(2R)-2-amino-5-(1-methylcarbamimidamido)pentanoic acid; acetic acid

• ChemBase ID: 105278
• Molecular Formular: C9H20N4O4
• Molecular Mass: 248.2795
• Monoisotopic Mass: 248.14845514
• SMILES: CNC(=N)NCCC[C@@H](N)C(=O)O.CC(=O)O
• Canonical SMILES: CC(=O)O.CNC(=N)NCCC[C@H](C(=O)O)N
• InChI: InChI=1S/C7H16N4O2.C2H4O2/c1-10-7(9)11-4-2-3-5(8)6(12)13;1-2(3)4/h5H,2-4,8H2,1H3,(H,12,13)(H3,9,10,11);1H3,(H,3,4)/t5-;/m1./s1
• InChIKey: IKPNWIGTWUZCKM-NUBCRITNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-5-(1-methylcarbamimidamido)pentanoic acid; acetic acid
• IUPAC Traditional name: (2R)-2-amino-5-(1-methylcarbamimidamido)pentanoic acid; acetic acid
• Synonyms: N^G-METHYL-D-ARGININE; NG-Methyl-D-arginine acetate salt

Database IDs

• CAS Number: 137694-75-8
• MDL Number: MFCD00083440
• PubChem SID: 24897137; 162092301
• PubChem CID: 2733509

CALCULATED PROPERTIES

• Acid pKa: 2.482201
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -5.788655
• LogD (pH = 7.4): -4.5643816
• Log P: -2.8717082
• Molar Refractivity: 58.6977 cm^3
• Polarizability: 18.727592 Å^3
• Polar Surface Area: 111.23 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3

Product Information

• Purity: ≥98% (TLC)

DETAILS

MP Biomedicals - 02159625

Acetate Salt

Sigma Aldrich - M7034

Application
No significant effect on NOS; used as a negative control in studies of L-NMMA activity.