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NADPH

CAT: 0013-GTR19266430-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19266430-01Size:25 mg
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Description
NADPH (reduced nicotinamide adenine dinucleotide phosphate) is a key cellular reducing coenzyme that provides reducing power during anabolic processes such as lipid and nucleic acid synthesis, and participates in the glutathione and thioredoxin systems to maintain cellular redox homeostasis. In addition, NADPH serves as an electron donor for enzymes such as NADPH oxidase, playing a crucial role in the generation of reactive oxygen species (ROS) and immune defense processes.
CAS Number
53-57-6
Field of Research
Metabolism Research
Purity
99.59% (May vary between batches)
Smiles
O (P (=O) (O) O) [C@H]1[C@@H] (O[C@H] (COP (OP (OC[C@H]2O[C@H] ([C@H] (O) [C@@H]2O) N3C=C (C (N) =O) CC=C3) (=O) O) (=O) O) [C@H]1O) N4C=5C (N=C4) =C (N) N=CN5
Molecular Formula
C21H30N7O17P3
Molecular Weight
745.42
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

NADPH

NADPH is the reduced form of NADP+; used in anabolic reactions, such as lipid and nucleic acid synthesis, which require NADPH as a reducing agent. It has a role as a cofactor and a fundamental metabolite. It is a NAD(P)H and a NADP. It is a conjugate acid of a NADPH(4-).

CAS Number53-57-6
PubChem CID5884
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
Molecular FormulaC21H30N7O17P3
Molecular Weight745.4
XLogP-6.8
Topological Polar Surface Area364
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count22
Rotatable Bond Count13
Heavy Atom Count48
Formal Charge0
Complexity1410
SMILES
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
InChI
InChI=1S/C21H30N7O17P3/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/h1,3-4,7-8,10-11,13-16,20-21,29-31H,2,5-6H2,(H2,23,32)(H,36,37)(H,38,39)(H2,22,24,25)(H2,33,34,35)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1
InChIKey
ACFIXJIJDZMPPO-NNYOXOHSSA-N
Chemical Structure
2D Structure
2D structure of NADPH
CAS: 53-57-6
CID: 5884
Formula: C21H30N7O17P3
MW: 745.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight745.4
XLogP3-6.8
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count22
Rotatable Bond Count13
Exact Mass745.09110351
Monoisotopic Mass745.09110351
Topological Polar Surface Area364 Ų
Heavy Atom Count48
Formal Charge0
Complexity1410
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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