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Rapamycin

Chemical Structure : Rapamycin

CAS No.: 53123-88-9

Rapamycin (Sirolimus, AY-22989, AY22989, NSC 226080)

Catalog No.: PC-42464Not For Human Use, Lab Use Only.

Rapamycin (Sirolimus) is a macrolide compound that has potent immunosuppressive and antiproliferative properties by inhibiting mTOR (IC50=0.1 nM), induces autophagy.

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Biological Activity

Rapamycin (Sirolimus) is a macrolide compound that has potent immunosuppressive and antiproliferative properties by inhibiting mTOR (IC50=0.1 nM), induces autophagy.
Rapamycin interacts with FKBP prolyl isomerase 1A (FKBP12) to form a complex that binds to and inhibits the kinase activity of mTORC1.
Rapamycin is originally isolated from S. hygroscopicus, inhibits growth of Rh1 and Rh30 rhabdomyosarcoma cells in serum-free medium, with IC50 values of 0.1 and 0.5 ng/ml, respectively.
Rapamycin also induces autophagy in a variety of cell types.
Formulations containing rapamycin have been used as immunosuppressive agents in the prevention of organ transplant rejection.

Physicochemical Properties

M.Wt 914.1719
Formula C51H79NO13
Appearance Solid
CAS No.
Storage
Solide Powder
-20 °C 12 Months; 4°C 6 Months
In Solvent
-80 °C 6 Months; -20°C 6 Months
Shipping
Solubility

DMSO: ≥ 28 mg/mL

Chemical Name/SMILES

O=C([C@@]1(O)[C@@H](CC[C@@H](C[C@@H](/C(C)=C/C=C/C=C/[C@H](C[C@@H](C)C([C@@H]([C@@H](/C(C)=C/[C@H]2C)O)OC)=O)C)OC)O1)C)C(N3CCCC[C@H]3C(O[C@@H](CC2=O)[C@@H](C[C@H]4C[C@H]([C@H](O)CC4)OC)C)=O)=O

References

1. Morris RE, et al. Transplant Proc. 1991 Feb;23(1 Pt 1):521-4.

2. Dumont FJ, et al. J Immunol. 1990 Jan 1;144(1):251-8.

3. Dumont FJ, et al. J Immunol. 1990 Feb 15;144(4):1418-24.

4. Edwards SR, et al. J Biol Chem. 2007 May 4;282(18):13395-401.

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