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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H29N7O14P2
Molecular Weight 665.441
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NADH

SMILES

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=BOPGDPNILDQYTO-NNYOXOHSSA-N
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

HIDE SMILES / InChI

Molecular Formula C21H29N7O14P2
Molecular Weight 665.441
Charge 0
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
Structure of lactate dehydrogenase inhibitor generated from coenzyme.
1979 Apr 3
Solubilization, purification, and characterization of a truncated form of rat hepatic squalene synthetase.
1992 Apr 25
RNA-stimulated NTPase activity associated with yellow fever virus NS3 protein expressed in bacteria.
1993 Feb
Trichomonas hydrogenosomes contain the NADH dehydrogenase module of mitochondrial complex I.
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
Biomimetics with a self-assembled monolayer of catalytically active tethered isoalloxazine on Au.
2005 Aug 16
Canal wall reconstruction and mastoid obliteration with composite multi-fractured osteoperiosteal flap.
2006 Dec
NADPH- diaphorase positive cardiac neurons in the atria of mice. A morphoquantitative study.
2006 Feb 2
High-resolution intravital NADH fluorescence microscopy allows measurements of tissue bioenergetics in rat ileal mucosa.
2006 Jan
Superoxide anion is elevated in sympathetic neurons in DOCA-salt hypertension via activation of NADPH oxidase.
2006 Mar
Effect of water activity on inactivation of Listeria monocytogenes and lactate dehydrogenase during high pressure processing.
2008 May 10
Structural and mechanistic roles of three consecutive Pro residues of porcine NADH-cytochrome b(5) reductase for the binding of beta-NADH.
2009 Oct
Structural and redox behavior of OxyVita, a zero-linked polymeric hemoglobin: comparison with natural acellular polymeric hemoglobins.
2010 Apr
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 01:56:42 GMT 2023
Edited
by admin
on Sat Dec 16 01:56:42 GMT 2023
Record UNII
4J24DQ0916
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NADH
WHO-DD  
Common Name English
NAD REDUCED FORM
MI  
Common Name English
NICOTINAMIDE-ADENINE DINUCLEOTIDE, REDUCED
Common Name English
NAD REDUCED FORM [MI]
Common Name English
REDUCED NICOTINAMIDE-ADENINE DINUCLEOTIDE
Common Name English
ADENOSINE 5'-(TRIHYDROGEN DIPHOSPHATE), P'->5'-ESTER WITH 1,4-DIHYDRO-1-.BETA.-D-RIBOFURANOSYL-3-PYRIDINECARBOXAMIDE
Common Name English
REDUCED NICOTINAMIDE ADENINE DIPHOSPHATE
Common Name English
NADH [WHO-DD]
Common Name English
Classification Tree Code System Code
DSLD 2235 (Number of products:5)
Created by admin on Sat Dec 16 01:56:42 GMT 2023 , Edited by admin on Sat Dec 16 01:56:42 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID30889320
Created by admin on Sat Dec 16 01:56:42 GMT 2023 , Edited by admin on Sat Dec 16 01:56:42 GMT 2023
PRIMARY
DAILYMED
4J24DQ0916
Created by admin on Sat Dec 16 01:56:42 GMT 2023 , Edited by admin on Sat Dec 16 01:56:42 GMT 2023
PRIMARY
CHEBI
16908
Created by admin on Sat Dec 16 01:56:42 GMT 2023 , Edited by admin on Sat Dec 16 01:56:42 GMT 2023
PRIMARY
CHEBI
57945
Created by admin on Sat Dec 16 01:56:42 GMT 2023 , Edited by admin on Sat Dec 16 01:56:42 GMT 2023
PRIMARY
PUBCHEM
439153
Created by admin on Sat Dec 16 01:56:42 GMT 2023 , Edited by admin on Sat Dec 16 01:56:42 GMT 2023
PRIMARY
WIKIPEDIA
NADH
Created by admin on Sat Dec 16 01:56:42 GMT 2023 , Edited by admin on Sat Dec 16 01:56:42 GMT 2023
PRIMARY
RXCUI
7222
Created by admin on Sat Dec 16 01:56:42 GMT 2023 , Edited by admin on Sat Dec 16 01:56:42 GMT 2023
PRIMARY RxNorm
ECHA (EC/EINECS)
200-393-0
Created by admin on Sat Dec 16 01:56:42 GMT 2023 , Edited by admin on Sat Dec 16 01:56:42 GMT 2023
PRIMARY
MERCK INDEX
m7699
Created by admin on Sat Dec 16 01:56:42 GMT 2023 , Edited by admin on Sat Dec 16 01:56:42 GMT 2023
PRIMARY Merck Index
EVMPD
SUB33719
Created by admin on Sat Dec 16 01:56:42 GMT 2023 , Edited by admin on Sat Dec 16 01:56:42 GMT 2023
PRIMARY
SMS_ID
100000127643
Created by admin on Sat Dec 16 01:56:42 GMT 2023 , Edited by admin on Sat Dec 16 01:56:42 GMT 2023
PRIMARY
DRUG BANK
DB00157
Created by admin on Sat Dec 16 01:56:42 GMT 2023 , Edited by admin on Sat Dec 16 01:56:42 GMT 2023
PRIMARY
CAS
58-68-4
Created by admin on Sat Dec 16 01:56:42 GMT 2023 , Edited by admin on Sat Dec 16 01:56:42 GMT 2023
PRIMARY
FDA UNII
4J24DQ0916
Created by admin on Sat Dec 16 01:56:42 GMT 2023 , Edited by admin on Sat Dec 16 01:56:42 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY