Chemicals and Drugs

Dianhydrogalactitol

One of the cytotoxic dihalohexitols that alkylates and cross-links DNA via an epoxide group during all phases of the cell cycle, resulting in a disruption of DNA function and cell cycle arrest. It has antineoplastic activity and also causes bone marrow toxicity.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

One of the cytotoxic dihalohexitols that alkylates and cross-links DNA via an epoxide group during all phases of the cell cycle, resulting in a disruption of DNA function and cell cycle arrest. It has antineoplastic activity and also causes bone marrow toxicity.

Chemical Identity

Chemical Information

Molecular Formula
C6H10O4
Molecular Weight
146.14 g/mol
CAS Registry No.
23261-20-3
IUPAC Name
(1S,2R)-1-[(2S)-oxiran-2-yl]-2-[(2R)-oxiran-2-yl]ethane-1,2-diol
InChIKey
AAFJXZWCNVJTMK-GUCUJZIJSA-N
SMILES
C1[C@@H](O1)[C@@H]([C@@H]([C@@H]2CO2)O)O
MeSH Unique ID
D003961
Source
PubChem CID 15942827

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

8 entry terms
  • 1,2,5,6-Dianhydrogalactitol
  • 1,2-5,6-Dianhydrogalactitol
  • Dianhydrodulcitol
  • Diepoxydulcitol
  • Diepoxygalactitol
  • NSC-132313
  • NSC 132313
  • NSC132313

MeSH Record

Aspects Covered

25 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, 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

History Note

91(79); was see under SUGAR ALCOHOLS 1979-90

MeSH Record

Previous Indexing

  • Alcohols (1966-1971)
  • Dulcitol (1972-1978)
  • Ethers, Cyclic (1966-1978)

MeSH Hierarchy

Tree Numbers

  1. D02w.033w.800w.400w.350
  2. D09w.853w.400w.350

AMA Style

References

  1. National Library of Medicine. Dianhydrogalactitol. Medical Subject Headings (MeSH). 2026. Unique ID D003961. http://id.nlm.nih.gov/mesh/2026/D003961
  2. Dianhydrogalactitol. In: Wikidata. https://www.wikidata.org/wiki/Q27260414
  3. Dianhydrogalactitol. In: PubChem Compound. CID 15942827. https://pubchem.ncbi.nlm.nih.gov/compound/15942827