3-carbamoyl-1-{5-[(hydrogen phosphonatooxy)methyl]-3,4-dihydroxyoxolan-2-yl}-1λ5-pyridin-1-ylium

• ChemBase ID: 131231
• Molecular Formular: C11H15N2O8P
• Molecular Mass: 334.219161
• Monoisotopic Mass: 334.05660208
• SMILES: c1c[n+](cc(c1)C(=O)N)C1C(C(C(O1)COP(=O)([O-])O)O)O
• Canonical SMILES: OC1C(O)C(OC1[n+]1cccc(c1)C(=O)N)COP(=O)(O)[O-]
• InChI: InChI=1S/C11H15N2O8P/c12-10(16)6-2-1-3-13(4-6)11-9(15)8(14)7(21-11)5-20-22(17,18)19/h1-4,7-9,11,14-15H,5H2,(H3-,12,16,17,18,19)
• InChIKey: DAYLJWODMCOQEW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-carbamoyl-1-{5-[(hydrogen phosphonatooxy)methyl]-3,4-dihydroxyoxolan-2-yl}-1λ^5-pyridin-1-ylium
• IUPAC Traditional name: 3-carbamoyl-1-{5-[(hydrogen phosphonatooxy)methyl]-3,4-dihydroxyoxolan-2-yl}-1λ^5-pyridin-1-ylium
• Synonyms: α-NMN; α-Nicotinamide ribose monophosphate; α-Nicotinamide mononucleotide

Database IDs

• CAS Number: 7298-94-4
• MDL Number: MFCD00070359
• PubChem SID: 24897697; 162225509
• PubChem CID: 4661174

CALCULATED PROPERTIES

• Acid pKa: 1.2132069
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -7.492876
• LogD (pH = 7.4): -8.585161
• Log P: -6.244348
• Molar Refractivity: 70.5857 cm^3
• Polarizability: 28.120956 Å^3
• Polar Surface Area: 166.25 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥98%

DETAILS

Sigma Aldrich - N4255

Caution
This is not the common NMN required in the usual enzyme systems.