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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H26N7O17P3.2Na
Molecular Weight 787.3687
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NADIDE PHOSPHATE DISODIUM

SMILES

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

InChI

InChIKey=WSDDJLMGYRLUKR-WUEGHLCSSA-L
InChI=1S/C21H28N7O17P3.2Na/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;;/h1-4,7-8,10-11,13-16,20-21,29-31H,5-6H2,(H7-,22,23,24,25,32,33,34,35,36,37,38,39);;/q;2*+1/p-2/t10-,11-,13-,14-,15-,16-,20-,21-;;/m1../s1

HIDE SMILES / InChI

Molecular Formula C21H26N7O17P3
Molecular Weight 741.3891
Charge -2
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 8 / 8
E/Z Centers 0
Optical Activity UNSPECIFIED

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

NADIDE (NAD+) is a coenzyme composed of ribosylnicotinamide 5'-diphosphate coupled to adenosine 5'-phosphate by pyrophosphate linkage. NADIDE was marketed under the brand name Enada. Although Enada (NADH) is marketed as a nutritional supplement, Birkmayer Pharmaceuticals has launched two clinical trials to prove scientifically that Enada is effective. Before these studies could get started they had to also prove to the Food and Drug Administration (FDA) that the stable oral form of Enada (NADH) is a safe substance. Since the mid-‘80s more than 3,000 parkinsonian patients have received NADH, either as intravenous infusion or in the form of oral tablets. Enada (NADH) is the world‘s first and only stabilized, absorbable, patented, tablet-form NADH dietary supplement. It is now available to everyone whose lifestyle demands increased energy, vitality and mental clarity. In other words, it is beneficial not only for patients suffering from chronic fatigue syndrome, Alzheimer‘s disease, depression or Parkinson‘s disease, but for any normal, healthy individual whose lifestyle demands more energy. NADIDE (NADH) may be considered as a therapeutic adjunct for cancer patients to protect them against the general toxic effects of substances such as doxorubicin or cisplatin by stimulating the DNA repair system and by promoting normal cellular biosynthetic responses after chemotherapy. NADH seems to exhibit a chemo preventive effect.

Approval Year

PubMed

PubMed

TitleDatePubMed
[The effect of guanosyl-5'-monophosphate on metabolic processes in rats with experimental myocarditis].
1990 Sep-Oct
The novel aldehyde dehydrogenase gene, ALDH5, encodes an active aldehyde dehydrogenase enzyme.
1995 Jun 6
L-lactate dehydrogenase A4- and A3B isoforms are bona fide peroxisomal enzymes in rat liver. Evidence for involvement in intraperoxisomal NADH reoxidation.
1996 Feb 16
Flavins inhibit human cytomegalovirus UL80 protease via disulfide bond formation.
1996 May 7
Metabolism of retinaldehyde and other aldehydes in soluble extracts of human liver and kidney.
1999 Nov 19
Intrinsic alcohol dehydrogenase and hydroxysteroid dehydrogenase activities of human mitochondrial short-chain L-3-hydroxyacyl-CoA dehydrogenase.
2000 Jan 1
Reactive oxygen species alter gene expression in podocytes: induction of granulocyte macrophage-colony-stimulating factor.
2002 Jan
[Effect of NADH against liver cell line L02 apoptosis induced by UVB irradiation].
2002 Mar
Crystal structures of Tritrichomonasfoetus inosine monophosphate dehydrogenase in complex with substrate, cofactor and analogs: a structural basis for the random-in ordered-out kinetic mechanism.
2003 Feb 14
Molecular identification of human glutamine- and ammonia-dependent NAD synthetases. Carbon-nitrogen hydrolase domain confers glutamine dependency.
2003 Mar 28
A candidate NAD+ transporter in an intracellular bacterial symbiont related to Chlamydiae.
2004 Dec 2
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
Human SirT1 interacts with histone H1 and promotes formation of facultative heterochromatin.
2004 Oct 8
Competing roles of cytochrome P450 1A1/1B1 and aldo-keto reductase 1A1 in the metabolic activation of (+/-)-7,8-dihydroxy-7,8-dihydro-benzo[a]pyrene in human bronchoalveolar cell extracts.
2005 Feb
Inositol 1,4,5-trisphosphate receptor/GAPDH complex augments Ca2+ release via locally derived NADH.
2005 Feb 1
Complex I regulates mutant mitochondrial aldehyde dehydrogenase activity and voluntary ethanol consumption in rats.
2005 Jan
Synthesis and antiviral evaluation of cis-substituted cyclohexenyl and cyclohexanyl nucleosides.
2005 Jan 27
Polymorphisms in the mitochondrial aldehyde dehydrogenase gene (Aldh2) determine peak blood acetaldehyde levels and voluntary ethanol consumption in rats.
2005 Jun
PARP-10, a novel Myc-interacting protein with poly(ADP-ribose) polymerase activity, inhibits transformation.
2005 Mar 17
Nutrient control of glucose homeostasis through a complex of PGC-1alpha and SIRT1.
2005 Mar 3
A kinetic study on the lactoperoxidase catalyzed oxidation of estrogens.
2006 Dec
Expression of a novel P275L variant of NADH:cytochrome b5 reductase gives functional insight into the conserved motif important for pyridine nucleotide binding.
2006 Mar 1
Extracellular NAD+ is an agonist of the human P2Y11 purinergic receptor in human granulocytes.
2006 Oct 20
2,3,7,8-Tetrachlorodibenzo-p-dioxin (TCDD) induces oxidative stress, DNA strand breaks, and poly(ADP-ribose) polymerase-1 activation in human breast carcinoma cell lines.
2007 Aug
Dietary protein level and dietary interaction affect quinolinic acid concentration in rats.
2007 Mar
Nicotinamide prevents NAD+ depletion and protects neurons against excitotoxicity and cerebral ischemia: NAD+ consumption by SIRT1 may endanger energetically compromised neurons.
2009
Protective role of estrogen receptor-alpha on lower chlorinated PCB congener-induced DNA damage and repair in human tumoral breast cells.
2009 Jul 10
Prevention of hepatocarcinogenesis and increased susceptibility to acetaminophen-induced liver failure in transaldolase-deficient mice by N-acetylcysteine.
2009 Jun
The conserved R166 residue of ALDH5A (succinic semialdehyde dehydrogenase) has multiple functional roles.
2009 Mar 16
Biochemical characterization of human epidermal retinol dehydrogenase 2.
2009 Mar 16
Regulation of glomerular heparanase expression by aldosterone, angiotensin II and reactive oxygen species.
2009 Sep
Loss of mitochondrial complex I activity potentiates dopamine neuron death induced by microtubule dysfunction in a Parkinson's disease model.
2011 Mar 7
Inactivation of porcine kidney betaine aldehyde dehydrogenase by hydrogen peroxide.
2011 May 30
NADH fluorescence lifetime analysis of the effect of magnesium ions on ALDH2.
2011 May 30
NAD(P)H:quinone oxidoreductase 1 (NQO1) competes with 20S proteasome for binding with C/EBPα leading to its stabilization and protection against radiation-induced myeloproliferative disease.
2012 Dec 7
Differences in susceptibility to inactivation of human aldehyde dehydrogenases by lipid peroxidation byproducts.
2012 Mar 19
A second target of benzamide riboside: dihydrofolate reductase.
2012 Nov
Regulation of FOXOs and p53 by SIRT1 modulators under oxidative stress.
2013
Elevated microRNA-34a in obesity reduces NAD+ levels and SIRT1 activity by directly targeting NAMPT.
2013 Dec
Resveratrol induces a mitochondrial complex I-dependent increase in NADH oxidation responsible for sirtuin activation in liver cells.
2013 Dec 20
Fluorescence lifetime analysis and effect of magnesium ions on binding of NADH to human aldehyde dehydrogenase 1.
2013 Feb 25
Catalytic contribution of threonine 244 in human ALDH2.
2013 Feb 25
Biocatalytic production of alpha-hydroxy ketones and vicinal diols by yeast and human aldo-keto reductases.
2013 Feb 25
NAD(+) administration decreases doxorubicin-induced liver damage of mice by enhancing antioxidation capacity and decreasing DNA damage.
2014 Apr 5
Resveratrol delays Wallerian degeneration in a NAD(+) and DBC1 dependent manner.
2014 Jan
Reduction of sulfamethoxazole hydroxylamine (SMX-HA) by the mitochondrial amidoxime reducing component (mARC).
2014 Oct 20
Towards a systematic analysis of human short-chain dehydrogenases/reductases (SDR): Ligand identification and structure-activity relationships.
2015 Jun 5
Development of a high-throughput in vitro assay to identify selective inhibitors for human ALDH1A1.
2015 Jun 5
Ruthenium complexes as inhibitors of the aldo-keto reductases AKR1C1-1C3.
2015 Jun 5
Retinal toxicity, in vivo and in vitro, associated with inhibition of nicotinamide phosphoribosyltransferase.
2015 Mar
Patents

Patents

Sample Use Guides

Dosage requirements and response time vary from individual to individual. Optimal dosage should be established individually. A daily dosage of 2.5 mg shows results in healthy people; people with neurological disorders may require higher amounts. Enada tablets should always be taken whole with half a glass of water only on an empty stomach, 20-30 minutes before a meal, preferably in the morning. Enada is available as a dietary supplement in the U.S.A. in 2.5 mg and 5 mg tablet form. Nutritional and Energy Enhancement 2.5 to 5 mg daily or every other day depending upon individual response. Therapeutic Treatment 10 to 15 mg daily, depending upon individual requirements and the guidance of your physician or health-care professional.
Route of Administration: Oral
Oochlear organotypic cultures were treated with different doses of Mn (0.5-3.0 mM) alone or combined with 20 mM NADIDE (NAD). Results demonstrate that the percentage of hair cells, auditory nerve fibers (ANF) and SGN decreased with increasing Mn concentration. The addition of 20 mM NAD did not significantly reduce hair cells loss in the presence of Mn, whereas the density of ANF and SGN increased significantly in the presence of NAD. NAD suppressed Mn-induced TUNEL staining and caspase activation suggesting it prevents apoptotic cell death.
Substance Class Chemical
Created
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on Mon Mar 31 22:13:26 GMT 2025
Edited
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on Mon Mar 31 22:13:26 GMT 2025
Record UNII
1ZCR3Z51KV
Record Status Validated (UNII)
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Name Type Language
NADIDE PHOSPHATE DISODIUM
Common Name English
DISODIUM NADP
Preferred Name English
NAD SODIUM PHOSPHATE
Common Name English
Adenosine 5?-(trihydrogen diphosphate), 2?-(dihydrogen phosphate), P??5?-ester with 3-(aminocarbonyl)-1-?-D-ribofuranosylpyridinium, inner salt, disodium salt
Systematic Name English
Code System Code Type Description
PUBCHEM
2734411
Created by admin on Mon Mar 31 22:13:26 GMT 2025 , Edited by admin on Mon Mar 31 22:13:26 GMT 2025
PRIMARY
CAS
24292-60-2
Created by admin on Mon Mar 31 22:13:26 GMT 2025 , Edited by admin on Mon Mar 31 22:13:26 GMT 2025
PRIMARY
EPA CompTox
DTXSID401044998
Created by admin on Mon Mar 31 22:13:26 GMT 2025 , Edited by admin on Mon Mar 31 22:13:26 GMT 2025
PRIMARY
FDA UNII
1ZCR3Z51KV
Created by admin on Mon Mar 31 22:13:26 GMT 2025 , Edited by admin on Mon Mar 31 22:13:26 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
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ACTIVE MOIETY