small molecule

NADH

Synonyms/Brands: DPNH, NAD reduced form, Reduced nicotinamide adenine diphosphate, Reduced nicotinamide-adenine dinucleotide, Nicotinamide-adenine dinucleotide, reduced, Nicotinamide adenine dinucleotide (reduced), 1,4-dihydronicotinamide adenine dinucleotide

NADH is the reduced form of NAD+, and NAD+ is the oxidized form of NADH, a coenzyme composed of ribosylnicotinamide 5'-diphosphate coupled to adenosine 5'-phosphate by pyrophosphate linkage. It is found widely in nature and is involved in numerous enzymatic reactions in which it serves as an electron carrier by being alternately oxidized (NAD+) and reduced (NADH). It forms NADP with the addition of a phosphate group to the 2' position of the adenosyl nucleotide through an ester linkage. (Dorland, 27th ed)

Molecular Formula: C₂₁H₂₉N₇O₁₄P₂

Molecular Weight:: 665.441

CAS:: 58-68-4

InChiKey:: BOPGDPNILDQYTO-NNYOXOHSSA-N

InChi:: InChI=1S/C21H29N7O14P2/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/h1,3-4,7-8,10-11,13-16,20-21,29-32H,2,5-6H2,(H2,23,33)(H,34,35)(H,36,37)(H2,22,24,25)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1

SMILES:: NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O

IUPAC Name:: [({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4R,5R)-5-(3-carbamoyl-1,4-dihydropyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy})phosphinic acid

DrugBank PubChem ChemSpider ChEBI PDB

Download Curated Data for this Chemical

151

Interactors 144
Chemical Interactions 413
Network

Chemical Summary

NADH