U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
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
RNA-stimulated NTPase activity associated with yellow fever virus NS3 protein expressed in bacteria.
1993 Feb
Bcl-xL promotes the open configuration of the voltage-dependent anion channel and metabolite passage through the outer mitochondrial membrane.
2001 Jun 1
Mitochondrial NADH redox state, monitoring discovery and deployment in tissue.
2004
New photoproducts from irradiation of NADH with near-UV light.
2004 Oct
Modulation of vascular reactivity in normal, hypertensive and diabetic rat aortae by a non-antioxidant flavonoid.
2007 May
Structural and redox behavior of OxyVita, a zero-linked polymeric hemoglobin: comparison with natural acellular polymeric hemoglobins.
2010 Apr
Patents
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
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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
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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
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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
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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
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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
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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
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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
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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
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