Sch-31828
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| Category | Antibiotics |
| Catalog number | BBF-03411 |
| CAS | 115216-83-6 |
| Molecular Weight | 318.32 |
| Molecular Formula | C17H18O6 |
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Description
Sch-31828 is a novel antibiotic from a Microbispora sp. SCC 1438. It is commonly used as methyl ether form.
Specification
| Synonyms | Sch 31828; Antibiotic EV22; EV 22 |
| IUPAC Name | 7-[(4S)-5-[(1R)-1-hydroxyhepta-2,4,6-triynyl]-2-oxo-1,3-dioxolan-4-yl]heptanoic acid |
| Canonical SMILES | C#CC#CC#CC(C1C(OC(=O)O1)CCCCCCC(=O)O)O |
| InChI | InChI=1S/C17H18O6/c1-2-3-4-7-10-13(18)16-14(22-17(21)23-16)11-8-5-6-9-12-15(19)20/h1,13-14,16,18H,5-6,8-9,11-12H2,(H,19,20)/t13-,14+,16?/m1/s1 |
| InChI Key | YKIOQZBNOCGEOJ-CNYCQXTOSA-N |
Properties
| Appearance | Yellow Oily Matter |
| Boiling Point | 577.8°C at 760 mmHg |
| Density | 1.283 g/cm3 |
| Solubility | Soluble in methanol, ethanol, ethyl acetate and acetone, insoluble in diethyl ether, petroleum ether and water. |
Reference Reading
1. The inhibition of cytoplasmic acetoacetyl-CoA thiolase by a triyne carbonate (L-660, 631)
M D Greenspan, J B Yudkovitz, J S Chen, D P Hanf, M N Chang, P Y Chiang, J C Chabala, A W Alberts Biochem Biophys Res Commun. 1989 Aug 30;163(1):548-53. doi: 10.1016/0006-291x(89)92172-4.
The compound L-660, 631 (2-oxo-5-(1-hydroxy-2,4,6-heptatriynyl)-1,3-dioxolane-4 heptanoic acid), a natural product isolated from an Actinomycete culture, was found to inhibit rat liver cytosolic acetoacetyl-CoA thiolase, the first step in the cholesterol biosynthesis pathway, with an IC50 of 1.0 x 10(-8) M. The inhibitor had no effect on other sulfhydryl containing enzymes of lipid synthesis such as HMG-CoA synthase, HMG-CoA reductase, and fatty acid synthase. When tested in cultured human liver Hep G2 cells the compound inhibited the incorporation of 14C-acetate and 14C-octanoate into sterols 56% and 48% respectively at 3 x 10(-6) M with no effect on fatty acid synthesis. No noticeable effect was seen on fatty acid biosynthesis. This strongly suggests that the locus of inhibition of acetate incorporation into sterols found with this compound is the acetoacetyl-CoA thiolase step in the cholesterol biosynthesis pathway.
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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 ╳
