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1-Hydroxy anthraquinone

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1-Hydroxy anthraquinone Basic information

Product Name:
1-Hydroxy anthraquinone
Synonyms:
  • 4-HYDROXYANTHRAQUINONE
  • 1-hydroxy-9,10-anthracenedione
  • 1-HYDROXYANTHRAQUINONE
  • erythroxyanthraquinone
  • 1-hydroxyanthracene-9,10-dione
  • NISTC129431
  • 10-Anthracenedione,1-hydroxy-9
  • 1-hydroxy-10-anthracenedione
CAS:
129-43-1
MF:
C14H8O3
MW:
224.21
EINECS:
204-946-7
Product Categories:
  • Anthraquinones
  • Hydroxyanthraquinones
  • Classes of Metal Compounds
  • Li (Lithium) Compounds
  • Typical Metal Compounds
Mol File:
129-43-1.mol
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1-Hydroxy anthraquinone Chemical Properties

Melting point:
194°C
Boiling point:
325.61°C (rough estimate)
Density 
1.2337 (rough estimate)
refractive index 
1.5400 (estimate)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Chloroform: 30 mg/ml
form 
powder to crystal
pka
7.15±0.20(Predicted)
color 
Light yellow to Brown
CAS DataBase Reference
129-43-1(CAS DataBase Reference)
IARC
2B (Vol. 82) 2002
NIST Chemistry Reference
9,10-Anthracenedione, 1-hydroxy-(129-43-1)
EPA Substance Registry System
9,10-Anthracenedione, 1-hydroxy- (129-43-1)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
36/37/38-40-36
Safety Statements 
26-36/37/39-45
RTECS 
CB7178000
HS Code 
2914.69.9000
Hazardous Substances Data
129-43-1(Hazardous Substances Data)

MSDS

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1-Hydroxy anthraquinone Usage And Synthesis

Uses

1-Hydroxyanthraquinone, a naturally occurring compound with oral activity from some plants like Tabebuia avellanedae, exhibits carcinogenic effect[1].

Definition

ChEBI: 1-hydroxyanthraquinone is a monohydroxyanthraquinone.

Synthesis Reference(s)

The Journal of Organic Chemistry, 55, p. 350, 1990 DOI: 10.1021/jo00288a062

in vivo

1-Hydroxyanthraquinone (HA) generates strong DNA repair response and is carcinogenic in rats[1].

Animal Model:Thirty rats[1].
Dosage:1% HA in diet.
Administration:Diet.
Result:Associated with decreased weight gain which was particularly marked towards the termination of experiment.
One of the 30 rats in group 1 (experimental group) died of pneumonia 243 days after the start of experiment.
A second rat died in an unnourished state at day 280, demonstrating a large tumor in the colon.
Seven animals of the group died spontaneously or were sacrificed upon becoming moribund between 335 and 462 days.
A total of 21 rats of group 1 survived until the end of experiment (mean value of total intake of HA/rat was 76.8 g).

References

[1] H Mori, et al. Carcinogenicity of naturally occurring 1-hydroxyanthraquinone in rats: induction of large bowel, liver and stomach neoplasms. Carcinogenesis. 1990 May;11(5):799-802. DOI:10.1093/carcin/11.5.799

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