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
Canonical 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
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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