Chemicals and Drugs

Tubercidin

An antibiotic purine ribonucleoside that readily substitutes for adenosine in the biological system, but its incorporation into DNA and RNA has an inhibitory effect on the metabolism of these nucleic acids.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

An antibiotic purine ribonucleoside that readily substitutes for adenosine in the biological system, but its incorporation into DNA and RNA has an inhibitory effect on the metabolism of these nucleic acids.

Chemical Identity

Chemical Information

Molecular Formula
C11H14N4O4
Molecular Weight
266.25 g/mol
CAS Registry No.
69-33-0
IUPAC Name
(2R,3R,4S,5R)-2-(4-aminopyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)oxolane-3,4-diol
InChIKey
HDZZVAMISRMYHH-KCGFPETGSA-N
SMILES
C1=CN(C2=NC=NC(=C21)N)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O
MeSH Unique ID
D014372
Source
PubChem CID 6245

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

4 entry terms
  • 4-Amino-7 beta-D-ribofuranosyl-7H-pyrrolo(2,3-d)pyrimidine
  • 7-Deazaadenosine
  • Deazaadenosine
  • 7 Deazaadenosine

MeSH Record

Aspects Covered

26 allowable subheadings

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

MeSH Record

Indexing Annotation

an antineoplastic antimetabolite

MeSH Record

History Note

91(75); was see under ANTIBIOTICS, AMINOGLYCOSIDE 1975-90

MeSH Record

Previous Indexing

  • Pyrimidines (1973-1974)
  • Pyrroles (1973-1974)
  • Ribonucleosides (1973-1974)

MeSH Hierarchy

Tree Numbers

  1. D03w.633.100.759.590.910w
  2. D13.570w.583.910w
  3. D13.570w.800w.850w

AMA Style

References

  1. National Library of Medicine. Tubercidin. Medical Subject Headings (MeSH). 2026. Unique ID D014372. http://id.nlm.nih.gov/mesh/2026/D014372
  2. Tubercidin. In: Wikipedia. https://en.wikipedia.org/wiki/Tubercidin
  3. Tubercidin. In: Wikidata. https://www.wikidata.org/wiki/Q27089034
  4. Tubercidin. In: PubChem Compound. CID 6245. https://pubchem.ncbi.nlm.nih.gov/compound/6245