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Decarestrictine B

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Category Enzyme inhibitors
Catalog number BBF-00792
CAS 127393-91-3
Molecular Weight 214.21
Molecular Formula C10H14O5
Purity >98%

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Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

Fermentation Plant

Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product Description

Decarestrictin B is a cholesterol biosynthesis inhibitor with a Decanolide structure produced by Penicillum sunplicissimum and Pen. corylophilufn.

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Synonyms 4,11-Dioxabicyclo(8.1.0)undecane-5,7-dione, 9-hydroxy-3-methyl-
Storage Store at -20°C
IUPAC Name (1S,3R,9S,10R)-9-hydroxy-3-methyl-4,11-dioxabicyclo[8.1.0]undecane-5,7-dione
Canonical SMILES CC1CC2C(O2)C(CC(=O)CC(=O)O1)O
InChI InChI=1S/C10H14O5/c1-5-2-8-10(15-8)7(12)3-6(11)4-9(13)14-5/h5,7-8,10,12H,2-4H2,1H3/t5-,7+,8+,10-/m1/s1
InChI Key XYYINJYPZZOQLA-RKBOWSCOSA-N
Appearance Oil
Boiling Point 463.2°C at 760 mmHg
Density 1.273 g/cm3
Solubility Soluble in DMSO
1. Secondary metabolites by chemical screening. 8. Decarestrictines, a new family of inhibitors of cholesterol biosynthesis from Penicillium. I. Strain description, fermentation, isolation and properties
S Grabley, E Granzer, K Hütter, D Ludwig, M Mayer, R Thiericke, G Till, J Wink, S Philipps, A Zeeck J Antibiot (Tokyo). 1992 Jan;45(1):56-65. doi: 10.7164/antibiotics.45.56.
A family of new 10-membered lactones was detected by chemical screening. Taxonomic studies and fermentation conditions of the producing organisms, which belong to the species Penicillium simplicissimum and Penicillium corylophilum, are presented. The isolation as well as physico-chemical data of the new compounds named decarestrictines A to D are reported. In vitro testing using the HEP-G2 cell assay showed the decarestrictines to be inhibitors of cholesterol biosynthesis, which could be confirmed in vivo. In addition to the decarestrictines from P. corylophilum epoxyagroclavine-I (1) was isolated.
2. Secondary metabolites by chemical screening. 9. Decarestrictines, a new family of inhibitors of cholesterol biosynthesis from Penicillium. II. Structure elucidation of the decarestrictines A to D
A Göhrt, A Zeeck, K Hütter, R Kirsch, H Kluge, R Thiericke J Antibiot (Tokyo). 1992 Jan;45(1):66-73. doi: 10.7164/antibiotics.45.66.
The structures of the novel 10-membered lactones, named decarestrictines A1/A2 (1/2), B (3), C1/C2 (5/6) and D (7), are presented. The structures of these secondary metabolites, isolated from different Penicillium species, were established by spectroscopic analysis and confirmed by X-ray analysis of 7 and a derivative of 3 leading to the stereochemical information. The decarestrictines vary in the oxygenation pattern between C-3 and C-7 and show structural similarities to known lactones from other fungi.

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