Determine the necessary mass, volume, or concentration for preparing a solution.
≥93% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 2 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
This is the common form of NADP. Do not confuse with 3′?NADP or α-NADP.
β-Nicotinamide adenine dinucleotide 2′-phosphate (NADP+) and β-Nicotinamide adenine dinucleotide 2′-phosphate, reduced (NADPH) comprise a coenzyme redox pair (NADP+:NADPH) involved in a wide range of enzyme catalyzed oxidation reduction reactions. The NADP+/NADPH redox pair facilitates electron transfer in anabolic reactions such as lipid and cholesterol biosynthesis and fatty acyl chain elongation. The NADP+/NADPH redox pair is used in a variety of antioxidation mechanism where it protects agains reactive oxidation species accumulation. NADPH is generated in vivio by the pentose phosphate pathway (PPP).
| Canonical Smiles | C1=CC(=C[N+](=C1)C2C(C(C(O2)COP(=O)([O-])OP(=O)([O-])OCC3C(C(C(O3)N4C=NC5=C(N=CN=C54)N)OP(=O)(O)O)O)O)O)C(=O)N.[Na+] |
|---|---|
| IUPAC Name | sodium;[[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxyoxolan-2-yl]methoxy-oxidophosphoryl] [(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate |
| InChIKey | JNUMDLCHLVUHFS-QYZPTAICSA-M |
| INCHI | 1S/C21H28N7O17P3.Na/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)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);/q;+1/p-1/t10-,11-,13-,14-,15-,16-,20-,21-;/m1./s1 |
| Isomeric SMILES | C1=CC(=C[N+](=C1)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)([O-])OP(=O)([O-])OC[C@@H]3[C@H]([C@H]([C@@H](O3)N4C=NC5=C(N=CN=C54)N)OP(=O)(O)O)O)O)O)C(=O)N.[Na+] |
| WGK Germany | 3 |
| Alternate CAS | 698999-85-8 |
| PubChem CID | 2724369 |
| Molecular Weight | 765.39(anhydrous) |
| Beilstein | 4779954 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Nucleosides, nucleotides, and analogues |
| Class | (5'->5')-dinucleotides |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | (5'->5')-dinucleotides |
| Alternative Parents | Purine nucleotide sugars Purine ribonucleoside diphosphates Purine ribonucleoside 2',5'-bisphosphates Nicotinamide nucleotides Pentose phosphates Glycosylamines 6-aminopurines Monosaccharide phosphates Organic pyrophosphates Nicotinamides Aminopyrimidines and derivatives Monoalkyl phosphates Imidolactams Pyridinium derivatives N-substituted imidazoles Tetrahydrofurans Vinylogous amides Heteroaromatic compounds Primary carboxylic acid amides Amino acids and derivatives Secondary alcohols Oxacyclic compounds Azacyclic compounds Organic oxides Primary amines Hydrocarbon derivatives Organopnictogen compounds Organic sodium salts Organic zwitterions |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | (5'->5')-dinucleotide - Purine nucleotide sugar - Purine ribonucleoside diphosphate - Purine ribonucleoside bisphosphate - Purine ribonucleoside 2',5'-bisphosphate - Nicotinamide-nucleotide - Pyridine nucleotide - Pentose-5-phosphate - Pentose phosphate - N-glycosyl compound - Glycosyl compound - 6-aminopurine - Monosaccharide phosphate - Organic pyrophosphate - Pyridine carboxylic acid or derivatives - Imidazopyrimidine - Purine - Nicotinamide - Monoalkyl phosphate - Aminopyrimidine - Monosaccharide - N-substituted imidazole - Organic phosphoric acid derivative - Phosphoric acid ester - Imidolactam - Alkyl phosphate - Pyridine - Pyridinium - Pyrimidine - Vinylogous amide - Azole - Tetrahydrofuran - Imidazole - Heteroaromatic compound - Primary carboxylic acid amide - Amino acid or derivatives - Carboxamide group - Secondary alcohol - Carboxylic acid derivative - Organoheterocyclic compound - Organic alkali metal salt - Azacycle - Oxacycle - Primary amine - Organic nitrogen compound - Hydrocarbon derivative - Alcohol - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic salt - Organic zwitterion - Amine - Organonitrogen compound - Organooxygen compound - Organic sodium salt - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as (5'->5')-dinucleotides. These are dinucleotides where the two bases are connected via a (5'->5')-phosphodiester linkage. |
| External Descriptors | Not available |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Jun 11, 2026 | N196976 | |
| Certificate of Analysis | Jun 11, 2026 | N196976 | |
| Certificate of Analysis | Jun 11, 2026 | N196976 | |
| Certificate of Analysis | Jun 11, 2026 | N196976 | |
| Certificate of Analysis | Jun 11, 2026 | N196976 | |
| Certificate of Analysis | May 29, 2026 | N196976 | |
| Certificate of Analysis | May 29, 2026 | N196976 | |
| Certificate of Analysis | May 29, 2026 | N196976 | |
| Certificate of Analysis | May 29, 2026 | N196976 | |
| Certificate of Analysis | May 18, 2026 | N196976 | |
| Certificate of Analysis | May 18, 2026 | N196976 | |
| Certificate of Analysis | Apr 03, 2026 | N196976 | |
| Certificate of Analysis | Apr 03, 2026 | N196976 | |
| Certificate of Analysis | Apr 03, 2026 | N196976 | |
| Certificate of Analysis | Apr 03, 2026 | N196976 | |
| Certificate of Analysis | Mar 10, 2023 | N196976 | |
| Certificate of Analysis | May 06, 2022 | N196976 |
| Sensitivity | Heat Sensitive |
|---|---|
| Melt Point(°C) | 178 °C(dec.) |
| Molecular Weight | 765.400 g/mol |
| XLogP3 | |
| Hydrogen Bond Donor Count | 7 |
| Hydrogen Bond Acceptor Count | 21 |
| Rotatable Bond Count | 13 |
| Exact Mass | 765.057 Da |
| Monoisotopic Mass | 765.057 Da |
| Topological Polar Surface Area | 370.000 Ų |
| Heavy Atom Count | 49 |
| Formal Charge | 0 |
| Complexity | 1290.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 8 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 2 |
| 1. Yang Guang-xi, Peng De-liang, Chen Lin, Qian Yu, He Le, Chen Xiao-yan, Hong Wen-bin, Wu Cai-ming, Chen Hang-zi. (2025) Activation of AKT via a dual mechanism enhances the susceptibility of melanoma cells to glucose deprivation. Cell Death & Disease, 16 (1): (1-15). [PMID:40774947] [10.1038/s41419-025-07906-4] |
| 2. Liya Zhou, Hengrui Zuo, Yunting Liu, Chunliu Li, Ying He, Guanhua Liu, Li Ma, Ruxue Feng, Yanjun Jiang. (2026) Mining and Modification of Imine Reductase for Asymmetric Reduction of Cyclic Imines. ChemCatChem, 18 (1): (e01574). [PMID:] [10.1002/cctc.202501574] |