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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H26N7O14P2.H
Molecular Weight 663.4251
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NADIDE

SMILES

[H+].NC(=O)C1=CC=C[N+](=C1)[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=BAWFJGJZGIEFAR-NNYOXOHSSA-N
InChI=1S/C21H27N7O14P2/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/h1-4,7-8,10-11,13-16,20-21,29-32H,5-6H2,(H5-,22,23,24,25,33,34,35,36,37)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1

HIDE SMILES / InChI

Molecular Formula C21H26N7O14P2
Molecular Weight 662.4172
Charge -1
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 8 / 8
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula H
Molecular Weight 1.0079
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
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
Inactivation of aldophosphamide by human aldehyde dehydrogenase isozyme 3.
2000 Aug 1
LTRPC2 Ca2+-permeable channel activated by changes in redox status confers susceptibility to cell death.
2002 Jan
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
Acute ammonia intoxication induces an NMDA receptor-mediated increase in poly(ADP-ribose) polymerase level and NAD metabolism in nuclei of rat brain cells.
2004 Jun
Human SirT1 interacts with histone H1 and promotes formation of facultative heterochromatin.
2004 Oct 8
NAD+/NADH and/or CoQ/CoQH2 ratios from plasma membrane electron transport may determine ceramide and sphingosine-1-phosphate levels accompanying G1 arrest and apoptosis.
2005
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
Structure and function of poly(ADP-ribose) polymerase-1: role in oxidative stress-related pathologies.
2005 Jul
The glycolytic enzyme glyceraldehyde-3-phosphate dehydrogenase works as an arsenate reductase in human red blood cells and rat liver cytosol.
2005 Jun
Mechanism of sirtuin inhibition by nicotinamide: altering the NAD(+) cosubstrate specificity of a Sir2 enzyme.
2005 Mar 18
Nutrient control of glucose homeostasis through a complex of PGC-1alpha and SIRT1.
2005 Mar 3
Molecular cloning of a novel type of rat cytoplasmic 17beta-hydroxysteroid dehydrogenase distinct from the type 5 isozyme.
2006 Jun
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
TRPM2 activation by cyclic ADP-ribose at body temperature is involved in insulin secretion.
2006 May 3
Dietary protein level and dietary interaction affect quinolinic acid concentration in rats.
2007 Mar
Mechanism of thiol-supported arsenate reduction mediated by phosphorolytic-arsenolytic enzymes: I. The role of arsenolysis.
2009 Aug
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
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
Resveratrol modulates tumor cell proliferation and protein translation via SIRT1-dependent AMPK activation.
2010 Feb 10
Triazole-linked inhibitors of inosine monophosphate dehydrogenase from human and Mycobacterium tuberculosis.
2010 Jun 24
Biochemical mechanism of caffeic acid phenylethyl ester (CAPE) selective toxicity towards melanoma cell lines.
2010 Oct 6
Loss of mitochondrial complex I activity potentiates dopamine neuron death induced by microtubule dysfunction in a Parkinson's disease model.
2011 Mar 7
NADH fluorescence lifetime analysis of the effect of magnesium ions on ALDH2.
2011 May 30
Murine hepatic aldehyde dehydrogenase 1a1 is a major contributor to oxidation of aldehydes formed by lipid peroxidation.
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
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
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
by admin
on Fri Dec 15 15:14:41 UTC 2023
Edited
by admin
on Fri Dec 15 15:14:41 UTC 2023
Record UNII
0U46U6E8UK
Record Status Validated (UNII)
Record Version
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Name Type Language
NADIDE
INN   JAN   MART.   USAN   WHO-DD  
INN   USAN  
Official Name English
NAD(SUP +)
Common Name English
NAD
MI  
Common Name English
DIPHOSPHOPYRIDINE NUCLEOTIDE
Common Name English
COENZYME I
Common Name English
ADENOSINE 5'-(TRIHYDROGEN DIPHOSPHATE) P'->5'-ESTER WITH 3-(AMINOCARBONYL)-1-.BETA.-D-RIBOFURANOSYLPYRIDINIUM INNER SALT
Common Name English
NADIDE [MART.]
Common Name English
COZYMASE
Common Name English
NSC-20272
Code English
.BETA.-NAD
Common Name English
NADIDE [JAN]
Common Name English
CO-I
Code English
NICOTINAMIDE ADENINE DINUCLEOTIDE [INCI]
Common Name English
nadide [INN]
Common Name English
Nadide [WHO-DD]
Common Name English
NADIDUM [HPUS]
Common Name English
NICOTINAMIDE-ADENINE DINUCLEOTIDE
Common Name English
3-CARBAMOYL-1-.BETA.-D-RIBOFURANOSYLPYRIDINIUM HYDROXIDE 5'->5'-ESTER WITH ADENOSINE 5'-(TRIHYDROGEN PYROPHOSPHATE) INNER SALT
Common Name English
CO I
Common Name English
NICOTINAMIDE ADENINE DINUCLEOTIDE
INCI  
INCI  
Official Name English
NADIDUM
HPUS  
Common Name English
CODEHYDROGENASE I
Common Name English
ADENOSINE 5'-(TRIHYDROGEN DIPHOSPHATE), 5'->5'-ESTER WITH 3-(AMINOCARBONYL)-1-.BETA.-D-RIBOFURANOSYLPYRIDINIUM, HYDROXIDE, INNER SALT
Common Name English
NADIDE [USAN]
Common Name English
CODEHYDROGENASE
Common Name English
NAD [MI]
Common Name English
3-CARBAMOYL-1-.BETA.-D-RIBOFURANOSYLPYRIDINIUM HYDROXIDE, 5'-ESTER WITH ADENOSINE 5'-PYROPHOSPHATE, INNER SALT
Common Name English
Classification Tree Code System Code
DSLD 1789 (Number of products:105)
Created by admin on Fri Dec 15 15:14:41 UTC 2023 , Edited by admin on Fri Dec 15 15:14:41 UTC 2023
Code System Code Type Description
SMS_ID
100000084427
Created by admin on Fri Dec 15 15:14:41 UTC 2023 , Edited by admin on Fri Dec 15 15:14:41 UTC 2023
PRIMARY
EPA CompTox
DTXSID2045236
Created by admin on Fri Dec 15 15:14:41 UTC 2023 , Edited by admin on Fri Dec 15 15:14:41 UTC 2023
PRIMARY
DAILYMED
0U46U6E8UK
Created by admin on Fri Dec 15 15:14:41 UTC 2023 , Edited by admin on Fri Dec 15 15:14:41 UTC 2023
PRIMARY
ECHA (EC/EINECS)
200-184-4
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PRIMARY
CAS
53-84-9
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PRIMARY
CHEBI
13389
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PRIMARY
NSC
20272
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PRIMARY
MESH
D009243
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PRIMARY
MERCK INDEX
m7699
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PRIMARY Merck Index
DRUG CENTRAL
4140
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PRIMARY
INN
2371
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PRIMARY
NCI_THESAURUS
C1505
Created by admin on Fri Dec 15 15:14:41 UTC 2023 , Edited by admin on Fri Dec 15 15:14:41 UTC 2023
CONCEPT Dietary Supplement
WIKIPEDIA
Nicotinamide adenine dinucleotide
Created by admin on Fri Dec 15 15:14:41 UTC 2023 , Edited by admin on Fri Dec 15 15:14:41 UTC 2023
PRIMARY
CHEBI
15846
Created by admin on Fri Dec 15 15:14:41 UTC 2023 , Edited by admin on Fri Dec 15 15:14:41 UTC 2023
PRIMARY
DRUG BANK
DB14128
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PRIMARY
CHEBI
44215
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PRIMARY
PUBCHEM
5892
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PRIMARY
FDA UNII
0U46U6E8UK
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PRIMARY
EVMPD
SUB09109MIG
Created by admin on Fri Dec 15 15:14:41 UTC 2023 , Edited by admin on Fri Dec 15 15:14:41 UTC 2023
PRIMARY
NCI_THESAURUS
C87339
Created by admin on Fri Dec 15 15:14:41 UTC 2023 , Edited by admin on Fri Dec 15 15:14:41 UTC 2023
PRIMARY
ChEMBL
CHEMBL1234613
Created by admin on Fri Dec 15 15:14:41 UTC 2023 , Edited by admin on Fri Dec 15 15:14:41 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY