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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Description
Decarestrictin B is a cholesterol biosynthesis inhibitor with a Decanolide structure produced by Penicillum sunplicissimum and Pen. corylophilufn.
Specification
| 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 |
Properties
| Appearance | Oil |
| Boiling Point | 463.2°C at 760 mmHg |
| Density | 1.273 g/cm3 |
| Solubility | Soluble in DMSO |
Reference Reading
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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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
