2,6-DIHYDROXY-ANTHRAQUINONE

Names

[ CAS No. ]:
84-60-6

[ Name ]:
2,6-DIHYDROXY-ANTHRAQUINONE

[Synonym ]:
2,6-DIHYDROXY-ANTHRAQUINONE
2,6-Dihydroxy-9,10-anthraquinone
EINECS 201-544-3
2,6-DIHYDROXYANTHRAQUINONE
MFCD00001228
9,10-Anthracenedione, 2,6-dihydroxy-
2,6-Dihydroxyanthracene-9,10-dione

Biological Activity

[Description]:

Anthraflavic acid, a flavonoid, is a potent IQ mutagenicity inhibitor by virtue of its ability to inhibit both its microsomal and cytosolic activation pathways. Anthraflavic acid is a potent and specific cytochrome P-448 inhibitor activity an enzyme system closely associated with the activation of many chemical carcinogens[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Others >> Others

[References]

[1]. Ayrton AD, et al. Anthraflavic acid inhibits the mutagenicity of the food mutagen IQ: mechanism of action. Mutat Res. 1988 Mar-Apr;207(3-4):121-5.

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
442.1±35.0 °C at 760 mmHg

[ Melting Point ]:
>320 °C(lit.)

[ Molecular Formula ]:
C₁₄H₈O₄

[ Molecular Weight ]:
240.211

[ Flash Point ]:
235.3±22.4 °C

[ Exact Mass ]:
240.042252

[ PSA ]:
74.60000

[ LogP ]:
3.36

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.733

[ Stability ]:
Stable. Incompatible with strong oxidizing agents.

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CB6675000

CHEMICAL NAME :: Anthraquinone, 2,6-dihydroxy-

CAS REGISTRY NUMBER :: 84-60-6

BEILSTEIN REFERENCE NO. :: 2054127

LAST UPDATED :: 199701

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C14-H8-O4

MOLECULAR WEIGHT :: 240.22

WISWESSER LINE NOTATION :: L C666 BV IVJ DQ LQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 180 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Bacteria - Salmonella typhimurium

DOSE/DURATION :: 100 ug/plate

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 40,203,1976

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
CB6675000

[ HS Code ]:
2914690090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2914690090

[ Summary ]:
2914690090 other quinones。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%

Articles

Phytoestrogens from the roots of Polygonum cuspidatum (Polygonaceae): structure-requirement of hydroxyanthraquinones for estrogenic activity.

Bioorg. Med. Chem. Lett. 11(14) , 1839-42, (2001)

The methanolic extract from the roots of Polygonum (P.) cuspidatum was found to enhance cell proliferation at 30 or 100 microg/mL in MCF-7, an estrogen-sensitive cell line. By bioassay-guided separati...

Mutagenicity of anthraquinone and hydroxylated anthraquinones in the Ames/Salmonella microsome system.

Appl. Environ. Microbiol. 43(6) , 1354-9, (1982)

The mutagenicity of anthracene, anthraquinone, and four structurally similar compounds of each was evaluated in the Ames/Salmonella microsome assay. Anthraquinone was shown to be mutagenic for strains...

A compact optical instrument with artificial neural network for pH determination.

Sensors (Basel.) 12 , 6746-63, (2012)

The aim of this work was the determination of pH with a sensor array-based optical portable instrument. This sensor array consists of eleven membranes with selective colour changes at different pH int...