1,8-Dihydroxyanthraquinone

HCID 2950CAS 117-10-2

Basic information

Standard SMILES
O=C1c2cccc(O)c2C(=O)c2c(O)cccc21
InChIKey
QBPFLULOKWLNNW-UHFFFAOYSA-N
Molecular formula
C14H8O4
Average molar mass
240.21 g/mol
Monoisotopic mass
240.04225873

Names & identifiers

Preferred name
1,8-Dihydroxyanthraquinone
IUPAC
1,8-dihydroxyanthracene-9,10-dione
English name
1,8-Dihydroxyanthraquinone
Molecular formula
C14H8O4
Molecular weight
240.21

Names & synonyms

danthron1,8-Dihydroxyanthraquinone117-10-2DantronChrysazinDorbaneIstizin1,8-Dihydroxyanthracene-9,10-dioneAntrapurolDiaquoneAltanLaxanorm
Show more names
LTAN1,8-DihydroxyanthrachinonIstin
LaxanthreenLaxipurinDiononeZwitsalaxDanivacdanthrone9,10-Anthracenedione, 1,8-dihydroxy-Dantrone

Database identifiers

CAS
117-10-2
PubChem CID
2950
DTXSID
DTXSID9020328
ChEMBL
CHEMBL53418
ChEBI
CHEBI:3682
UNII
Z4XE6IBF3V
EC Number
204-173-5
Nikkaji
J2.905J

Properties

Computed structural properties

XLogP
3.2
Topological polar surface area
74.6 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
4
Rotatable bonds
0
Heavy atoms
18

Physicochemical properties

Melting point
191 · 191-193 °C (lit.)
Boiling point
342.92 °C · 342.92°C (rough estimate)
Density
1.3032 · 1.3032 (rough estimate)
bulk density
600 kg/m3 · 600kg/m3
refractive index
1.543 · 1.5430 (estimate)
Flash point
200 °C · >200°C

Safety & regulation

Safety data

PPE
Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
wgk
1
tsca
TSCA listed
rtecs
CB6650000
ridadr
2811
hs_code
29146990

Chemistry & industry

Applications · 6 items

DescriptionDanthron, a natural product, was originally extracted from the roots and rhizome of Polygonaceae plant, also called Da Huang in traditional Chinese herbal medicine. Now it is synthesized in many countries, such as Germany, India, Japan, Poland, the United Kingdom, and the United States. Danthron is reasonably anticipated to be a human carcinogen. Danthron is an anthraquinone that exists at room temperature as a red or orange crystalline powder.It is practically insoluble in water, but soluble in a variety of solvents (acetone, chloroform, diethyl ether, ethanol) and alkaline hydroxide solutions. The stability of danthron is generally good. It is stable under room temperatures and normal pressures.

UsesUsed as a stimulant laxative, though due to its carcinogenic properties, is not widely prescribed.

Usescathartic

UsesImportant intermediate in the manufacture of alizarin and indanthrene dyestuffs; forms insoluble Ca, Ba, Pb lakes. Antioxidant in synthetic lubricants; fungicide.

Uses1,8-Dihydroxyanthraquinone can be used:To prepare an inclusion complex with β-cyclodextrin, applicable as a sensor in the estimation of Cu2+ions in an aqueous solution.As a starting material in the synthesis of 1,4,5,8-tetramethoxyanthracene.As an aromatic scavenger in the modification of lignin, which acts as a corrosion inhibitor for steel.

General DescriptionOrange crystalline powder. Almost odorless and tasteless.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]
科瑞迪化学400-821-5857 021-64326257 · [email protected]

Additional notes

DefinitionChEBI: 1,8-Dihydroxyanthraquinone is a dihydroxyanthraquinone that is anthracene-9,10-dione substituted by hydroxy groups at positions 1 and 8. It has a role as an apoptosis inducer and a plant metabolite.

Related reactions

5 records

Linked notes

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