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

• ChemBase ID: 133105
• Molecular Formular: C21H29N7NaO18P3
• Molecular Mass: 783.402113
• Monoisotopic Mass: 783.06796129
• SMILES: c1cc(c[n+](c1)[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)([O-])OP(=O)([O-])OC[C@@H]1[C@H](C([C@@H](O1)n1cnc2c1ncnc2N)O)OP(=O)(O)O)O)O)C(=O)N.O.[Na+]
• Canonical SMILES: O[C@@H]1[C@@H](COP(=O)(OP(=O)(OC[C@H]2O[C@H](C([C@@H]2OP(=O)(O)O)O)n2cnc3c2ncnc3N)[O-])[O-])O[C@H]([C@@H]1O)[n+]1cccc(c1)C(=O)N.O.[Na+]
• InChI: InChI=1S/C21H28N7O17P3.Na.H2O/c22-17-12-19(25-7-24-17)28(8-26-12)21-15(31)16(44-46(33,34)35)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)14(30)20(42-10)27-3-1-2-9(4-27)18(23)32;;/h1-4,7-8,10-11,13-16,20-21,29-31H,5-6H2,(H7-,22,23,24,25,32,33,34,35,36,37,38,39);;1H2/q;+1;/p-1/t10-,11-,13-,14-,15?,16-,20-,21-;;/m1../s1
• InChIKey: INEQPRUZJJFDHZ-REWCRBICSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 1-[(2R,3R,4S,5R)-5-({[({[(2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methyl phosphonato}oxy)phosphinato]oxy}methyl)-3,4-dihydroxyoxolan-2-yl]-3-carbamoyl-1λ^5-pyridin-1-ylium hydrate
• IUPAC Traditional name: sodium 1-[(2R,3R,4S,5R)-5-{[({[(2R,3S,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methyl phosphonato}oxyphosphinato)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-carbamoyl-1λ^5-pyridin-1-ylium hydrate
• Synonyms: 3′-NADP; 3′-TPN; β-Nicotinamide adenine dinucleotide 3′-phosphate sodium salt hydrate

Database IDs

• PubChem SID: 24897756; 162227382
• PubChem CID: 16219763

CALCULATED PROPERTIES

• Acid pKa: 0.8201006
• H Acceptors: 17
• H Donor: 7
• LogD (pH = 5.5): -13.761249
• LogD (pH = 7.4): -15.371912
• Log P: -10.352986
• Molar Refractivity: 150.6264 cm^3
• Polarizability: 60.66334 Å^3
• Polar Surface Area: 370.45 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥90%
• Impurities: ≤5% β-NADP

DETAILS

Sigma Aldrich - N5881

Caution
This is not the common β-NADP required in the usual enzyme systems.
Other Notes
Analog of β-NADP.
Application
β-Nicotinamide adenine dinucleotide 3′-phosphate (3’-NADP) is an analogue of NADP+ used to as a substrate and/or inhibitor to study the specificity and kinetics of NADP-dependent oxidoredutase enzymes.