Beauveriolide III

Name: Beauveriolide III
CAS#: 221111-70-2
Chemical Formula: C27H41N3O5
Exact Mass: 487.3046
Molecular Weight: 487.641
Elemental Analysis: C, 66.50; H, 8.48; N, 8.62; O, 16.40

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

IUPAC/Chemical Name: (3R,6S,9S,13S)-9-benzyl-3-((S)-sec-butyl)-13-((S)-hexan-2-yl)-6-methyl-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetraone

InChi Key: VEELKRGSLCNVAR-QVZGIDAOSA-N

InChi Code: InChI=1S/C27H41N3O5/c1-6-8-12-18(4)22-16-23(31)29-21(15-20-13-10-9-11-14-20)26(33)28-19(5)25(32)30-24(17(3)7-2)27(34)35-22/h9-11,13-14,17-19,21-22,24H,6-8,12,15-16H2,1-5H3,(H,28,33)(H,29,31)(H,30,32)/t17-,18-,19-,21-,22-,24+/m0/s1

SMILES Code: O=C(N[C@H]1CC2=CC=CC=C2)C[C@@]([H])([C@H](CCCC)C)OC([C@@]([H])([C@H](CC)C)NC([C@H](C)NC1=O)=O)=O

Appearance: Solid powder