Chemicals and Drugs

NAD

A coenzyme composed of ribosylnicotinamide 5'-diphosphate coupled to adenosine 5'-phosphate by pyrophosphate linkage. It 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). (Dorland, 27th ed)

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A coenzyme composed of ribosylnicotinamide 5'-diphosphate coupled to adenosine 5'-phosphate by pyrophosphate linkage. It 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). (Dorland, 27th ed)

Chemical Identity

Chemical Information

Molecular Formula
C21H27N7O14P2
Molecular Weight
663.4 g/mol
IUPAC Name
[[5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate
InChIKey
BAWFJGJZGIEFAR-UHFFFAOYSA-N
SMILES
C1=CC(=C[N+](=C1)C2C(C(C(O2)COP(=O)([O-])OP(=O)(O)OCC3C(C(C(O3)N4C=NC5=C(N=CN=C54)N)O)O)O)O)C(=O)N
MeSH Unique ID
D009243
Source
PubChem CID 925

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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MeSH Record

Synonyms

12 entry terms
  • Coenzyme I
  • DPN
  • Dihydronicotinamide Adenine Dinucleotide
  • Diphosphopyridine Nucleotide
  • Nadide
  • Nicotinamide-Adenine Dinucleotide
  • Adenine Dinucleotide, Dihydronicotinamide
  • Dinucleotide, Dihydronicotinamide Adenine
  • Dinucleotide, Nicotinamide-Adenine
  • Nicotinamide Adenine Dinucleotide
  • Nucleotide, Diphosphopyridine
  • NADH

MeSH Record

Aspects Covered

30 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, analogs & derivatives, analysis, antagonists & inhibitors, biosynthesis, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, deficiency, drug effects, economics, genetics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, physiology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, ultrastructure, urine.

MeSH Record

Indexing Annotation

a coenzyme; NAD or NADP probably correct for indexing of pyridine nucleotides

MeSH Hierarchy

Tree Numbers

  1. D03w.633.100.759.646.138.694w
  2. D08.211w.589w
  3. D13.695w.667.138.694w
  4. D13.695w.827w.068.694w

MeSH Record

NLM Classification

QU 135

AMA Style

References

  1. National Library of Medicine. NAD. Medical Subject Headings (MeSH). 2026. Unique ID D009243. http://id.nlm.nih.gov/mesh/2026/D009243
  2. NAD. In: Wikipedia. https://en.wikipedia.org/wiki/Nicotinamide_adenine_dinucleotide
  3. NAD. In: Wikidata. https://www.wikidata.org/wiki/Q12499775
  4. NAD. In: PubChem Compound. CID 925. https://pubchem.ncbi.nlm.nih.gov/compound/925