Dantron (Chrysazin; 1,8-Dihydroxyanthraquinone) (CED0011893)

Record Information

Version

1.0

Creation Date

2016-05-20 16:11:41 UTC

Update Date

2026-05-14 18:10:39 UTC

Accession Number

CHEM016026

Identification

Common Name

Dantron (Chrysazin; 1,8-Dihydroxyanthraquinone)

Class

Small Molecule

Description

Dantron (Chrysazin; 1,8-Dihydroxyanthraquinone) belongs to the anthraquinones, a subclass of anthracenes within the organic compounds. This benzenoid compound has the chemical formula C14H8O4 and an average molecular weight of 240.21 g/mol. The compound is associated with 23 recorded sources across various sectors. In the realm of healthcare, pharmaceuticals, and veterinary products, it is used in drugs for constipation. Within the category of food, food processing, and cookware, it is utilized for food preservation and the treatment of hops. Its presence is also noted in household cleaning and consumer products, specifically in bleaching agents and non-electric simulated smoking devices. In building and construction, it is found in fencing, floors, and tents or canopies. Additionally, it is released from electrical and electronic equipment, including amplifiers, antennas, auxiliary devices, adjustable resistors, and conductors or conductive bodies characterised by the conductive materials, among 10 other sources. The recorded route of exposure for this substance is oral.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,8-Dihydroxy-9,10-anthracenedione	ChEBI
1,8-Dihydroxy-9,10-anthraquinone	ChEBI
1,8-Dihydroxyanthra-9,10-quinone	ChEBI
1,8-Dihydroxyanthrachinon	ChEBI
1,8-Dihydroxyanthraquinone	ChEBI
Danthron	ChEBI
Dantrona	ChEBI
Dantrone	ChEBI
Dantronum	ChEBI
Dioxyanthrachinonum	ChEBI
Chrysazin	Kegg
Pilules vinchy n.f.	Kegg
Danthane	MeSH
Dorbanex	MeSH
Duolax	MeSH
Danthrone	MeSH
1,8-Dihydroanthraquinone	HMDB
1,8-Dihydroxy-9,10-anthracenedione, 9ci	HMDB
1,8-Dihydroxyanthracene-9,10-dione	HMDB
1,8-Dioxyanthraquinone	HMDB
Altan	HMDB
Antrapurol	HMDB
Chrysazine	HMDB
Criasazin	HMDB
Danthron, ban	HMDB
Dantron, inn	HMDB
Diaquone	HMDB
Dorbane	HMDB
Istizin	HMDB
Laxanorm	HMDB
Laxanthreen	HMDB
Laxipur	HMDB
Laxipurin	HMDB
Zwitsalax	HMDB
Dantron	ChEBI

Chemical Formula

C₁₄H₈O₄

Average Molecular Mass

240.211 g/mol

Monoisotopic Mass

240.042 g/mol

CAS Registry Number

117-10-2

IUPAC Name

1,8-dihydroxy-9,10-dihydroanthracene-9,10-dione

Traditional Name

altan

SMILES

OC1=CC=CC2=C1C(=O)C1=C(C=CC=C1O)C2=O

InChI Identifier

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

InChI Key

QBPFLULOKWLNNW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Anthraquinone
9,10-anthraquinone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Vinylogous acid
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

dihydroxyanthraquinone (CHEBI:3682 )
Anthraquinone type (C10312 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.3 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 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	65.11 m³·mol⁻¹	ChemAxon
Polarizability	23.19 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-006x-1690000000-e493908abfb426f6216d	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-00dl-7629000000-370e0237e8f70fd7cfbf	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000i-0090000000-f33bba4b2a76f616e555	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000i-0090000000-debf61aa41c5f09488eb	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000i-0090000000-0b90944c9e69d24702c5	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03dr-0290000000-b75bbfaef6b643f8b203	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03e9-0960000000-51a32afa2b48f66fdc1f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03e9-0960000000-51a32afa2b48f66fdc1f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03dr-0290000000-b75bbfaef6b643f8b203	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000i-0090000000-debf61aa41c5f09488eb	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000i-0090000000-0b90944c9e69d24702c5	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-001i-9300000000-0de6efe28e3887cc2204	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-1900000000-2d2065086e55275ebd78	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-001i-9000000000-95ba36cfad8be0f8bd05	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000i-0090000000-f33bba4b2a76f616e555	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03dr-0290000000-95e6cb49e0e58976e358	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000i-0190000000-8bcac768df02def4e1d9	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000i-0190000000-436ab816c978b7ec29f5	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-3950000000-861f80d1a5e11116829f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0090000000-62d161034c5eb4b42e8d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0090000000-0b7c1878d26055d6badc	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-4290000000-9c7d7350a61a78487046	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0090000000-968889b6ae63480b6a0d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0090000000-968889b6ae63480b6a0d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-3190000000-b113fe59304580347faa	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0090000000-8c788adea9f79f33ff40	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0090000000-89542de8888942d6f479	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-3920000000-d41a75c5d849335d7c98	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0090000000-ffc6344f48ef3652df86	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0090000000-ffc6344f48ef3652df86	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0690000000-30308c2ec54ad0261d01	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
8496.0	Log mg/kg	[4800:15000]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
10	Insecticides	Agriculture & land management	Not Available
233	Brushes	Personal care & cosmetics	Not Available
253	Drugs for constipation	Healthcare, pharmaceuticals & veterinary products	Not Available
496	Fencing	Building & Construction	Not Available
497	Floors	Building & Construction	Not Available
503	Tents Or Canopies	Building & Construction	Not Available
504	Adjustable Resistors	Electrical & Electronic Equipment	Not Available
505	Amplifiers	Electrical & Electronic Equipment	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available
507	Auxiliary Devices	Electrical & Electronic Equipment	Not Available
511	Conductors Or Conductive Bodies Characterised By The Conductive Materials	Electrical & Electronic Equipment	Not Available
517	Electric Switches	Electrical & Electronic Equipment	Not Available
518	Electrically Stimulated Smoking Devices	Electrical & Electronic Equipment	Not Available
519	Electrodes	Electrical & Electronic Equipment	Not Available
521	Fixed Capacitors And Their Manufacture	Electrical & Electronic Equipment	Not Available
524	Hybrid Capacitors	Electrical & Electronic Equipment	Not Available
525	Line Transmission Systems	Electrical & Electronic Equipment	Not Available
527	Magnets	Electrical & Electronic Equipment	Not Available
530	Radio Transmission Systems	Electrical & Electronic Equipment	Not Available
537	Television Systems	Electrical & Electronic Equipment	Not Available
539	Video Games	Electrical & Electronic Equipment	Not Available
545	Food Preservation	Food, food processing & cookware	Not Available
553	Treatment Of Hops	Food, food processing & cookware	Not Available
555	Bleaching Agents	Household cleaning & consumer products	Not Available
559	Non Electric Simulated Smoking Devices	Household cleaning & consumer products	Not Available
578	Making Cigars	Industrial manufacturing & chemical processing	Not Available
579	Manufacture Of Iron Or Steel	Industrial manufacturing & chemical processing	Not Available
581	Paper Making Machines	Industrial manufacturing & chemical processing	Not Available
583	Anchoring Equipment	Marine, shipping & aquaculture	Not Available
592	Marine Propulsion Or Steering	Marine, shipping & aquaculture	Not Available
600	Herbicides And Algicides	Agriculture & land management	Not Available
605	Pest Repellants	Agriculture & land management	Not Available
606	Plant Growth Regulators	Agriculture & land management	Not Available
611	Anti Perspirants Or Body Deoderants	Personal care & cosmetics	Not Available
615	Eye Makeup Products	Personal care & cosmetics	Not Available
618	Lip Makeup Products	Personal care & cosmetics	Not Available
631	Anthraquinone Dyes	Textiles, leather & furnishings	Not Available
632	Apparel	Textiles, leather & furnishings	Not Available
634	Buckles	Textiles, leather & furnishings	Not Available
638	Decorating Textiles	Textiles, leather & furnishings	Not Available
642	Footwear	Textiles, leather & furnishings	Not Available
643	Headwear	Textiles, leather & furnishings	Not Available
644	Hook Or Eye Fasteners	Textiles, leather & furnishings	Not Available
650	Purses Luggage Hand Bags	Textiles, leather & furnishings	Not Available
653	Sewing	Textiles, leather & furnishings	Not Available
659	Transfer Printing	Textiles, leather & furnishings	Not Available
661	Umbrellas	Textiles, leather & furnishings	Not Available
662	Yarns Or Threads	Textiles, leather & furnishings	Not Available

Pathways

1 pathway

Dantron Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Aldehyde dehydrogenase, cytosolic 1	P13601	Rattus norvegicus	Predicted (SEA)	0.233548
Click to view 3D structure	Cytochrome P450 1B1	Q16678	Humans	Predicted (SEA)	8.09632
Click to view 3D structure	Amine oxidase [flavin-containing] A	P21397	Humans	Predicted (SEA)	15.1027
Click to view 3D structure	M-phase inducer phosphatase 2	P30305	Humans	Predicted (SEA)	0.622794
Click to view 3D structure	Female germline-specific tumor suppressor gld-1	Q17339	Caenorhabditis elegans	Predicted (SEA)	0.233548
Click to view 3D structure	Induced myeloid leukemia cell differentiation protein Mcl-1	Q07820	Humans	Predicted (SEA)	23.744
Click to view 3D structure	Cytochrome P450 1A2	P05177	Humans	Predicted (SEA)	85.5563
Click to view 3D structure	P2Y purinoceptor 12	Q9H244	Humans	Predicted (SEA)	4.67095
Click to view 3D structure	Acetylcholinesterase	P22303	Humans	Predicted (SEA)	81.1967
Click to view 3D structure	Arachidonate 5-lipoxygenase	Q9BEG3	Bos taurus	Predicted (SEA)	0.0778492
Click to view 3D structure	Cytochrome P450 1A1	P04798	Humans	Predicted (SEA)	15.2584
Click to view 3D structure	DNA oxidative demethylase ALKBH2	Q6NS38	Humans	Predicted (SEA)	0.233548
Click to view 3D structure	Alpha-ketoglutarate-dependent dioxygenase FTO	Q9C0B1	Humans	Predicted (SEA)	4.82665
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	89.9158
Click to view 3D structure	Replicase polyprotein 1ab	P0DTD1	SARS-CoV-2	Predicted (SEA)	45.1525
Click to view 3D structure	Indoleamine 2,3-dioxygenase 1	P14902	Humans	Predicted (SEA)	15.1027
Click to view 3D structure	Aurora kinase B	Q96GD4	Humans	Predicted (SEA)	337.399
Click to view 3D structure	Gag-Pol polyprotein	Q7ZJM1	Human immunodeficiency virus 1	Predicted (SEA)	22.0313
Click to view 3D structure	Cytochrome P450 2C19	P33261	Humans	Predicted (SEA)	192.288
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	550.16
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	435.8
Click to view 3D structure	Thiosulfate sulfurtransferase	Q16762	Humans	Predicted (SEA)	0.233548
Click to view 3D structure	M-phase inducer phosphatase 1	P30304	Humans	Predicted (SEA)	1.79053
Click to view 3D structure	Aurora kinase A	O14965	Humans	Predicted (SEA)	466.784
Click to view 3D structure	Casein kinase II subunit alpha	P68400	Humans	Predicted (SEA)	261.34