Rapamycin

For research use only. Not for therapeutic Use.

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Rapamycin(Cat No.:A000450)is a potent inhibitor of the mammalian target of rapamycin (mTOR), a central regulator of cell growth, proliferation, and survival. By inhibiting mTOR complex 1 (mTORC1), rapamycin disrupts key cellular processes, making it a valuable tool in cancer research, immunology, and aging studies. Clinically, rapamycin is used as an immunosuppressant to prevent organ transplant rejection and has shown potential in treating certain cancers and neurodegenerative diseases. It is also being explored for its anti-aging properties due to its ability to modulate metabolic pathways involved in longevity and healthspan.


Catalog Number A000450
CAS Number 53123-88-9
Synonyms

AY 22989;NSC-2260804;Sirolimus;Rapamycin

Molecular Formula C51H79NO13
Purity ≥95%
Target mTOR
Solubility >45.7mg/mL in DMSO
Storage Desiccate at -20°C
Overview of Clinical Research

<span style=”font-family:arial,helvetica,sans-serif;”><span style=”color:#000000;”><span style=”font-size:12px;”>Rapamycin is a&nbsp;<span style=”caret-color: rgb(102, 102, 102); orphans: 2; widows: 2;”>MTOR protein inhibitor and a T lymphocyte inhibitor. It receives the orphan drug status in&nbsp;</span><span style=”font-variant-ligatures: normal; orphans: 2; widows: 2;”>Lymphangioleiomyomatosis and Fibroma. The&nbsp;</span><span style=”font-variant-ligatures: normal; orphans: 2; widows: 2;”>Phase-III clinical trials in Neurofibromatosis 1 (In adults, In children, In the elderly) in Japan (unspecified route) (NCT04461886) started in 2020.</span></span></span></span>

IUPAC Name (1R,9S,12S,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32S,35R)-1,18-dihydroxy-12-[(2R)-1-[(1S,3R,4R)-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
InChI InChI=1S/C51H79NO13/c1-30-16-12-11-13-17-31(2)42(61-8)28-38-21-19-36(7)51(60,65-38)48(57)49(58)52-23-15-14-18-39(52)50(59)64-43(33(4)26-37-20-22-40(53)44(27-37)62-9)29-41(54)32(3)25-35(6)46(56)47(63-10)45(55)34(5)24-30/h11-13,16-17,25,30,32-34,36-40,42-44,46-47,53,56,60H,14-15,18-24,26-29H2,1-10H3/b13-11+,16-12+,31-17+,35-25+/t30-,32-,33-,34-,36-,37+,38+,39+,40-,42+,43+,44-,46-,47+,51-/m1/s1
InChIKey QFJCIRLUMZQUOT-HPLJOQBZSA-N
SMILES C[C@@H]1CC[C@H]2C[C@@H](/C(=C/C=C/C=C/[C@H](C[C@H](C(=O)[C@@H]([C@@H](/C(=C/[C@H](C(=O)C[C@H](OC(=O)[C@@H]3CCCCN3C(=O)C(=O)[C@@]1(O2)O)[C@H](C)C[C@@H]4CC[C@H]([C@@H](C4)OC)O)C)/C)O)OC)C)C)/C)OC
Reference

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1:[Response to everolimus in patients with giant cell astrocytoma associated to tuberous sclerosis complex]. Mateos-Gonz&aacute;lez ME, L&oacute;pez-Laso E, Vicente-Rueda J, Camino-Le&oacute;n R, Fern&aacute;ndez-Ramos JA, Baena-G&oacute;mez MA, Pe&ntilde;a-Rosa MJ.Rev Neurol. 2014 Dec 1;59(11):497-502. Spanish. PMID: 25418144 Free Article<br />
2:[Therapeutic possibilities in refractory epilepsy in tuberous sclerosis complex]. Puertas-Martin V, Carreras-Saez I, Marana A, Ruiz-Falco Rojas ML, Cantarin-Extremera V, Calleja-Gero ML.Rev Neurol. 2014 Jun 16;58(12):529-35. Spanish. PMID: 24915028 Free Article<br />
3:Review of combination therapy with mTOR inhibitors and tacrolimus minimization after transplantation. Peddi VR, Wiseman A, Chavin K, Slakey D.Transplant Rev (Orlando). 2013 Oct;27(4):97-107. doi: 10.1016/j.trre.2013.06.001. Epub 2013 Aug 8. Review. PMID: 23932018<br />
4:Neuroendocrine tumors: treatment updates. Khagi S, Saif MW.JOP. 2013 Jul 10;14(4):367-71. doi: 10.6092/1590-8577/1657. PMID: 23846929 Free Article<br />
5:The Canadian study of the sirolimus-eluting stent in the treatment of patients with long de novo lesions in small native coronary arteries (C-SIRIUS). Schampaert E, Cohen EA, Schl&uuml;ter M, Reeves F, Traboulsi M, Title LM, Kuntz RE, Popma JJ; C-SIRIUS Investigators..J Am Coll Cardiol. 2004 Mar 17;43(6):1110-5. PMID: 15028375 Free Article

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