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2503-26-6

2503-26-6 Structure

2503-26-6 Structure
IdentificationBack Directory
[Name]

destruxin B
[CAS]

2503-26-6
[Synonyms]

destruxin B
Destruxin B from Metarhizium anisopliae
Destruxin B, from Metarrhizium anisopliae
Destruxin B, 97.5%, from Metarrhizium anisopliae
N-[N-[(R)-2-Hydroxy-4-methyl-1-oxopentyl]-L-Pro-L-Ile-N-methyl-L-Val-N-methyl-L-Ala-]-β-alanine lactone
N-[N-[(2R)-1-Oxo-2-hydroxy-4-methylpentyl]-L-Pro-L-Ile-N-methyl-L-Val-N-methyl-L-Ala-]-β-alanine lactone
Cyclo[N-methyl-L-alanyl-β-alanyl-(2R)-2-hydroxy-4-methylpentanoyl-L-prolyl-L-isoleucyl-N-methyl-L-valyl]
[Molecular Formula]

C30H51N5O7
[MDL Number]

MFCD01745462
[MOL File]

2503-26-6.mol
[Molecular Weight]

593.76
Chemical PropertiesBack Directory
[Melting point ]

234 °C
[Boiling point ]

875.0±65.0 °C(Predicted)
[density ]

1.17±0.1 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

Soluble in DMSO (up to 10 mg/ml)
[form ]

solid
[pka]

13.54±0.70(Predicted)
[color ]

White
[Stability:]

Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
Safety DataBack Directory
[HS Code ]

2933790090
Hazard InformationBack Directory
[Description]

Destruxin B (2503-26-6) is a cyclic depsipeptide produced by various species of fungi.1 Induces apoptosis in human nonsmall cell lung cancer cells.2 Displays selective cytotoxic effects on human oral cancer cell lines.3 Inhibits hepatocellular carcinoma cell growth via modulation of the Wnt/β-catenin pathway.4
[Uses]

Destruxin B is used as part of destruxin-clausenamide insecticide compounds and its applications in controlling pests. It is also studied for its selective apoptotic cell death effects of oral cancer cells treated with destruxin B.
[Definition]

ChEBI: Destruxin B is a cyclodepsipeptide.
[in vitro]

the results of a previous study showed that destruxin b exhibited selective and significant time- and dose-dependent inhibitory effects on the viabilities of gnm and tscca cells but not on gf cells. these findings indicated that destruxin b was able to induce tumor specific growth inhibition in cancer cells through bax/bcl-2-mediated intrinsic mitochondrial apoptotic pathway in both time- and dose-dependent manners [1].
[in vivo]

animal study found that the daily subcutaneously administered destruxin b at 0.6-15 mg/kg was safe and effective in inhibiting the growth of crc cells. in addition, the expression of cleaved poly (adp-ribose) polymerase, bax, as well as active caspase-3 were observed with destruxin b treatment. moreover, the increase in tumor volumes of destruxin b treated groups were significantly lower than those of the mock-treated group [2].
[IC 50]

Bcl-2; Caspase-3
[References]

1) Pedras et al. (2002), The destruxins: synthesis, biosynthesis, biotransformation, and biological activity; Phytochemistry, 59 579 2) Wu et al. (2013), Destruxin B Isolated from Entomopathogenic Fungus Metarhizium anisopliae Induces Apoptosis via a Bcl-2 Family-Dependent Mitochondrial Pathway in Human Nonsmall Cell Lung Cancer Cells; Evid. Based Complement. Alternat. Med,, 2013 548929 3) Liu et al. (2014), Selective apoptotic cell death effects of oral cancer cells treated with destruxin B; BMC Complement. Altern. Med., 14 207 4) Liu et al. (2014), Destruxin B inhibits hepatocellular carcinoma cell growth through modulation of the Wnt/β catenin signaling pathway and epithelial-mesenchymal transition; Toxicol. In Vitro, 28 552
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