Molecular structure of BIBB 515, CAS Number: 156635-05-1
BIBB 515 (CAS 156635-05-1)
See product citations (1)
Alternate Names:
1-(4-chlorobenzoyl)-4-[[4-(4,5-dihydro-2-oxazolyl)phenyl]methylene]-piperidine
Application:
BIBB 515 is an OSC inhibitor
CAS Number:
156635-05-1
Purity:
≥98%
Molecular Weight:
380.9
Molecular Formula:
C22H21ClN2O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
QUICK LINKS
Ordering Information
Product Citations
Description
Technical Information
Safety Information
SDS & Certificate of Analysis
BIBB 515 is a selective and potent inhibitor of 2,3-oxidosqualene cyclase (OSC) with an ED50 value of 0.2-0.5 and 0.36-33.3 mg/kg in rats and mice, respectively. Total cholesterol was reduced by 19% in normalipemic hamsters at a dose of 55 mg/kg/day for 11 days and 25% in hyperlipemic hamsters at a dose of 148 mg/kg/day for 25 days. OSC is an important enzyme in the biosynthesis of animal, fungal and plant sterols. OSC catalyzes the conversion of (3S)-2,3-oxidosqualene to lanosterol, a precursor to cholesterol, in fungi and mammals.
BIBB 515 (CAS 156635-05-1) References
- Synthesis and structure-activity studies of novel orally active non-terpenoic 2,3-oxidosqualene cyclase inhibitors. | Dehmlow, H., et al. 2003. J Med Chem. 46: 3354-70. PMID: 12852766
- The imidazoline-like drug S23515 affects lipid metabolism in hepatocyte by inhibiting the oxidosqualene: lanosterol cyclase activity. | Venteclef, N., et al. 2005. Biochem Pharmacol. 69: 1041-8. PMID: 15763540
- Design and evaluation of a novel series of 2,3-oxidosqualene cyclase inhibitors with low systemic exposure, relationship between pharmacokinetic properties and ocular toxicity. | Fouchet, MH., et al. 2008. Bioorg Med Chem. 16: 6218-32. PMID: 18467104
- Targeting cholesterol synthesis increases chemoimmuno-sensitivity in chronic lymphocytic leukemia cells. | Benakanakere, I., et al. 2014. Exp Hematol Oncol. 3: 24. PMID: 25401046
- Increased lanosterol turnover: a metabolic burden for daunorubicin-resistant leukemia cells. | Stäubert, C., et al. 2016. Med Oncol. 33: 6. PMID: 26698156
- A key mammalian cholesterol synthesis enzyme, squalene monooxygenase, is allosterically stabilized by its substrate. | Yoshioka, H., et al. 2020. Proc Natl Acad Sci U S A. 117: 7150-7158. PMID: 32170014
- De Novo Cholesterol Biosynthesis and Its Trafficking in LAMP-1-Positive Vesicles Are Involved in Replication and Spread of Marek's Disease Virus. | Boodhoo, N., et al. 2020. J Virol. 94: PMID: 32999035
- An integrative multiomic network model links lipid metabolism to glucose regulation in coronary artery disease. | Cohain, AT., et al. 2021. Nat Commun. 12: 547. PMID: 33483510
- Modulation of lanosterol synthase drives 24,25-epoxysterol synthesis and oligodendrocyte formation. | Hubler, Z., et al. 2021. Cell Chem Biol. 28: 866-875.e5. PMID: 33636107
- The potential role and mechanism of circRNA/miRNA axis in cholesterol synthesis. | Chen, W., et al. 2023. Int J Biol Sci. 19: 2879-2896. PMID: 37324939
- Effects of a novel 2,3-oxidosqualene cyclase inhibitor on cholesterol biosynthesis and lipid metabolism in vivo. | Eisele, B., et al. 1997. J Lipid Res. 38: 564-75. PMID: 9101437
Inhibitor of:
OSC, and YB-1.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
BIBB 515, 5 mg | sc-205221 | 5 mg | $72.00 | |||
BIBB 515, 10 mg | sc-205221A | 10 mg | $124.00 |