R0395

Rapamycin

from Streptomyces hygroscopicus, ≥95% (HPLC), powder, mTOR inhibitor

• Sinónimos: 23,27-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclohentriacontine, AY 22989, Sirolimus
• Fórmula empírica (notación de Hill): C₅₁H₇₉NO₁₃
• Número de CAS: 53123-88-9
• Peso molecular: 914.17
• Número MDL: MFCD00867594
• Código UNSPSC: 12352200
• ID de la sustancia en PubChem: 57654583
• NACRES: NA.77

Propiedades

• Nombre del producto: Rapamycin from Streptomyces hygroscopicus, ≥95% (HPLC), powder
• Nivel de calidad: 300
• Ensayo: ≥95% (HPLC)
• Formulario: powder
• color: off-white
• solubilidad: ethanol: 2 mM; DMSO: soluble
• espectro de actividad antibiótica: fungi; yeast
• Modo de acción: enzyme | inhibits; protein synthesis | interferes
• temp. de almacenamiento: −20°C
• cadena SMILES: CO[C@@H]1C[C@@H](CC[C@H]1O)C[C@@H](C)[C@@H]2CC(=O)[C@H](C)\C=C(C)\[C@@H](O)[C@@H](OC)C(=O)[C@H](C)C[C@H](C)\C=C\C=C\C=C(C)\[C@H](C[C@@H]3CC[C@@H](C)[C@@](O)(O3)C(=O)C(=O)N4CCCC[C@H]4C(=O)O2)OC
• 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
• Clave InChI: QFJCIRLUMZQUOT-HPLJOQBZSA-N
• Información sobre el gen: human ... FKBP1A(2280)

Descripción

Descripción general

Chemical structure: macrolide

Rapamycin is derived from Streptomyces hygroscopicus . It can inhibit viral replication. This natural anti-fungal antibiotic is a proven anti-aging agent. Rapamycin significantly inhibits mTORC1 regardless of age. It suppresses protein kinase C activity and enhances ion transport in A6 cells. It also suppresses the immune response in membrane and cytosolic preparations. Additionally, it has specific effects on the translation of endogenous mRNAs and inhibits the translation of 5′TOP mRNAs by blocking p70s6k activation in the signaling pathway. Rapamycin exhibits antineoplastic properties.

Aplicación

Rapamycin from Streptomyces hygroscopicus has been used:

•  to treat BV2 cells or BV2-LC3 cells for autophagy assay
• as an autophagy activator in the bone marrow mesenchymal stem cells (BM-MSCs) transfected with lentivirus carrier of small interfering RNA for FOXO3 (siFOXO3) to study the effects of Forkhead Box O3 (FOXO3) on the autophagy of BM-MSCs
• to pre-incubate villi to inhibit the mammalian target of rapamycin complex 1 (mTORC1) signaling

Acciones bioquímicas o fisiológicas

A macrocyclic triene antibiotic that binds to and inhibits the molecular target of rapamycin (mTOR). It forms a complex with FKBP12 that binds to and inhibits the molecular target of rapamycin (mTOR). Rapamycin is a potent immunosuppressant and has anticancer activity.

Características y beneficios

This compound is featured on the PKB/Akt page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Otras notas

Keep container tightly closed in a dry and well-ventilated place.Keep in a dry place

Información de seguridad

• Pictogramas: GHS08
• Palabra de señalización: Warning
• Frases de peligro: H351,H361fd
• Consejos de prudencia: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Clasificaciones de peligro: Carc. 2 - Repr. 2
• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 2
• Equipo de protección personal: Eyeshields, Gloves, type N95 (US)