Glisoprenin C

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Category Enzyme inhibitors
Catalog number BBF-01255
CAS 205594-88-3
Molecular Weight 753.14
Molecular Formula C45H84O8

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Description

It is produced by the strain of Gliocladium roseum HA190-95. It is a cholesterol acyltransferase (ACAT) inhibitor, and it can inhibit the formation of Appressorium on the hydrophobic surface of Magnaporthegrisea.

Specification

IUPAC Name (22E,26E)-29-[3-[(E)-5-hydroxy-3-methylpent-3-enyl]-2-methyloxiran-2-yl]-2,6,10,14,18,22,26-heptamethylnonacosa-22,26-diene-2,3,6,10,14,18-hexol
Canonical SMILES CC(=CCCC(=CCCC1(C(O1)CCC(=CCO)C)C)C)CCCC(C)(CCCC(C)(CCCC(C)(CCCC(C)(CCC(C(C)(C)O)O)O)O)O)O
InChI InChI=1S/C45H84O8/c1-35(17-11-18-36(2)20-13-32-45(10)39(53-45)22-21-37(3)24-34-46)19-12-25-41(6,49)26-14-27-42(7,50)28-15-29-43(8,51)30-16-31-44(9,52)33-23-38(47)40(4,5)48/h17,20,24,38-39,46-52H,11-16,18-19,21-23,25-34H2,1-10H3/b35-17+,36-20+,37-24+
InChI Key RLGZBWXMGCBJNG-FHAYICFZSA-N

Properties

Appearance Colorless Oily Matter
Antibiotic Activity Spectrum Fungi
Solubility Soluble in Methanol, Chloroform

Reference Reading

1. Glisoprenins C, D and E, new inhibitors of appressorium formation in Magnaporthe grisea, from cultures of Gliocladium roseum. 1. Production and biological activities
E Thines, F Eilbert, H Anke, O Sterner J Antibiot (Tokyo). 1998 Feb;51(2):117-22. doi: 10.7164/antibiotics.51.117.
Glisoprenins C, D, and E, new glisoprenin derivatives, were isolated together with glisoprenin A from submerged cultures of the deuteromycete Gliocladium roseum HA190-95. All glisoprenins inhibited appressorium formation in Magnaporthe grisea on inductive (hydrophobic) surfaces. The compounds exhibited moderate cytotoxic, but no antifungal, antibacterial or phytotoxic activities.

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