(2S)-2-{[(tert-butoxy)carbonyl]amino}-5-(1-nitrocarbamimidamido)pentanoic acid

• ChemBase ID: 38715
• Molecular Formular: C11H21N5O6
• Molecular Mass: 319.31434
• Monoisotopic Mass: 319.14918342
• SMILES: N(C(=N)NCCC[C@@H](C(=O)O)NC(=O)OC(C)(C)C)[N+](=O)[O-]
• Canonical SMILES: N=C(N[N+](=O)[O-])NCCC[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C11H21N5O6/c1-11(2,3)22-10(19)14-7(8(17)18)5-4-6-13-9(12)15-16(20)21/h7H,4-6H2,1-3H3,(H,14,19)(H,17,18)(H3,12,13,15)/t7-/m0/s1
• InChIKey: OZSSOVRIEPAIMP-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-5-(1-nitrocarbamimidamido)pentanoic acid; (2S)-2-{[(tert-butoxy)carbonyl]amino}-5-(3-nitrocarbamimidamido)pentanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-5-(1-nitrocarbamimidamido)pentanoic acid; (2S)-2-[(tert-butoxycarbonyl)amino]-5-(3-nitrocarbamimidamido)pentanoic acid
• Synonyms: Boc-Arg(NO₂)-OH; N-α-t-BOC-N-ω-NITRO-L-ARGININE; Nα-Boc-Nω-nitro-L-arginine; N2-(tert-Butoxycarbonyl)-N5-(N-nitrocarbamimidoyl)-L-ornithine; N-alpha-BOC-N-omega-Nitro-L-arginine; Boc-Nw-nitro-L-arginine; (S)-N-alpha-(tert-butoxycarbonyl)-N-omega-nitroarginine; Boc-Arg(NO2)-OH; Boc-Arg(NO2)-OH; Nα-Boc-Nω-硝基-L-精氨酸

Database IDs

• CAS Number: 2188-18-3
• EC Number: 218-580-0
• MDL Number: MFCD00065556
• Beilstein Number: 2015163
• PubChem SID: 161002022; 24849463
• PubChem CID: 75141

CALCULATED PROPERTIES

• Acid pKa: 3.804705
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -3.5098822
• LogD (pH = 7.4): -4.5848475
• Log P: -3.4337168
• Molar Refractivity: 84.7782 cm^3
• Polarizability: 28.554045 Å^3
• Polar Surface Area: 166.68 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 0°C
• Storage Warning: IRRITANT; Irritant/Keep Cold
• German water hazard class: 3
• Risk Statements: 19-67
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H336
• GHS Precautionary statements: P261
• Supplemental Hazard Statements: May form explosive peroxides.
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥98.5% (calc. based on dry substance, T); 95+%; 97%
• Impurities: ~15% residual solvents
• Linear Formula: HN=C(NHNO2)NH(CH2)3CH(COOH)NHCOOC(CH3)3

DETAILS

MP Biomedicals - 02105096

Crystalline

Sigma Aldrich - 15470

Packaging
25 g in poly bottle