D108103
1,8-Dihydroxyanthraquinone
96%
Synonym(s):
Chrysazine, Danthron
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All Photos(3)
About This Item
Empirical Formula (Hill Notation):
C14H8O4
CAS Number:
Molecular Weight:
240.21
Beilstein:
2054727
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
96%
form
powder
mp
191-193 °C (lit.)
SMILES string
Oc1cccc2C(=O)c3cccc(O)c3C(=O)c12
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
Gene Information
human ... RXRA(6256)
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Application
1,8-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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 1
Flash Point(F)
No data available
Flash Point(C)
No data available
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Improved corrosion inhibition of mild steel by chemically modified lignin polymers from Elaeis guineensis agricultural waste
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Materials Chemistry and Physics, 163(05), 201-212 (2015)
A Practical Synthesis of 1, 4, 5, 8-Tetramethoxyanthracene from Inexpensive and Readily Available 1, 8-Dihydroxyanthraquinone
Navale TS and Rathore R
Synthesis, 44(05), 805-809 (2012)
Jo-Hua Chiang et al.
Chemical research in toxicology, 24(1), 20-29 (2010-12-04)
Anthraquinones have been shown to induce apoptosis in different types of tumor cells, but the mechanisms of danthron-induced cytotoxicity and apoptosis in human gastric cancer cells have not been adequately explored. This study investigated the roles of caspase cascades, ROS
Yong-Soo Kwon et al.
Biological & pharmaceutical bulletin, 27(5), 723-726 (2004-05-11)
Oxidative stress caused by an elevation in reactive oxygen species (ROS) plays an important role in Alzheimer's disease and other neurodegenerative diseases. In this study, we examined the neuroprotective effect of danthron (1,8-dihydroxyanthraquinone) against neurotoxicities induced by beta-amyloid (25-35), excitotoxins
Haitao Zhang et al.
The Journal of biological chemistry, 286(3), 1868-1875 (2010-11-19)
Retinoic X receptor (RXR) is a promising target for drug discovery against cancer and metabolic syndromes. Here, we identified a specific RXRα antagonist, danthron, from the traditional Chinese medicine rhubarb. Danthron repressed all tested RXRα-involved response element transcription, including the
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