Emodinanthrone

Modify Date: 2024-01-03 18:31:56

Emodinanthrone Structure
Emodinanthrone structure
Common Name Emodinanthrone
CAS Number 491-60-1 Molecular Weight 256.25300
Density 1.471 g/cm3 Boiling Point 556.2ºC at 760 mmHg
Molecular Formula C15H12O4 Melting Point 254-258 °C(dec.)
MSDS N/A Flash Point N/A

 Use of Emodinanthrone


Emodinanthrone, an anthraquinone, is a sprecursor of Emodin with antibiotic activity. Emodinanthrone inhibits respiration-driven solute transport at micromolar concentrations in membrane vesicles of Escherichia coli[1][2][3].

 Names

Name 1,3,8-trihydroxy-6-methyl-10H-anthracen-9-one
Synonym More Synonyms

 Emodinanthrone Biological Activity

Description Emodinanthrone, an anthraquinone, is a sprecursor of Emodin with antibiotic activity. Emodinanthrone inhibits respiration-driven solute transport at micromolar concentrations in membrane vesicles of Escherichia coli[1][2][3].
Related Catalog
In Vitro Emodinanthrone is used as an alternative substrate for the AknX oxygenase assay[1].
References

[1]. Jin-Young Chung, et al. Expression, purification, and characterization of AknX anthrone oxygenase, which is involved in aklavinone biosynthesis in Streptomyces galilaeus. J Bacteriol. 2002 Nov;184(22):6115-22.

[2]. T Ubbink-Kok, et al. Inhibition of electron transfer and uncoupling effects by emodin and emodinanthrone in Escherichia coli. Antimicrob Agents Chemother. 1986 Jul;30(1):147-51.

[3]. M K Wang, et al. Triterpenoid saponins from Berneuxia thebetica. Phytochemistry. 1998 Aug;48(8):1411-4.

 Chemical & Physical Properties

Density 1.471 g/cm3
Boiling Point 556.2ºC at 760 mmHg
Melting Point 254-258 °C(dec.)
Molecular Formula C15H12O4
Molecular Weight 256.25300
Exact Mass 256.07400
PSA 77.76000
LogP 2.24700
Vapour Pressure 5.6E-13mmHg at 25°C
Index of Refraction 1.723

 Safety Information

Hazard Codes Xi

 Synthetic Route

~96%

Emodinanthrone Structure

Emodinanthrone

CAS#:491-60-1

Literature: HY BIOPHARMA, INC.; TOBIA, Alfonso, J.; CABANA, Bernard, E.; VADLAPATLA, Venkata; CONNOLLY, Ronald, H. Patent: WO2011/34922 A1, 2011 ; Location in patent: Page/Page column 9 ;

~87%

Emodinanthrone Structure

Emodinanthrone

CAS#:491-60-1

Literature: Liang, Jing Lu; Cha, Hyo Chang; Lee, Seung Ho; Son, Jong-Keun; Chang, Hyeun Wook; Eom, Ji-Eun; Kwon, Youngjoo; Jahng, Yurngdong Archives of Pharmacal Research, 2012 , vol. 35, # 3 p. 447 - 454

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Emodinanthrone Structure

Emodinanthrone

CAS#:491-60-1

Literature: Liang, Jing Lu; Cha, Hyo Chang; Lee, Seung Ho; Son, Jong-Keun; Chang, Hyeun Wook; Eom, Ji-Eun; Kwon, Youngjoo; Jahng, Yurngdong Archives of Pharmacal Research, 2012 , vol. 35, # 3 p. 447 - 454

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Emodinanthrone Structure

Emodinanthrone

CAS#:491-60-1

Literature: Liang, Jing Lu; Cha, Hyo Chang; Lee, Seung Ho; Son, Jong-Keun; Chang, Hyeun Wook; Eom, Ji-Eun; Kwon, Youngjoo; Jahng, Yurngdong Archives of Pharmacal Research, 2012 , vol. 35, # 3 p. 447 - 454

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Emodinanthrone Structure

Emodinanthrone

CAS#:491-60-1

Literature: Anslow; Breen; Raistrick Biochemical Journal, 1940 , vol. 34, p. 159,165

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Emodinanthrone Structure

Emodinanthrone

CAS#:491-60-1

Literature: Oxford; Raistrick Biochemical Journal, 1940 , vol. 34, p. 790,799

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Emodinanthrone Structure

Emodinanthrone

CAS#:491-60-1

Literature: Anslow; Breen; Raistrick Biochemical Journal, 1940 , vol. 34, p. 159,165

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Emodinanthrone Structure

Emodinanthrone

CAS#:491-60-1

Literature: Eder Archiv der Pharmazie (Weinheim, Germany), 1915 , vol. 253, p. 32 Archiv der Pharmazie (Weinheim, Germany), 1916 , vol. 254, p. 18,30 Full Text Show Details Tutin; Clewer Journal of the Chemical Society, 1912 , vol. 101, p. 294

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Emodinanthrone Structure

Emodinanthrone

CAS#:491-60-1

Literature: Liang, Jing Lu; Cha, Hyo Chang; Lee, Seung Ho; Son, Jong-Keun; Chang, Hyeun Wook; Eom, Ji-Eun; Kwon, Youngjoo; Jahng, Yurngdong Archives of Pharmacal Research, 2012 , vol. 35, # 3 p. 447 - 454

 Synonyms

1,3,8-Trihydroxy-6-methyl-anthron
6-methyl-1,3,8-trihydroxy-10H-anthracene-9-one
Emodinanthrone
1,3,8-trihydroxy-6-methyl-anthrone