sodium 1-[5-({[({[5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)phosphinato]oxy}methyl)-3,4-dihydroxyoxolan-2-yl]-3-carbamoyl-1λ5-pyridin-1-ylium

• ChemBase ID: 133490
• Molecular Formular: C21H26N7NaO14P2
• Molecular Mass: 685.406932
• Monoisotopic Mass: 685.09106609
• SMILES: c1nc(c2c(n1)n(cn2)C1C(C(C(O1)COP(=O)([O-])OP(=O)([O-])OCC1C(C(C(O1)[n+]1cc(ccc1)C(=O)N)O)O)O)O)N.[Na+]
• Canonical SMILES: OC1C(O)C(OC1[n+]1cccc(c1)C(=O)N)COP(=O)(OP(=O)(OCC1OC(C(C1O)O)n1cnc2c1ncnc2N)[O-])[O-].[Na+]
• InChI: InChI=1S/C21H27N7O14P2.Na/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);/q;+1/p-1
• InChIKey: OGCURMAMSJFXSG-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 1-[5-({[({[5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)phosphinato]oxy}methyl)-3,4-dihydroxyoxolan-2-yl]-3-carbamoyl-1λ^5-pyridin-1-ylium
• IUPAC Traditional name: sodium 1-(5-{[({[5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxyphosphinato)oxy]methyl}-3,4-dihydroxyoxolan-2-yl)-3-carbamoyl-1λ^5-pyridin-1-ylium
• Synonyms: DPN; NAD; Nadide; β-DPN; β-NAD; β-Nicotinamide adenine dinucleotide sodium salt; 二磷酸吡啶核苷酸; 辅酶 1; 辅酶; β-烟酰胺腺嘌呤二核苷酸 钠盐

Database IDs

• CAS Number: 20111-18-6
• MDL Number: MFCD00148917
• PubChem SID: 162227767; 24897433
• PubChem CID: 71308676

CALCULATED PROPERTIES

• Acid pKa: 1.8569878
• H Acceptors: 15
• H Donor: 6
• LogD (pH = 5.5): -11.140582
• LogD (pH = 7.4): -11.40719
• Log P: -10.609855
• Molar Refractivity: 139.7535 cm^3
• Polarizability: 56.07623 Å^3
• Polar Surface Area: 323.92 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

Pharmacology Properties

• Gene Information: human ... ESR1(2099), ESR2(2100)

Product Information

• Purity: ≥95% (enzymatic); ≥95% (HPLC); ≥95% (spectrophotometric assay)
• Quality Level: PREMIUM

DETAILS

Sigma Aldrich - N0632

Other Notes
This is the common form of NAD.
Biochem/physiol Actions
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).