/h4H,1-3,7H2,(H,10,11)(H3,8,9,12)
• InChIKey: RHGKLRLOHDJJDR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-5-(carbamoylamino)pentanoic acid
• IUPAC Traditional name: citrullin
• Synonyms: DL-2-Amino-5-ureidovaleric acid; DL-CITRULLINE; Citrulline; 2-amino-5-ureidopentanoic acid; (±)-2-Amino-5-ureidopentanoic acid; DL-Citrulline; (±)-2-氨基-5-脲戊酸; DL-2-氨基-5-脲戊酸; DL-瓜氨酸

Database IDs

• CAS Number: 627-77-0
• EC Number: 211-012-2
• MDL Number: MFCD00007955
• Beilstein Number: 1725417; 1725417, 1725415 R, 1725416 S
• PubChem SID: 162088655
• PubChem CID: 833
• CHEBI ID: 18211
• CHEMBL: 444814
• Chemspider ID: 810
• DrugBank ID: DB00155
• Gmelin ID: 774677 S
• IUPHAR ligand ID: 722
• KEGG ID: D07706
• MeSH Name: Citrulline
• Unique Ingredient Identifier: 29VT07BGDA
• Wikipedia Title: Citrulline

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: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: White crystals
• Melting Point: 242-244 °C (dec.)
• Partition Coefficient: -1.373
• pKa: 2.508
• pKb: 11.489
• Odor: Odourless
• Heat Capacity: 232.80 J K^-1 mol^-1
• Std molar entropy: 254.4 J K^-1 mol^-1

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ~99%; 97%
• Linear Formula: NH2CONH(CH2)3CH(NH2)COOH

DETAILS

MP Biomedicals - 05206147

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02101394

Purity: ~99%