NADPH (tetracyclohexanamine) - ≥96% , CAS No.100929-71-3

CAS: 100929-71-3 Cat. No.: N302057 Molecular Weight: 1142.12 PubChem CID: 71312102

GRADE & PURITY ≥96%

Synonyms

NADPH (tetracyclohexanamine) | MFCD00079504 | beta-Nicotinamide adenine dinucleotide phosphate, reduced tetra(cyclohexylammonium) salt | HY-F0003A | beta-Nicotinamide adenine dinucleotide phosphate, reduced tetra(cyclohexylammonium) salt, >=95% | NADPH te

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

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).

Specifications

Synonyms

NADPH (tetracyclohexanamine) | MFCD00079504 | beta-Nicotinamide adenine dinucleotide phosphate, reduced tetra(cyclohexylammonium) salt | HY-F0003A | beta-Nicotinamide adenine dinucleotide phosphate, reduced tetra(cyclohexylammonium) salt, >=95% | NADPH te

Specifications & Purity

≥96%

Biochemical and Physiological Mechanisms

Electron donor; Cofactors of nitric oxide synthase

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥96%

Names and Identifiers

• Canonical Smiles: C1CCC(CC1)N.C1CCC(CC1)N.C1CCC(CC1)N.C1CCC(CC1)N.C1C=CN(C=C1C(=O)N)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
• IUPAC Name: [[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5R)-5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate;cyclohexanamine
• InChIKey: PTKRUDMLGIIORX-ITGWJZMWSA-N
• INCHI: 1S/C21H30N7O17P3.4C6H13N/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;4*7-6-4-2-1-3-5-6/h1,3-4,7-8,10-11,13-16,20-21,29-31H,2,5-6H2,(H2,23,32)(H,36,37)(H,38,39)(H2,22,24,25)(H2,33,34,35);4*6H,1-5,7H2/t10-,11-,13-,14-,15-,16-,20-,21-;;;;/m1..../s1
• Isomeric SMILES: C1CCC(CC1)N.C1CCC(CC1)N.C1CCC(CC1)N.C1CCC(CC1)N.C1C=CN(C=C1C(=O)N)[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
• PubChem CID: 71312102
• Molecular Weight: 1142.12

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class (5'->5')-dinucleotides

• 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 Organic pyrophosphates N-substituted nicotinamides Monosaccharide phosphates Aminopyrimidines and derivatives Cyclohexylamines Dihydropyridines Monoalkyl phosphates Imidolactams N-substituted imidazoles Vinylogous amides Oxolanes Heteroaromatic compounds Secondary alcohols Amino acids and derivatives Primary carboxylic acid amides Oxacyclic compounds Enamines Azacyclic compounds Carbonyl compounds Hydrocarbon derivatives Organic oxides Monoalkylamines
• Molecular Framework: Not available
• Substituents: (5'->5')-dinucleotide - Purine nucleotide sugar - Purine ribonucleoside 2',5'-bisphosphate - Purine ribonucleoside bisphosphate - Purine ribonucleoside diphosphate - Nicotinamide-nucleotide - Pentose phosphate - Pentose-5-phosphate - Glycosyl compound - N-glycosyl compound - 6-aminopurine - Organic pyrophosphate - Monosaccharide phosphate - N-substituted nicotinamide - Purine - Imidazopyrimidine - Monoalkyl phosphate - Dihydropyridine - Cyclohexylamine - Aminopyrimidine - Imidolactam - Alkyl phosphate - Organic phosphoric acid derivative - Hydropyridine - Monosaccharide - Phosphoric acid ester - N-substituted imidazole - Pyrimidine - Vinylogous amide - Heteroaromatic compound - Oxolane - Azole - Imidazole - Amino acid or derivatives - Carboxamide group - Secondary alcohol - Primary carboxylic acid amide - Carboxylic acid derivative - Oxacycle - Organoheterocyclic compound - Azacycle - Enamine - Organonitrogen compound - Amine - Hydrocarbon derivative - Organic nitrogen compound - Alcohol - Carbonyl group - Organic oxide - Organic oxygen compound - Primary amine - Primary aliphatic amine - Organooxygen compound - 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

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Molecular Weight: 1142.100 g/mol
• Hydrogen Bond Donor Count: 13
• Hydrogen Bond Acceptor Count: 26
• Rotatable Bond Count: 13
• Exact Mass: 1141.51 Da
• Monoisotopic Mass: 1141.51 Da
• Topological Polar Surface Area: 468.000 Ų
• Heavy Atom Count: 76
• Formal Charge: 0
• Complexity: 1450.000
• 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: 5

XLogP3

References

1. Fan Yang, Hongchi Liu, Qian Luo, Hao Deng, Rongrong Zhang, Yi Yang, Hong Yang, Huaying Wu, Xiaojun Tao.  (2025)  Synergistic chemotherapy and phototherapy co-delivery nanoparticle preparation and anti-triple negative breast cancer study.  RSC Advances,  15  (34): (28298-28312).  [PMID:40861299] [10.1039/D4RA08899A]