Chemicals and Drugs

Flavin-Adenine Dinucleotide

A condensation product of riboflavin and adenosine diphosphate. The coenzyme of various aerobic dehydrogenases, e.g., D-amino acid oxidase and L-amino acid oxidase. (Lehninger, Principles of Biochemistry, 1982, p972)

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A condensation product of riboflavin and adenosine diphosphate. The coenzyme of various aerobic dehydrogenases, e.g., D-amino acid oxidase and L-amino acid oxidase. (Lehninger, Principles of Biochemistry, 1982, p972)

Chemical Identity

Chemical Information

Molecular Formula
C27H33N9O15P2
Molecular Weight
785.5 g/mol
CAS Registry No.
146-14-5
IUPAC Name
[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4S)-5-(7,8-dimethyl-2,4-dioxobenzo[g]pteridin-10-yl)-2,3,4-trihydroxypentyl] hydrogen phosphate
InChIKey
VWWQXMAJTJZDQX-UYBVJOGSSA-N
SMILES
CC1=CC2=C(C=C1C)N(C3=NC(=O)NC(=O)C3=N2)C[C@@H]([C@@H]([C@@H](COP(=O)(O)OP(=O)(O)OC[C@@H]4[C@H]([C@H]([C@@H](O4)N5C=NC6=C(N=CN=C65)N)O)O)O)O)O
MeSH Unique ID
D005182
Source
PubChem CID 643975

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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MeSH Record

Synonyms

4 entry terms
  • FAD
  • Dinucleotide, Flavin-Adenine
  • Flavin Adenine Dinucleotide
  • Flavitan

MeSH Record

Aspects Covered

29 allowable subheadings

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

MeSH Record

History Note

2002(1963)

MeSH Hierarchy

Tree Numbers

  1. D03w.633.100.733.315.650w.249w
  2. D03w.633.100.759.646.138.506w
  3. D03w.633.300.507.650w.249w
  4. D08.211w.474.650w.249w
  5. D13.695w.667.138.506w
  6. D13.695w.827w.068.506w
  7. D23.767w.405.650w.249w

AMA Style

References

  1. National Library of Medicine. Flavin-Adenine Dinucleotide. Medical Subject Headings (MeSH). 2026. Unique ID D005182. http://id.nlm.nih.gov/mesh/2026/D005182
  2. Flavin-Adenine Dinucleotide. In: Wikipedia. https://en.wikipedia.org/wiki/Flavin_adenine_dinucleotide
  3. Flavin-Adenine Dinucleotide. In: Wikidata. https://www.wikidata.org/wiki/Q28746
  4. Flavin-Adenine Dinucleotide. In: PubChem Compound. CID 643975. https://pubchem.ncbi.nlm.nih.gov/compound/643975