NADH

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 Search

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

Description
Sources: https://www.ncbi.nlm.nih.gov/books/NBK26882/ | https://www.webmd.com/vitamins/ai/ingredientmono-1016/nadh | https://www.ncbi.nlm.nih.gov/pubmed/24559077 | https://www.ncbi.nlm.nih.gov/pubmed/28111818 |

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
NAD-dependent deacetylase sirtuin 1 16 Target ID: CHEMBL4506 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21528845	Substrate 661
L-lactate dehydrogenase A chain 4 Target ID: CHEMBL4835 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8308865	Substrate 661
Alcohol dehydrogenase alpha chain 2 Target ID: CHEMBL1970 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8308865	Substrate 661
cell redox homeostasis 5 Target ID: GO:0045454 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28648096 \| https://www.leebio.com/product/1094/beta-nicotinamide-adenine-dinucleotide-nadh-reduced-form-disodium-salt-943-20	Modulator 828

PubMed

Title	Date	PubMed
Role of redox potential of hemoglobin-based oxygen carriers on methemoglobin reduction by plasma components.	2002 Jan	12000225
Dynamics of nucleotides in VDAC channels: structure-specific noise generation.	2002 Jan	11751308
Reversible, electrochemical interconversion of NADH and NAD+ by the catalytic (Ilambda) subcomplex of mitochondrial NADH:ubiquinone oxidoreductase (complex I).	2003 May 21	12785808
High-resolution intravital NADH fluorescence microscopy allows measurements of tissue bioenergetics in rat ileal mucosa.	2006 Jan	16393945
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	19367148
Structural and mechanistic roles of three consecutive Pro residues of porcine NADH-cytochrome b(5) reductase for the binding of beta-NADH.	2009 Oct	19716516

Patents

Name

Type

Language

NADH	Locators: WHO-DD Sources:

Common Name

English

NAD REDUCED FORM

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)