Chemicals and Drugs

Adenosine Diphosphate Ribose

An ester formed between the aldehydic carbon of RIBOSE and the terminal phosphate of ADENOSINE DIPHOSPHATE. It is produced by the hydrolysis of nicotinamide-adenine dinucleotide (NAD) by a variety of enzymes, some of which transfer an ADP-ribosyl group to target proteins.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

An ester formed between the aldehydic carbon of RIBOSE and the terminal phosphate of ADENOSINE DIPHOSPHATE. It is produced by the hydrolysis of nicotinamide-adenine dinucleotide (NAD) by a variety of enzymes, some of which transfer an ADP-ribosyl group to target proteins.

Chemical Identity

Chemical Information

Molecular Formula
C15H23N5O14P2
Molecular Weight
559.32 g/mol
IUPAC Name
[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R)-3,4,5-trihydroxyoxolan-2-yl]methyl hydrogen phosphate
InChIKey
SRNWOUGRCWSEMX-TYASJMOZSA-N
SMILES
C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)OC[C@@H]4[C@H]([C@H](C(O4)O)O)O)O)O)N
MeSH Unique ID
D000246
Source
PubChem CID 33576

MeSH Record

Classification

Broader headings

Narrower headings

Related Concepts

Knowledge Graph

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MeSH Record

See Also

MeSH Record

Synonyms

11 entry terms
  • ADP Ribose
  • ADP-Ribose
  • ADPribose
  • Adenosine 5'-Diphosphoribose
  • Adenosine Diphosphoribose
  • 5'-Diphosphoribose, Adenosine
  • Adenosine 5' Diphosphoribose
  • Diphosphate Ribose, Adenosine
  • Diphosphoribose, Adenosine
  • Ribose, ADP
  • Ribose, Adenosine Diphosphate

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

87(80); was see under NUCLEOSIDE DIPHOSPHATE SUGARS 1980-86

MeSH Record

Previous Indexing

  • Adenine Nucleotides (1966-1970)
  • Adenosine Diphosphate Sugars (1975-1979)
  • Nucleoside Diphosphate Sugars (1971-1974)
  • Ribose (1966-1974) /AA (1975-1979)

MeSH Hierarchy

Tree Numbers

  1. D03w.633.100.759.646.138.124w.070.125w
  2. D09w.408w.620w.569.070.125w
  3. D13.695w.667.138.124w.070.125w
  4. D13.695w.827w.068.124w.070.125w
  5. D13.695w.827w.708.070.125w

MeSH Record

NLM Classification

QU 57

AMA Style

References

  1. National Library of Medicine. Adenosine Diphosphate Ribose. Medical Subject Headings (MeSH). 2026. Unique ID D000246. http://id.nlm.nih.gov/mesh/2026/D000246
  2. Adenosine Diphosphate Ribose. In: Wikipedia. https://en.wikipedia.org/wiki/Adenosine_diphosphate_ribose
  3. Adenosine Diphosphate Ribose. In: Wikidata. https://www.wikidata.org/wiki/Q61416
  4. Adenosine Diphosphate Ribose. In: PubChem Compound. CID 33576. https://pubchem.ncbi.nlm.nih.gov/compound/33576