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enzymes (1)
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Identification
Name Dantron
Accession Number DB04816
Type small molecule
Groups withdrawn
Description

Withdrawn from the Canadian, US, and UK markets in 1998 due to genotoxicity.
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
1,8-dihydroxy-9,10-anthracenedione
1,8-dihydroxy-9,10-anthraquinone
1,8-dihydroxyanthra-9,10-quinone
1,8-Dihydroxyanthrachinon
1,8-Dihydroxyanthraquinone
Chrysazin
Danthron
Salts Not Available
Brand names
Name Company
Altan
Antrapurol
Bancon
Chrysazin
Chrysazine
Criasazin
Danivac
Dantron
Diaquone
Dionone
Dorbane
Dorbanex
Dorbantyl
Duolax
Istan
Istin
Istizin
Laxanorm
Laxanthreen
Laxipur
Laxipurin
LTAN
Neokutin s
Pastomin
Prugol
Roydan
Scatron d
Zwitsalax
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Brand mixtures Not Available
Categories
  • Mutagens
  • Cathartics
CAS number 117-10-2
Weight Average: 240.2109
Monoisotopic: 240.042258744
Chemical Formula C14H8O4
InChI Key InChIKey=QBPFLULOKWLNNW-UHFFFAOYSA-N
InChI
InChI=1S/C14H8O4/c15-9-5-1-3-7-11(9)14(18)12-8(13(7)17)4-2-6-10(12)16/h1-6,15-16H
Plain Text
IUPAC Name
1,8-dihydroxy-9,10-dihydroanthracene-9,10-dione
SMILES
OC1=CC=CC2=C1C(=O)C1=C(C=CC=C1O)C2=O
Plain Text
Mass Spec show (8.11 KB)
Taxonomy
Kingdom Not Available
Classes Not Available
Substructures Not Available
Pharmacology
Indication Not Available
Pharmacodynamics Not Available
Mechanism of action Not Available
Absorption Not Available
Volume of distribution Not Available
Protein binding Not Available
Metabolism Not Available
Route of elimination Not Available
Half life Not Available
Clearance Not Available
Toxicity Not Available
Affected organisms Not Available
Pathways Not Available
Pharmacoeconomics
Manufacturers Not Available
Packagers Not Available
Dosage forms Not Available
Prices Not Available
Patents Not Available
Properties
State solid
Experimental Properties
Property Value Source
melting point 193 °C PhysProp
Predicted Properties
Property Value Source
water solubility 3.05e-01 g/l ALOGPS
logP 2.98 ALOGPS
logP 3.61 ChemAxon
logS -2.9 ALOGPS
pKa (strongest acidic) 9.09 ChemAxon
pKa (strongest basic) -4.4 ChemAxon
physiological charge 0 ChemAxon
hydrogen acceptor count 4 ChemAxon
hydrogen donor count 2 ChemAxon
polar surface area 74.6 ChemAxon
rotatable bond count 0 ChemAxon
refractivity 65.11 ChemAxon
polarizability 23.19 ChemAxon
References
Synthesis Reference Not Available
General Reference Not Available
External Links
Resource Link
KEGG Drug D07107 Link_out
KEGG Compound C10312 Link_out
PubChem Compound 2950 Link_out
PubChem Substance 46509077 Link_out
ChemSpider 2845 Link_out
BindingDB 11316 Link_out
ChEBI 3682 Link_out
ChEMBL 3682 Link_out
PharmGKB PA449206 Link_out
Wikipedia http://en.wikipedia.org/wiki/Danthron Link_out
ATC Codes
  • A06AB03
AHFS Codes Not Available
PDB Entries Not Available
FDA label Not Available
MSDS Not Available
Interactions
Drug Interactions Not Available
Food Interactions Not Available
Enzymes

1. Cytochrome P450 1A2

Actions: inducer

Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen

UniProt ID: P05177 Link_out
Gene: CYP1A2
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

References:
  1. Mikhailova ON, Filipenko ML, Timofeeva OA, Kaledin VI, Guliaeva LF, Liakhovich VV: [mRNA level and cytochrome P450 1A activity in the liver of C57BL mice induced by various xenobiotics]. Biomed Khim. 2003 Jul-Aug;49(4):388-93. Pubmed
Comments
Drug created on September 11, 2007 14:07 / Updated on February 08, 2013 16:23