A nonenzyme-dependent degradation product of rapamycin resulting from ester hydration followed by dehydration; secreted from cells by P-glycoprotein; poorly activates mTOR but

Seco Rapamycin (sodium salt) – 1 mg

Brand:
Cayman
CAS:
148554-65-8
Storage:
-20
UN-No:
Non-Hazardous - /

Rapamycin (Item No. 13346) is a natural macrolide immunosuppressant that activates mTORC1. Seco Rapamycin (sodium salt) is a nonenzyme-dependent degradation product of rapamycin (Item No. 13346) resulting from ester hydration followed by dehydration.{26501} It has less than 4% of the potency of rapamycin in a thymocyte proliferation assay.{26501} Rapamycin quickly degrades to two ring-opened products, including seco rapamycin, in the cytoplasm or in homogenates of Caco-2 cells.{26499} Like rapamycin, seco rapamycin is secreted from cells by P-glycoprotein and metabolized to a common dihydro species.{26500} While seco rapamycin poorly activates mTOR, it mimics rapamycin in its ability to inhibit the proteasome.{26502}  

 

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Description

A nonenzyme-dependent degradation product of rapamycin resulting from ester hydration followed by dehydration; secreted from cells by P-glycoprotein; poorly activates mTOR but, like rapamycin, inhibits the proteasome

Formal name: [2R-[2α,2(S*),3α,6β[2S*,3E,5E,7E,9S*,11R*,13R*,14R*,15E,7R*,19E,21R*,22(1S*,3R*,4R*)]]]-1-[oxo[tetrahydro-2-hydroxy-6-[14-hydroxy-22-(4-hydroxy-3methoxycyclohexyl)-2,13-dimethoxy-3,9,11,15,17,21-hexamethyl-12,18-dioxo-3,5,7,15,19-docosapentaenyl]-3-methyl-2H-pyran-2-yl]acetyl]-2-piperidinecarboxylic acid, monosodium salt

Synonyms: 

Molecular weight: 936.2

CAS: 148554-65-8

Purity: ≥85%

Formulation: A crystalline solid

Product Type|Biochemicals|Small Molecule Inhibitors|Peptidases & Proteases||Research Area|Cell Biology|Cell Signaling|PI3K/Akt/mTOR Signaling||Research Area|Cell Biology|Proteolysis|Ubiquitin/Proteasome System

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