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danthron

Small moleculeexperimental

Danthron, a natural product, was originally extracted from the roots and rhizome of Polygonaceae plant. Danthron is an anthraquinone. Danthron has been widely administrated as a laxative since the 1900s. In the United States, danthron has been forbidden to continual use as laxative because it is considered to be a carcinogen. In the UK, it is not marketed alone but in combination with poloxamer 188 as co-danthramer and with docusate as co-danthrusate; in the UK, its use is strictly restricted to the elderly and to the terminally ill of all ages because of concerns about carcinogenicity and hepatotoxicity. It has only a limited role in the treatment of constipation. — NCATS

Clinical trial activity

0 trials · 0 clinical orgs · 0 marketing orgs

Phase 1
0
Phase 2
0
Phase 3
0
Phase 4
0

Mechanism of action

  • Retinoid X receptor alphaANTAGONIST

    RXRA antagonist

    Danthron binds to the tetrameric RXRalpha-LBD and transformed the 9cRA-induced RXRalpha-LBD dimer to tetramer. It binds to RXRalpha-LBD with a stoichimetric ratio of 1:2.

    Crystal structure of tetrameric RXRalpha-LBD complexed with danthron ( PDBe ID: 3nsq)

Chemistry & pharmacology

Loading structure…

SMILES

OC1=C2C(=O)C3=C(O)C=CC=C3C(=O)C2=CC=C1
Mol. weight
240.2109 g/mol
Lipinski Ro5
Pass
Rule of 3
No
Chirality
Achiral Molecule
Inorganic
No
Polymer
No

Oral

No

Parenteral

No

Topical

No

Sources

Also known as

  • 1,8-dihydroxy-9,10-anthracenedione
  • 1,8-dihydroxy-9,10-anthracenedione
  • 1,8-dihydroxy-9,10-anthraquinone
  • 1,8-dihydroxy-9,10-anthraquinone
  • 1,8-dihydroxyanthra-9,10-quinone
  • 1,8-dihydroxyanthra-9,10-quinone
  • 1,8-dihydroxyanthrachinon
  • 1,8-dihydroxyanthrachinon
  • 1,8-dihydroxyanthraquinone
  • 1,8-dihydroxyanthraquinone
  • 1,8-dihydroxyanthraquinone
  • 1,8-dihydroxyanthraquinone
  • 2-acetylfuranonaphthoquinone
  • antrapurol
  • chrysazin
  • chrysazin
  • chrysazin
  • chrysazin
  • chrysazin
  • danthane
  • danthron
  • danthron
  • danthron
  • danthron
  • danthron
  • danthron
  • danthron
  • danthrone
  • danthrone
  • dantron
  • dantron
  • dantron
  • dantron
  • dantron
  • diaquone
  • dionone
  • dorbane
  • dorbane
  • dorbanex
  • duolax
  • istizin
  • istizin
  • laxanorm
  • laxanthreen