1,5-Dihydroxyanthraquinone
Product Information
Molecular Formula
C14H8O4
Molecular Weight
240.21
Description
Anthrarufin is a dihydroxyanthraquinone that is anthracene-9,10-dione substituted by hydroxy groups at positions 1 and 5. It derives from a hydride of an anthracene.
Synonyms
1,5-Dihydroxyanthraquinone
IUPAC Name
1,5-dihydroxyanthracene-9,10-dione
SMILES
C1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C(=CC=C3)O
InChI
InChI=1S/C14H8O4/c15-9-5-1-3-7-11(9)14(18)8-4-2-6-10(16)12(8)13(7)17/h1-6,15-16H
InChI Key
JPICKYUTICNNNJ-UHFFFAOYSA-N
Melting Point
279 °C (dec.) (lit.)
Flash Point
Not applicable
Purity
0.85
Application
Used to make alizarin and indanthrene dyes; Forms insoluble barium and calcium lakes.
Safety Information
Hazards
H315 - H319 - H335
Precautionary Statement
P302 + P352 - P305 + P351 + P338
Computed Properties
XLogP3
3.7
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
0
Exact Mass
240.04225873 g/mol
Monoisotopic Mass
240.04225873 g/mol
Topological Polar Surface Area
74.6Ų
Heavy Atom Count
18
Formal Charge
0
Complexity
342
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-113103496-A | Process for manufacturing orthogonal structural member in multi-core fiber composite material, gel foaming material and special molding device thereof | 2021-04-20 |
| KR-102267003-B1 | Toothpaste composition containing melanterite | 2021-03-31 |
| CN-112175309-A | Modified thermoplastic vulcanized rubber hose | 2020-11-20 |
| AU-2020103821-A4 | Biological filler comprising 1,5-dihydroxyanthraquinone and thiobacillus denitrificans population and method of using the same for nitrogen removal from wastewater | 2020-08-17 |
| CN-111943351-A | Biological filler embedded with anthraquinone and thiobacillus denitrificans and sulfur autotrophic denitrification method | 2020-08-17 |
| US-2022048800-A1 | Biological filler comprising 1,5-dihydroxyanthraquinone and thiobacillus denitrificans population and method of using the same for nitrogen removal from wastewater | 2020-08-17 |
| CN-111847424-A | Red light carbon quantum dot with narrow spectrum emission and hydrothermal preparation method and application thereof | 2020-06-24 |
| CN-111847424-B | Red light carbon quantum dot with narrow spectrum emission and hydrothermal preparation method and application thereof | 2020-06-24 |
| CN-111579682-A | Analysis method for different metabolites of different propolis products and application thereof | 2020-05-29 |
| US-2021355518-A1 | Generating nucleic acids with modified bases using recombinant terminal deoxynucleotidyl transferase | 2020-05-12 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 20541965 | 2010-09-15 | Synchrotron radiation linear dichroism (SRLD) investigation of the electronic transitions of quinizarin, chrysazin, and anthrarufin | Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy |
| 19269596 | 2009-03-01 | Structure-activity relationships of anthraquinones on the suppression of DNA-binding activity of the aryl hydrocarbon receptor induced by 2,3,7,8-tetrachlorodibenzo-p-dioxin | Journal of bioscience and bioengineering |
| 18924186 | 2008-01-01 | Valence-state analysis through spectroelectrochemistry in a series of quinonoid-bridged diruthenium complexes [(acac)(2)Ru(mu-L)Ru(acac)(2)](n) (n=+2, +1, 0, -1, -2) | Chemistry (Weinheim an der Bergstrasse, Germany) |
| 17044691 | 2006-10-25 | C-Aryl glycosides via tandem intramolecular benzyne-furan cycloadditions. Total synthesis of vineomycinone B2 methyl ester | Journal of the American Chemical Society |
| 17971722 | 2006-07-14 | Electrocoagulation of quinone pigments | Molecules (Basel, Switzerland) |
| 16404478 | 2006-01-01 | Interaction of anthracene and its oxidative derivatives with human serum albumin | Acta biochimica Polonica |
| 15819569 | 2005-04-18 | Six-coordinate titanium complexes of a tripodal aminetris(phenoxide) ligand: synthesis, structure, and dynamics | Inorganic chemistry |
| 14500876 | 2003-10-01 | The specificity of cross-reactivity: promiscuous antibody binding involves specific hydrogen bonds rather than nonspecific hydrophobic stickiness | Protein science : a publication of the Protein Society |
| 12506396 | 2002-12-01 | Synthesis of symmetrical 1,5-bisacyloxyanthraquinone derivatives and their dual activity of cytotoxicity and lipid peroxidation | Archiv der Pharmazie |
| 11459643 | 2001-07-23 | Phytoestrogens from the roots of Polygonum cuspidatum (Polygonaceae): structure-requirement of hydroxyanthraquinones for estrogenic activity | Bioorganic & medicinal chemistry letters |
