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Documentos Principais

R0395

Sigma-Aldrich

Rapamycin

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

Sinônimo(s):

23,27-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclohentriacontine, AY 22989, Sirolimus

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About This Item

Fórmula empírica (Notação de Hill):
C51H79NO13
Número CAS:
Peso molecular:
914.17
Número MDL:
Código UNSPSC:
12352200
ID de substância PubChem:
NACRES:
NA.77

Nome do produto

Rapamycin from Streptomyces hygroscopicus, ≥95% (HPLC), powder

Nível de qualidade

Ensaio

≥95% (HPLC)

Formulário

powder

cor

off-white

solubilidade

ethanol: 2 mM
DMSO: soluble

espectro de atividade do antibiótico

fungi
yeast

Modo de ação

enzyme | inhibits
protein synthesis | interferes

temperatura de armazenamento

−20°C

cadeia de caracteres 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

chave InChI

QFJCIRLUMZQUOT-HPLJOQBZSA-N

Informações sobre genes

human ... FKBP1A(2280)

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Descrição geral

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.

Aplicação

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

Ações bioquímicas/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 e benefícios

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.

Outras notas

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

Pictogramas

Health hazard

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

Carc. 2 - Repr. 2

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 2

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)


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