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1,8-Dihydroxyanthraquinone

$43

  • Brand : BIOFRON

  • Catalogue Number : BF-D3006

  • Specification : 98%

  • CAS number : 117-10-2

  • Formula : C14H8O4

  • Molecular Weight : 240.21

  • PUBCHEM ID : 2950

  • Volume : 100mg

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Catalogue Number

BF-D3006

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

240.21

Appearance

Orange needle crystal

Botanical Source

roots of Rheum palmatum

Structure Type

Alkaloids

Category

Standards;Natural Pytochemical;API

SMILES

C1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=CC=C3O

Synonyms

ALTAN/Chrysazin/Dionone/Modane/Laxapur/roydan/prugol/Duolax/Danivac/1,8-dihydroxy-anthraquinone/Istin/LTAN/Dorbane/Dantron/1,8-Dihydroxy-9,10-anthraquinone/1,8-Dihydroxyanthraquinone/9,10-Anthracenedione, 1,8-dihydroxy-/Danthron

IUPAC Name

1,8-dihydroxyanthracene-9,10-dione

Density

1.5±0.1 g/cm3

Solubility

Methanol; Chloroform

Flash Point

241.7±22.4 °C

Boiling Point

452.7±35.0 °C at 760 mmHg

Melting Point

191-193 °C(lit.)

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2918990000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:117-10-2) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

9214611

Abstract

The effects of 1,8-dihydroxyanthraquinone (DHAQ), a stimulant laxative named danthron, on cell kinetics and prostaglandin (PG) biosynthesis in the gastrointestinal tract were investigated in male 8-week-old F344 rats divided into three groups, each consisting of 10 animals. The animals in groups one, two and three were respectively given diets supplemented with 0%, 0.1% and 0.2% DHAQ for 24 days. PGE2 levels in the colorectal mucosa were significantly (P < 0.05 and 0.001) elevated after DHAQ treatment and showed some evidence of a dependence of DHAQ dose, consistent with the plasma PGE2 levels. BrdU-labeling indices in the large intestinal epithelium were also significantly (P < 0.01) increased, although the other portions of the gut such as the stomach and small intestine were not significantly affected. Excretion of the main urinary metabolite of PGE (PGE-MUM) was significantly (P < 0.001 or 0.01) increased whereas the urinary PGE2 concentration and total PGE2 excretion were not changed. Thus the results of the present study clearly indicate enhancement of cell proliferation by DHAQ in the large intestine epithelia, correlated with increased PGE2 levels in the large intestinal mucosa as well as the plasma, and possible support for the conclusion that quantitative analysis of urinary PGE-MUM, but not PGE2 itself, offer a useful approach for biomonitoring exposure to such stimulant laxatives.

Title

Enhancement of Cell Proliferation and Prostaglandin Biosynthesis by 1,8-dihydroxyanthraquinone in the Rat Large Intestine

Author

A Nishikawa 1 , Y Kase, T Hayakawa, T Yanagisawa, J Kanno, Y Hayashi

Publish date

1997 Jun

PMID

3171933

Abstract

Complex formation between cyclodextrins and 1,8-dihydroxyanthraquinone in buffer solution has been investigated using absorption, its second derivative (D2), and fluorescence spectroscopy. The results showed that whereas the self-association process was found for 1,8-dihydroxyanthraquinone alone, the monomeric form is microincluded in beta- and gamma-cyclodextrins. The interaction is more favored as the cavity size of cyclodextrins is larger, the molecule being more tightly bound with gamma- than with beta-cyclodextrin. The complex formation inhibits the excited-state intramolecular proton transfer process that has already been reported for 1,8-dihydroxyanthraquinone alone.

Title

Inclusion Complex Formation of 1,8-dihydroxyanthraquinone With Cyclodextrins in Aqueous Solution and in Solid State

Author

G Smulevich 1 , A Feis, G Mazzi, F F Vincieri

Publish date

1988 Jun

PMID

18828582

Abstract

The photoionization and dissociative photoionization mechanism of 1,8-dihydroxyanthraquinone (1,8-DHAQ) have been investigated by infrared laser desorption/tunable synchrotron vacuum ultraviolet photoionization mass spectrometry (IR LD/VUV PIMS) technique and theoretical calculations. Consecutive losses of two carbon monoxides and elimination of hydroxyl group are found to be the major fragmentation channels in low photon energy range. Photoionization efficiency (PIE) spectrum of 1,8-DHAQ was measured in the photon energy range of 8.2-15.0 eV. Adiabatic ionization energy (IE) of 1,8-DAHQ (M) and appearance energies (AEs) of the major fragments (M-CO) (+), (M-C 2O 2) (+), and (M-OH) (+) are determined to be 8.54 +/- 0.05, 10.8 +/- 0.1, 11.0 +/- 0.1, and 13.1 +/- 0.1 eV, respectively, which are in fair agreement with calculated results. The B3LYP method with the 6-31+G(d) basis set was used to study fragmentation of 1,8-DHAQ. Theoretical calculations indicate that five lowest-energy isomers of 1,8-DHAQ cations can coexist by virtue of bond rotation and intramolecular proton transfer. A number of decarbonylation and dehydroxylation processes of 1,8-DHAQ cations are well established.

Title

Dissociative Photoionization Mechanism of 1,8-dihydroxyanthraquinone: An Experimental and Theoretical Study

Author

Yang Pan 1 , Lidong Zhang, Huijun Guo, Fei Qi

Publish date

2008 Oct 30


Description :

Danthron is a natural product extracted from the traditional Chinese medicine rhubarb. Danthron functions in regulating glucose and lipid metabolism by activating AMPK.