3-carbamoyl-1-(5-{[({[3,4-dihydroxy-5-(6-oxo-6,9-dihydro-3H-purin-9-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl phosphonato)oxy]methyl}-3,4-dihydroxyoxolan-2-yl)-1λ5-pyridin-1-ylium sodium

• ChemBase ID: 133796
• Molecular Formular: C21H26N6NaO15P2
• Molecular Mass: 687.399632
• Monoisotopic Mass: 687.0829067
• SMILES: c1[nH]c2c(c(=O)n1)ncn2C1C(C(C(O1)COP(=O)(O)OP(=O)([O-])OCC1C(C(C(O1)[n+]1cc(ccc1)C(=O)N)O)O)O)O.[Na]
• Canonical SMILES: OC1C(COP(=O)(OP(=O)(OCC2OC(C(C2O)O)n2cnc3c2[nH]cnc3=O)O)[O-])OC(C1O)[n+]1cccc(c1)C(=O)N.[Na]
• InChI: InChI=1S/C21H26N6O15P2.Na/c22-17(32)9-2-1-3-26(4-9)20-15(30)13(28)10(40-20)5-38-43(34,35)42-44(36,37)39-6-11-14(29)16(31)21(41-11)27-8-25-12-18(27)23-7-24-19(12)33;/h1-4,7-8,10-11,13-16,20-21,28-31H,5-6H2,(H4-,22,23,24,32,33,34,35,36,37)
• InChIKey: WEXDNVMJQPCPEE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-carbamoyl-1-(5-{[({[3,4-dihydroxy-5-(6-oxo-6,9-dihydro-3H-purin-9-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl phosphonato)oxy]methyl}-3,4-dihydroxyoxolan-2-yl)-1λ^5-pyridin-1-ylium sodium
• IUPAC Traditional name: 3-carbamoyl-1-{5-[({[3,4-dihydroxy-5-(6-oxo-3H-purin-9-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl phosphonato}oxy)methyl]-3,4-dihydroxyoxolan-2-yl}-1λ^5-pyridin-1-ylium sodium
• Synonyms: Deamino DPN; Deamino NAD; Deaminodiphosphopyridine nucleotide; Nicotinamide hypoxanthine dinucleotide sodium salt

Database IDs

• CAS Number: 104809-38-3
• MDL Number: MFCD00079519
• PubChem SID: 162228073; 24897781
• PubChem CID: 71308718

CALCULATED PROPERTIES

• Acid pKa: 1.857305
• H Acceptors: 15
• H Donor: 7
• LogD (pH = 5.5): -10.91854
• LogD (pH = 7.4): -11.806465
• Log P: -7.730536
• Molar Refractivity: 138.578 cm^3
• Polarizability: 55.02337 Å^3
• Polar Surface Area: 310.75 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 22-26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥92%

DETAILS

Sigma Aldrich - N6506

Other Notes
Analog of β-NAD
Application
Nicotinamide hypoxanthine dinucleotide (deamino-NAD) may be used study the specificity and kinetics of NADH: ubiquinone oxidoreductase(s).