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Rapamycin, 98+%
Rapamycin, CAS # 53123-88-9, is a macrolide compound showing suppressor activity against the immune system and also exhibits inhibitory activity in tumor growth. | CAS: 53123-88-9 | C51H79NO13 | 914.187 g/mol
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Chemical Identifiers
CAS53123-88-9
IUPAC Name1,18-dihydroxy-12-[1-(4-hydroxy-3-methoxycyclohexyl)propan-2-yl]-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl-11,36-dioxa-4-azatricyclo[30.3.1.0⁴,⁹]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentone
Molecular FormulaC51H79NO13
InChI KeyQFJCIRLUMZQUOT-UHFFFAOYNA-N
SMILESCOC1CC(CC(C)C2CC(=O)C(C)C=C(C)C(O)C(OC)C(=O)C(C)CC(C)C=CC=CC=C(C)C(CC3CCC(C)C(O)(O3)C(=O)C(=O)N3CCCCC3C(=O)O2)OC)CCC1O
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Specifications
Specification Sheet
Specification SheetAppearance (Color)White to cream to yellow
FormPowder or crystals or crystalline powder
Assay from Suppliers CofA≥98.0%
Blocks cytokine-mediated signal transduction pathwaysRapamycin is used to inhibit tumor growth by halting tumor cell proliferation and suppressing tumor angiogenesis. It forms a complex with FKBP12 that binds and inhibits the molecular target of rapamycin (mTOR) as well as suppresses the immune system, preventing transplant rejection.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
General Description
- Rapamycin is a natural macrolide compound showing antiproliferative activities in mammalian cells
- Rapamycin is a specific inhibitor of rapamycin kinase. It forms a complex with FKBP12 that consequently binds and inhibits rapamycin’s molecular target (rapamycin kinase)
Application
- Rapamycin inhibits tumor growth by preventing tumor cell proliferation and suppressing tumor angiogenesis
- This compound also blocks cytokine-mediated signal transduction pathways
- Rapamycin also promotes the suppression of the immune system
- It was initially defined as an antifungal metabolite produced by Streptomyces hygroscopicus
- In vitro studies demonstrated that this compound is an important mediator of PI3 kinase signaling
RUO – Research Use Only
General References:
- Hong, S.; Zhao, B.; Lombard, D. B.; Fingar, D. C.; Inoki, K. Cross-talk between sirtuin and mammalian target of rapamycin complex 1 (mTORC1) signaling in the regulation of S6 kinase 1 (S6K1) phosphorylation. J. Biol. Chem. 2014, 289 (19), 13132-13141.
- Quy, P. N.; Kuma, A.; Pierre, P.; Mizushima, N. Proteasome-dependent activation of mammalian target of rapamycin complex 1 (mTORC1) is essential for autophagy suppression and muscle remodeling following denervation. J. Biol. Chem. 2013, 288 (2), 1125-1134.