{[5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}[({[5-(3-carbamoyl-1,4-dihydropyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphinic acid potassium

• ChemBase ID: 134212
• Molecular Formular: C21H29KN7O14P2
• Molecular Mass: 704.539282
• Monoisotopic Mass: 704.08847858
• SMILES: c1nc(c2c(n1)n(cn2)C1C(C(C(O1)COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)N1C=CCC(=C1)C(=O)N)O)O)O)O)N.[K]
• Canonical SMILES: OC1C(O)C(OC1N1C=CCC(=C1)C(=O)N)COP(=O)(OP(=O)(OCC1OC(C(C1O)O)n1cnc2c1ncnc2N)O)O.[K]
• InChI: InChI=1S/C21H29N7O14P2.K/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;/h1,3-4,7-8,10-11,13-16,20-21,29-32H,2,5-6H2,(H2,23,33)(H,34,35)(H,36,37)(H2,22,24,25)
• InChIKey: ZUPXXZAVUHFCNV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}[({[5-(3-carbamoyl-1,4-dihydropyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphinic acid potassium
• IUPAC Traditional name: [5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy({[5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy)phosphinic acid potassium
• Synonyms: β-DPNH; β-NADH; DPNH; Diphosphopyridine nucleotide, reduced form; NADH; β-Nicotinamide adenine dinucleotide, reduced dipotassium salt; 还原型 β-烟酰胺腺嘌呤二核苷酸 二钾盐

Database IDs

• CAS Number: 104809-32-7
• MDL Number: MFCD00079494
• PubChem SID: 24897704; 162228489
• PubChem CID: 16219751

CALCULATED PROPERTIES

• Acid pKa: -8.055352
• H Acceptors: 16
• H Donor: 8
• LogD (pH = 5.5): -8.287102
• LogD (pH = 7.4): -8.577429
• Log P: -6.6937094
• Molar Refractivity: 142.9997 cm^3
• Polarizability: 56.70642 Å^3
• Polar Surface Area: 317.62 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: 26-36/37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... IMPDH2(3615)

Product Information

• Purity: ≥95%

DETAILS

Sigma Aldrich - N4505

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Biochem/physiol Actions
Electron donor
Application
β-Nicotinamide adenine dinucleotide (NAD+) and β-Nicotinamide adenine dinucleotide, reduced (NADH) comprise a coenzyme redox pair (NAD+:NADH) involved in a wide range of enzyme catalyzed oxidation reduction reactions. In addition to its redox function, NAD+/NADH is a donor of ADP-ribose units in ADP-ribosylaton (ADP-ribosyltransferases; poly(ADP-ribose) polymerases ) reactions and a precursor of cyclic ADP-ribose (ADP-ribosyl cyclases).