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Anthraquinone

$64

  • Brand : BIOFRON

  • Catalogue Number : BN-O1083

  • Specification : 98%(HPLC)

  • CAS number : 84-65-1

  • Formula : C14H8O2

  • Molecular Weight : 208.21

  • PUBCHEM ID : 6780

  • Volume : 5mg

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Catalogue Number

BN-O1083

Analysis Method

Specification

98%(HPLC)

Storage

2-8°C

Molecular Weight

208.21

Appearance

Botanical Source

Structure Type

Category

SMILES

C1=CC=C2C(=C1)C(=O)C3=CC=CC=C3C2=O

Synonyms

anthraquinone/9,10-anthracenedione/anthracene-9,10-dione

IUPAC Name

anthracene-9,10-dione

Density

1.3±0.1 g/cm3

Solubility

Flash Point

141.4±16.6 °C

Boiling Point

377.0±12.0 °C at 760 mmHg

Melting Point

284-286 °C(lit.)

InChl

InChl Key

RZVHIXYEVGDQDX-UHFFFAOYSA-N

WGK Germany

RID/ADR

HS Code Reference

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:84-65-1) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

16362060

Abstract

Background: Anthraquinone is used to make dyes and paper and as a bird repellant. We studied anthraquinone to determine if it caused cancer in rats or mice.

Methods: We fed groups of 50 male and female rats feed containing 469, 938, 1,875, or 3,750 parts per million (ppm) anthraquinone for 2 years. Similar groups of male and female mice received feed containing 833, 2,500, or 7,500 ppm anthraquinone. Groups of 50 male and female rats and mice receiving undosed feed served as the control groups. Tissues from more than 40 sites were examined for every animal.

Results: In each group, the group receiving the highest dose of anthraquinone weighed less than its control group. Male and female rats given anthraquinone had higher rates of tumors of the kidney and urinary bladder. Liver tumors also were increased in female rats and slightly increased in male rats. In male and female mice given anthraquinone, the rates of liver tumors were greatly increased, and a few of these animals developed thyroid gland tumors.

Conclusions: We conclude that anthraquinone caused cancer of the kidney and urinary bladder in male and female rats and of the liver in female rats. The occurrence of some liver tumors in male rats may have been related to anthraquinone exposure. We conclude that anthraquinone caused liver cancer in male and female mice, and thyroid gland tumors in mice may have been related to anthraquinone.

Title

NTP Technical Report on the Toxicology and Carcinogenesis Studies of Anthraquinone (CAS No. 84-65-1) in F344/N Rats and B6C3F1 Mice (Feed Studies)

Author

National Toxicology Program

Publish date

Sep-05

PMID

28812427

Abstract

In order to investigate the intermediacy of 2-(4-methylpent-3-en-1-yl)anthraquinone (MPAQ), a possible intermediate for the biosynthesis of anthraquinone derivatives in sesame (Sesamum indicum), 2H-labeled MPAQ was administered to a hairy root culture of S. indicum. Efficient conversion of fed MPAQ to 2-[(Z)-4-methylpenta-1,3-dien-1-yl]anthraquinone ((Z)-MPDEAQ) was observed. Furthermore, administration experiment with 2H-labeled 2-geranyl-1,4-naphthohydroquinone, another possible intermediate, showed that it was converted to MPAQ and (Z)-MPDEAQ. The results clearly demonstrated that these substrates are the actual precursors for the production of (Z)-MPDEAQ. In contrast, neither MPAQ nor 2-geranyl-1,4-naphthohydroquinone was converted to anthrasesamone B and 2,3-epoxyanthrasesamone B, other anthraquinone derivatives in the hairy roots, suggesting that these substrates may not be the common precursors in the biosynthesis of anthraquinone derivatives.

KEYWORDS

Sesamum indicum; anthraquinone; biosynthesis; naphthohydroquinone; sesame hairy root.

Title

Biosynthesis of Anthraquinone Derivatives in a Sesamum Indicum Hairy Root Culture

Author

Toshio Furumoto 1, Ryuta Sato 1

Publish date

Oct-17

PMID

29675883

Abstract

The purpose of the present study is to find the natural compound(s) having a therapeutic potential to treat lung inflammatory disorders. In our screening procedure, the methanol extract of the seeds of Cassia obtusifolia (cassiae semen) inhibited inducible nitric oxide synthase-catalyzed nitric oxide production in alveolar macrophages (MH-S). From the extract, 8 major anthraquinone derivatives were successfully isolated. They are chrysophanol, physcion, 2-hydroxy-emodin 1-methyl ether, obtusifolin, obtusin, aurantio-obtusin, chryso-obtusin, and gluco-obtusifolin, among which aurantio-obtusin (IC50 = 71.7 μM) showed significant inhibitory action on nitric oxide production from lipopolysaccharide-treated MH-S cells, mainly by downregulation of inducible nitric oxide synthase expression. This down-regulatory action of aurantio-obtusin was mediated at least in part via interrupting c-Jun N-terminal kinase/IκB kinase/nuclear transcription factor-κB pathways. Aurantio-obtusin also inhibited IL-6 production in IL-1β-treated lung epithelial cells, A549. Importantly, this compound (10 and 100 mg/kg) by oral administration attenuated lung inflammatory responses in a mouse model of lipopolysaccharide-induced acute lung injury. Therefore, it is for the first time found that aurantio-obtusin may have a therapeutic potential for treating lung inflammatory diseases.

KEYWORDS

Cassia obtusifolia; anthraquinone; aurantio-obtusin; lung inflammation.

Title

Aurantio-obtusin, an Anthraquinone From Cassiae Semen, Ameliorates Lung Inflammatory Responses

Author

Ki Sun Kwon 1, Ju Hee Lee 1, Kyung Su So 1, Byung Kyu Park 1, Hyun Lim 1, Jae Sue Choi 2, Hyun Pyo Kim 1

Publish date

Aug-18


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