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
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
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
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL4506 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21528845 |
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Target ID: CHEMBL4835 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8308865 |
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Target ID: CHEMBL1970 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8308865 |
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PubMed
Title | Date | PubMed |
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Structure of lactate dehydrogenase inhibitor generated from coenzyme. | 1979 Apr 3 |
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Solubilization, purification, and characterization of a truncated form of rat hepatic squalene synthetase. | 1992 Apr 25 |
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RNA-stimulated NTPase activity associated with yellow fever virus NS3 protein expressed in bacteria. | 1993 Feb |
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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 Apr 6 |
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Bcl-xL promotes the open configuration of the voltage-dependent anion channel and metabolite passage through the outer mitochondrial membrane. | 2001 Jun 1 |
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Voltammetric biosensors for the determination of formate and glucose-6-phosphate based on the measurement of dehydrogenase-generated NADH and NADPH. | 2001 May |
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Role of redox potential of hemoglobin-based oxygen carriers on methemoglobin reduction by plasma components. | 2002 Jan |
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Dynamics of nucleotides in VDAC channels: structure-specific noise generation. | 2002 Jan |
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Nicotinamide adenine dinucleotide, a metabolic regulator of transcription, longevity and disease. | 2003 Apr |
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Cytoprotection of pyruvic acid and reduced beta-nicotinamide adenine dinucleotide against hydrogen peroxide toxicity in neuroblastoma cells. | 2003 May |
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Reversible, electrochemical interconversion of NADH and NAD+ by the catalytic (Ilambda) subcomplex of mitochondrial NADH:ubiquinone oxidoreductase (complex I). | 2003 May 21 |
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Mitochondrial NADH redox state, monitoring discovery and deployment in tissue. | 2004 |
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Trichomonas hydrogenosomes contain the NADH dehydrogenase module of mitochondrial complex I. | 2004 Dec 2 |
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New photoproducts from irradiation of NADH with near-UV light. | 2004 Oct |
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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 Oct 26 |
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Catalase-peroxidases (KatG) exhibit NADH oxidase activity. | 2004 Oct 8 |
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Biomimetics with a self-assembled monolayer of catalytically active tethered isoalloxazine on Au. | 2005 Aug 16 |
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Canal wall reconstruction and mastoid obliteration with composite multi-fractured osteoperiosteal flap. | 2006 Dec |
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NADPH- diaphorase positive cardiac neurons in the atria of mice. A morphoquantitative study. | 2006 Feb 2 |
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High-resolution intravital NADH fluorescence microscopy allows measurements of tissue bioenergetics in rat ileal mucosa. | 2006 Jan |
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Superoxide anion is elevated in sympathetic neurons in DOCA-salt hypertension via activation of NADPH oxidase. | 2006 Mar |
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Temperature dependence for fluorescence of beta-NADH in glycerol/water solution and in trehalose/sucrose glass. | 2007 Jan |
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NAD+ metabolism in health and disease. | 2007 Jan |
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The power to reduce: pyridine nucleotides--small molecules with a multitude of functions. | 2007 Mar 1 |
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Nicotinamide adenine dinucleotide metabolism as an attractive target for drug discovery. | 2007 May |
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Effect of water activity on inactivation of Listeria monocytogenes and lactate dehydrogenase during high pressure processing. | 2008 May 10 |
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Pharmacologic inhibition of squalene synthase and other downstream enzymes of the cholesterol synthesis pathway: a new therapeutic approach to treatment of hypercholesterolemia. | 2009 Mar-Apr |
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Structural and mechanistic roles of three consecutive Pro residues of porcine NADH-cytochrome b(5) reductase for the binding of beta-NADH. | 2009 Oct |
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Structural and redox behavior of OxyVita, a zero-linked polymeric hemoglobin: comparison with natural acellular polymeric hemoglobins. | 2010 Apr |
Patents
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606-68-8
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210-123-3
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8295030YNC
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2724710
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1716102
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DTXSID901014657
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8295030YNC
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PARENT (SALT/SOLVATE)
SUBSTANCE RECORD