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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H27N7O14P2.2Na
Molecular Weight 709.4046
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DISODIUM NICOTINAMIDE ADENINE DINUCLEOTIDE

SMILES

[Na+].[Na+].NC(=O)C1=CN(C=CC1)[C@@H]2O[C@H](COP([O-])(=O)OP([O-])(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)N4C=NC5=C4N=CN=C5N)[C@@H](O)[C@H]2O

InChI

InChIKey=QRGNQKGQENGQSE-WUEGHLCSSA-L
InChI=1S/C21H29N7O14P2.2Na/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);;/q;2*+1/p-2/t10-,11-,13-,14-,15-,16-,20-,21-;;/m1../s1

HIDE SMILES / InChI

Molecular Formula Na
Molecular Weight 22.98976928
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C21H27N7O14P2
Molecular Weight 663.4251
Charge -2
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 8 / 8
E/Z Centers 0
Optical Activity UNSPECIFIED

Nicotinamide adenine nucleotide (NAD) is a cofactor found in all living cells. It exists in oxidized form (NAD+) and reduced form (NADH). NADH 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). NADH supplements are used for improving mental clarity, alertness, concentration, and memory; as well as for treating Alzheimer’s disease and dementia. Because of its role in energy production, NADH is also used for improving athletic performance and treating chronic fatigue syndrome (CFS). Some people use NADH for treating high blood pressure, high cholesterol, jet lag, depression, and Parkinson’s disease; opposing alcohol’s effects on the liver; reducing signs of aging; protecting against the side effects of an AIDS drug called zidovudine (AZT).

Approval Year

PubMed

PubMed

TitleDatePubMed
Structural and redox behavior of OxyVita, a zero-linked polymeric hemoglobin: comparison with natural acellular polymeric hemoglobins.
2010-04
Structural and mechanistic roles of three consecutive Pro residues of porcine NADH-cytochrome b(5) reductase for the binding of beta-NADH.
2009-10
Pharmacologic inhibition of squalene synthase and other downstream enzymes of the cholesterol synthesis pathway: a new therapeutic approach to treatment of hypercholesterolemia.
2009-04-16
Effect of water activity on inactivation of Listeria monocytogenes and lactate dehydrogenase during high pressure processing.
2008-05-10
Nicotinamide adenine dinucleotide metabolism as an attractive target for drug discovery.
2007-05
Modulation of vascular reactivity in normal, hypertensive and diabetic rat aortae by a non-antioxidant flavonoid.
2007-05
The power to reduce: pyridine nucleotides--small molecules with a multitude of functions.
2007-03-01
Temperature dependence for fluorescence of beta-NADH in glycerol/water solution and in trehalose/sucrose glass.
2007-01
NAD+ metabolism in health and disease.
2007-01
Canal wall reconstruction and mastoid obliteration with composite multi-fractured osteoperiosteal flap.
2006-12
Superoxide anion is elevated in sympathetic neurons in DOCA-salt hypertension via activation of NADPH oxidase.
2006-03
NADPH- diaphorase positive cardiac neurons in the atria of mice. A morphoquantitative study.
2006-02-02
High-resolution intravital NADH fluorescence microscopy allows measurements of tissue bioenergetics in rat ileal mucosa.
2006-01
Biomimetics with a self-assembled monolayer of catalytically active tethered isoalloxazine on Au.
2005-08-16
Trichomonas hydrogenosomes contain the NADH dehydrogenase module of mitochondrial complex I.
2004-12-02
Role of inhibitor aliphatic chain in the thermodynamics of inhibitor binding to Escherichia coli enoyl-ACP reductase and the Phe203Leu mutant: a proposed mechanism for drug resistance.
2004-10-26
Catalase-peroxidases (KatG) exhibit NADH oxidase activity.
2004-10-08
New photoproducts from irradiation of NADH with near-UV light.
2004-10
Mitochondrial NADH redox state, monitoring discovery and deployment in tissue.
2004
Reversible, electrochemical interconversion of NADH and NAD+ by the catalytic (Ilambda) subcomplex of mitochondrial NADH:ubiquinone oxidoreductase (complex I).
2003-05-21
Cytoprotection of pyruvic acid and reduced beta-nicotinamide adenine dinucleotide against hydrogen peroxide toxicity in neuroblastoma cells.
2003-05
Nicotinamide adenine dinucleotide, a metabolic regulator of transcription, longevity and disease.
2003-04
Role of redox potential of hemoglobin-based oxygen carriers on methemoglobin reduction by plasma components.
2002-01
Dynamics of nucleotides in VDAC channels: structure-specific noise generation.
2002-01
Bcl-xL promotes the open configuration of the voltage-dependent anion channel and metabolite passage through the outer mitochondrial membrane.
2001-06-01
Voltammetric biosensors for the determination of formate and glucose-6-phosphate based on the measurement of dehydrogenase-generated NADH and NADPH.
2001-05
Adp-ribosyl cyclase and cyclic ADP-ribose hydrolase act as a redox sensor. a primary role for cyclic ADP-ribose in hypoxic pulmonary vasoconstriction.
2001-04-06
RNA-stimulated NTPase activity associated with yellow fever virus NS3 protein expressed in bacteria.
1993-02
Solubilization, purification, and characterization of a truncated form of rat hepatic squalene synthetase.
1992-04-25
Structure of lactate dehydrogenase inhibitor generated from coenzyme.
1979-04-03
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:51:09 GMT 2025
Edited
by admin
on Mon Mar 31 17:51:09 GMT 2025
Record UNII
8295030YNC
Record Status Validated (UNII)
Record Version
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Name Type Language
DISODIUM NICOTINAMIDE ADENINE DINUCLEOTIDE
Common Name English
DISODIUM NADH
INCI  
INCI  
Preferred Name English
NICOTINAMIDE ADENINE DINUCLEOTIDE DISODIUM REDUCED
Common Name English
DISODIUM NICOTINAMIDE ADENINE DINUCLEOTIDE REDUCED
Common Name English
NICOTINAMIDE ADENINE DINUCLEOTIDE DISODIUM
Common Name English
.BETA.-NICOTINAMIDE ADENINE DINUCLEOTIDE DISODIUM SALT
Common Name English
NADH DISODIUM SALT
Common Name English
Code System Code Type Description
CAS
606-68-8
Created by admin on Mon Mar 31 17:51:09 GMT 2025 , Edited by admin on Mon Mar 31 17:51:09 GMT 2025
PRIMARY
ECHA (EC/EINECS)
210-123-3
Created by admin on Mon Mar 31 17:51:09 GMT 2025 , Edited by admin on Mon Mar 31 17:51:09 GMT 2025
PRIMARY
FDA UNII
8295030YNC
Created by admin on Mon Mar 31 17:51:09 GMT 2025 , Edited by admin on Mon Mar 31 17:51:09 GMT 2025
PRIMARY
PUBCHEM
2724710
Created by admin on Mon Mar 31 17:51:09 GMT 2025 , Edited by admin on Mon Mar 31 17:51:09 GMT 2025
PRIMARY
RXCUI
1716102
Created by admin on Mon Mar 31 17:51:09 GMT 2025 , Edited by admin on Mon Mar 31 17:51:09 GMT 2025
PRIMARY RxNorm
EPA CompTox
DTXSID901014657
Created by admin on Mon Mar 31 17:51:09 GMT 2025 , Edited by admin on Mon Mar 31 17:51:09 GMT 2025
PRIMARY
DAILYMED
8295030YNC
Created by admin on Mon Mar 31 17:51:09 GMT 2025 , Edited by admin on Mon Mar 31 17:51:09 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE