(2S)-2-amino-5-carbamimidamidopentanoic acid; (2S)-2-aminopentanedioic acid

• ChemBase ID: 131174
• Molecular Formular: C11H23N5O6
• Molecular Mass: 321.33022
• Monoisotopic Mass: 321.16483348
• SMILES: C(C[C@@H](C(=O)O)N)CNC(=N)N.C(CC(=O)O)[C@@H](C(=O)O)N
• Canonical SMILES: OC(=O)CC[C@@H](C(=O)O)N.NC(=N)NCCC[C@@H](C(=O)O)N
• InChI: InChI=1S/C6H14N4O2.C5H9NO4/c7-4(5(11)12)2-1-3-10-6(8)9;6-3(5(9)10)1-2-4(7)8/h4H,1-3,7H2,(H,11,12)(H4,8,9,10);3H,1-2,6H2,(H,7,8)(H,9,10)/t4-;3-/m00/s1
• InChIKey: RVEWUBJVAHOGKA-WOYAITHZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-5-carbamimidamidopentanoic acid; (2S)-2-aminopentanedioic acid
• IUPAC Traditional name: L-arginine; L-glutamic acid
• Synonyms: S(+)-2-Amino-5-guanidinopentanoic acid L-glutamate salt; L-Arginine L-glutamate salt; (S)-2-AMino-5-guanidinopentanoic acid coMpound with (S)-2-aMinopentanedioic acid (1:1); L-精氨酸 L-谷氨酸盐

Database IDs

• CAS Number: 4320-30-3
• EC Number: 224-350-0
• MDL Number: MFCD00035566
• PubChem SID: 24891018; 162225452
• PubChem CID: 165268

CALCULATED PROPERTIES

• Acid pKa: 2.4118378
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -6.0672293
• LogD (pH = 7.4): -4.8457246
• Log P: -3.1559374
• Molar Refractivity: 53.9231 cm^3
• Polarizability: 16.904032 Å^3
• Polar Surface Area: 125.22 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: 98%
• Mol. Weight: mol wt 321.3

DETAILS

Sigma Aldrich - A5756

Biochem/physiol Actions
Substrate of nitric oxide synthase, which is converted to citrulline and nitric oxide (NO). Induces insulin release by a nitric oxide-dependent mechanism.