ChemicalBook >> CAS DataBase List >>Cyclo[L-alanyl-D-alloisoleucyl-(3S,4S)-3-hydroxy-4-methyloctanoyl-L-phenylalanyl]

Cyclo[L-alanyl-D-alloisoleucyl-(3S,4S)-3-hydroxy-4-methyloctanoyl-L-phenylalanyl]

CAS No.
221111-70-2
Chemical Name:
Cyclo[L-alanyl-D-alloisoleucyl-(3S,4S)-3-hydroxy-4-methyloctanoyl-L-phenylalanyl]
Synonyms
Beauveriolide III;Cyclo[L-alanyl-D-alloisoleucyl-(3S,4S)-3-hydroxy-4-methyloctanoyl-L-phenylalanyl]
CBNumber:
CB48391665
Molecular Formula:
C27H41N3O5
Molecular Weight:
487.64
MDL Number:
MOL File:
221111-70-2.mol
Last updated:2023-05-21 10:59:17

Cyclo[L-alanyl-D-alloisoleucyl-(3S,4S)-3-hydroxy-4-methyloctanoyl-L-phenylalanyl] Properties

Melting point 246-248 °C
Boiling point 777.3±60.0 °C(Predicted)
Density 1.050±0.06 g/cm3(Predicted)
storage temp. Store at -20°C
solubility DMSO: soluble,Methanol: soluble
pka 13.12±0.70(Predicted)

Cyclo[L-alanyl-D-alloisoleucyl-(3S,4S)-3-hydroxy-4-methyloctanoyl-L-phenylalanyl] Chemical Properties,Uses,Production

Biological Activity

Beauveriolide III is a cyclodepsipeptide that has been found in Beauveria and an inhibitor of lipid droplet formation.1 It inhibits lipid droplet formation when used at concentrations of 3 and 10 μM, as well as inhibits cholesterol synthesis (IC50 = 0.41 μM), in primary mouse peritoneal macrophages.1,2 Beauveriolide III also inhibits acyl-coenzyme A:cholesterol acyltransferase (ACAT) activity in mouse macrophage membranes (IC50 = 5.5 μM).2 Beauveriolide III (25 and 50 mg/kg) reduces the size of aortic atherosclerotic lesions in Ldlr-/- and ApoE-/- mouse models of atherosclerosis.

References

1.Namatame, I., Tomoda, H., Si, S., et al.Beauveriolides, specific inhibitors of lipid droplet formation in mouse macrophages, produced by Beauveria sp. FO-6979J. Antibiot. (Tokyo)52(1)1-6(1999) 2.Namatame, I., Tomoda, H., Ishibashi, S., et al.Antiatherogenic activity of fungal beauveriolides, inhibitors of lipid droplet accumulation in macrophagesProc. Nat. Acad. Sci. USA101(3)737-742(2004)

Cyclo[L-alanyl-D-alloisoleucyl-(3S,4S)-3-hydroxy-4-methyloctanoyl-L-phenylalanyl] Preparation Products And Raw materials

Raw materials

Preparation Products

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Cyclo[L-alanyl-D-alloisoleucyl-(3S,4S)-3-hydroxy-4-methyloctanoyl-L-phenylalanyl] Beauveriolide III 221111-70-2