ダントロン

Also known as Dorbane, Istizin, 1,8-dihydroxy-9,10-anthracenedione, 1,8-dihydroxyanthra-9,10-quinone, Danthron, 1,8-dihydroxy-9,10-anthraquinone, 1,8-Dihydroxyanthraquinone, Chrysazin

Dantron (INN), also known as chrysazin or 1,8-dihydroxyanthraquinone, is an orange-colored organic substance. Many structurally-related compounds are known. In terms of its molecular structure, it is related anthraquinone by the replacement of two hydrogen atoms by hydroxyl groups (–OH). It is used in some countries as a stimulant laxative.

Chemical data

Formula: C14H8O4
Molecular weight: 240.21 g/mol
IUPAC name: 1,8-dihydroxyanthracene-9,10-dione
SMILES: C1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=CC=C3O
InChIKey: QBPFLULOKWLNNW-UHFFFAOYSA-N
XLogP: 3.2
Polar surface area: 74.6 Å²
H-bond donors: 2
H-bond acceptors: 4
Formal charge: 0

via PubChem

Drug data · ChEMBL

Withdrawn

Max clinical phase: Approved
Molecule type: Small molecule
Indications: Constipation

via ChEMBL · EBI

Research

194 papers

Danthron attenuates experimental atherosclerosis by targeting foam cell formation.Experimental physiology · 2021
Danthron.Report on carcinogens : carcinogen profiles · 2011
Laxatives: replacing danthron.Drug and therapeutics bulletin · 1988
Danthron suppresses autophagy and sensitizes pancreatic cancer cells to doxorubicin.Toxicology in vitro : an international journal published in association with BIBRA · 2019
Danthron, an Anthraquinone Isolated from a Marine Fungus, Is a New Inhibitor of Angiogenesis Exhibiting Interesting Antitumor and Antioxidant Properties.Antioxidants (Basel, Switzerland) · 2023

via PubMed

Wikidata facts

Mass: 240.042
Has use: medication

Show 6 more facts

chemical formula: C₁₄H₈O₄
canonical SMILES: C1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=CC=C3O
World Health Organisation international non-proprietary name: dantron
found in taxon: Asphodelus fistulosus
defined daily dose: 50
subject has role: carcinogen

Sources (4)

via Wikidata · CC0

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via Wikidata sitelinks · CC0