2,6-DIHYDROXYANTHRAQUINONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H8O4
Molecular Weight	240.2109
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC1=CC2=C(C=C1)C(=O)C3=CC(O)=CC=C3C2=O

InChI

InChIKey=APAJFZPFBHMFQR-UHFFFAOYSA-N

InChI=1S/C14H8O4/c15-7-1-3-9-11(5-7)14(18)10-4-2-8(16)6-12(10)13(9)17/h1-6,15-16H

HIDE SMILES / InChI

Molecular Formula	C14H8O4
Molecular Weight	240.2109
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Electrical and optical properties of copper and nickel molecular materials with tetrabenzo [b,f,j,n] [1,5,9,13] tetraazacyclohexadecine thin films grown by the vacuum thermal evaporation technique.	2010-01	19962935
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.	2009-03	19269596
Interaction of anthracene and its oxidative derivatives with human serum albumin.	2006	16404478
Structure and kinetics of a transient antibody binding intermediate reveal a kinetic discrimination mechanism in antigen recognition.	2005-09-06	16129832
Differential and special properties of the major human UGT1-encoded gastrointestinal UDP-glucuronosyltransferases enhance potential to control chemical uptake.	2004-01-09	14557274
The specificity of cross-reactivity: promiscuous antibody binding involves specific hydrogen bonds rather than nonspecific hydrophobic stickiness.	2003-10	14500876
The effect of incubation conditions on the enzyme kinetics of udp-glucuronosyltransferases.	2003-06	12756209
Evidence for phosphorylation requirement for human bilirubin UDP-glucuronosyltransferase (UGT1A1) activity.	2003-03-28	12646172
Biosynthesis of drug glucuronides for use as authentic standards.	2003-03-12	12628307
Inhibition and active sites of UDP-glucuronosyltransferases 2B7 and 1A1.	2002-12	12433804
Differential modulation of UDP-glucuronosyltransferase 1A1 (UGT1A1)-catalyzed estradiol-3-glucuronidation by the addition of UGT1A1 substrates and other compounds to human liver microsomes.	2002-11	12386134
Induction of cytochromes P450 1A1 and 1B1 by emodin in human lung adenocarcinoma cell line CL5.	2001-09	11502733
Phytoestrogens from the roots of Polygonum cuspidatum (Polygonaceae): structure-requirement of hydroxyanthraquinones for estrogenic activity.	2001-07-23	11459643
Hydroxyquinones are competitive non-peptide inhibitors of HIV-1 proteinase.	1995-11-15	7492599
Stable expression of a human liver UDP-glucuronosyltransferase (UGT2B15) with activity toward steroid and xenobiotic substrates.	1994-09-01	7835232
Evaluation of the antiviral activity of anthraquinones, anthrones and anthraquinone derivatives against human cytomegalovirus.	1992-01	1310583

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:20:45 GMT 2025` Edited by `admin` on `Mon Mar 31 19:20:45 GMT 2025`
Record UNII	W83883330W
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-33531

Preferred Name

English

2,6-DIHYDROXYANTHRAQUINONE

Systematic Name

English

DIHYDROXYANTHRAQUINONE, 2,6-

Systematic Name

English

2,6-DIHYDROXY-9,10-ANTHRAQUINONE

Systematic Name

English

2,6-DIHYDROXY-9,10-ANTHRACENEDIONE

Systematic Name

English

ANTHRAFLAVIN

Common Name

English

ANTHRAFLAVIC ACID

Common Name

English

ANTHRAQUINONE, 2,6-DIHYDROXY-

Systematic Name

English

9,10-ANTHRACENEDIONE, 2,6-DIHYDROXY-

Systematic Name

English

Code System Code Type Description

ECHA (EC/EINECS)

201-544-3