1-(5-{[({[5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl phosphonato)oxy]methyl}-3,4-dihydroxyoxolan-2-yl)-3-carbamoyl-1$l^{5}-pyridin-1-ylium

• ChemBase ID: 102140
• Molecular Formular: C21H27N7O14P2
• Molecular Mass: 663.425102
• Monoisotopic Mass: 663.10912184
• SMILES: NC(=O)c1ccc[n+](c1)C1OC(COP(=O)([O-])OP(=O)(O)OCC2OC(C(O)C2O)n2cnc3c2ncnc3N)C(O)C1O
• Canonical SMILES: OC1C(COP(=O)(OP(=O)(OCC2OC(C(C2O)O)n2cnc3c2ncnc3N)O)[O-])OC(C1O)[n+]1cccc(c1)C(=O)N
• InChI: InChI=1S/C21H27N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1-4,7-8,10-11,13-16,20-21,29-32H,5-6H2,(H5-,22,23,24,25,33,34,35,36,37)
• InChIKey: BAWFJGJZGIEFAR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(5-{[({[5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl phosphonato)oxy]methyl}-3,4-dihydroxyoxolan-2-yl)-3-carbamoyl-1$l^{5}-pyridin-1-ylium
• IUPAC Traditional name: NADH
• Synonyms: NAD; β-DPN; β-NAD; Coenzyme 1; Cozymase; Diphosphopyridine nucleotide; DPN; Nadide; β-NICOTINAMIDE ADENINE DINUCLEOTIDE OXIDIZED FREE ACID

Database IDs

• CAS Number: 53-84-9
• EC Number: 200-184-4
• PubChem SID: 162088461
• PubChem CID: 925

CALCULATED PROPERTIES

• Acid pKa: 1.8574243
• H Acceptors: 15
• H Donor: 7
• LogD (pH = 5.5): -11.150098
• LogD (pH = 7.4): -11.407058
• Log P: -10.461416
• Molar Refractivity: 140.8752 cm^3
• Polarizability: 56.19417 Å^3
• Polar Surface Area: 321.09 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 160°C

Safety Information

• Storage Condition: 0°C, Desiccate
• RTECS: UU3450000
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: R:36/37/38
• Safety Statements: S:20-25-26-37/39

Product Information

• Purity: 93-96%; 98%

DETAILS

MP Biomedicals - 02100319

Oxidized Form
Free Acid
Lyophilized
Purity: 93-96%
This grade of NAD is intended for applications where maximum reagent purity is not critical. Well suited for use on most automatic analyzers.

MP Biomedicals - 02100499

Oxidized Form
Free Acid
Lyophilized
Purity: 98%
A high purity preparation enzymatically assayed using ADH and LDH. Suitable for all applications except those requiring ultra pure NAD.
Available in bulk quantities.