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AB142151

Everolimus, mTOR inhibitor

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(4 Publications)

MW 958.2 Da, Purity >98%. Potent mTOR inhibitor (IC50 = 1.6 - 2.4 nM). Immunosupressant and anticancer activity in vivo. Orally active.

View Alternative Names

AI838772, AW493413, Atherosclerosis, susceptibility to, included, DKFZp686N23123, ER, ER-alpha, ER-beta, ER[a], ER[b], ESR, ESR B, ESR BETA, ESR1_HUMAN, ESRA, ESTR B, Era, Erb, Erb2, Estr, Estra, Estradiol Receptor alpha, Estradiol Receptor beta, Estradiol receptor, Estrogen Receptor 1, Estrogen Receptor 2, Estrogen receptor, Estrogen receptor 1 (alpha), Estrogen receptor 2 (ER beta), Estrogen receptor 2 ER beta, Estrogen receptor alpha, Estrogen receptor beta 4, Estrogen resistance, included, FK506 binding protein 12 rapamycin associated protein 1, FK506 binding protein 12 rapamycin associated protein 2, FK506-binding protein 12-rapamycin complex-associated protein 1, FKBP rapamycin associated protein, FKBP12-rapamycin complex-associated protein, FKBP12-rapamycin complex-associated protein 1, FLJ11090, FLJ44809, FRAP, FRAP1, FRAP2, HDL cholesterol, augmented response of, to hormone replacement, included, MGC104252, MGC112732, MTOR_HUMAN, Mammalian target of rapamycin, Mechanistic target of rapamycin, Myocardial infarction, susceptibility to, included, NR3A1, NR3A2, Nuclear receptor subfamily 3 group A member 1, Nuclear receptor subfamily 3 group A member 2, OTTHUMP00000001983, OTTHUMP00000017718, OTTHUMP00000017719, RAFT1, RAPT1, RNESTROR, RP24-311F12.2, Rapamycin and FKBP12 target 1, Rapamycin associated protein FRAP2, Rapamycin target protein, Rapamycin target protein 1, SCAN1, Serine/threonine-protein kinase mTOR, TYDP, TYDP1_HUMAN, Tyr-DNA phosphodiesterase 1, Tyrosyl-DNA phosphodiesterase 1, dJ576K7.1 (FK506 binding protein 12 rapamycin associated protein 1)

1 Images
Chemical Structure - Everolimus, mTOR inhibitor (AB142151)
  • Chemical Structure

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Chemical Structure - Everolimus, mTOR inhibitor (AB142151)

2D chemical structure image of ab142151, Everolimus, mTOR inhibitor

Key facts

CAS number

159351-69-6

Purity

>98%

Form

Solid

form

Molecular weight

958.2 Da

Molecular formula

C<sub>5</sub><sub>3</sub>H<sub>8</sub><sub>3</sub>NO<sub>1</sub><sub>4</sub>

PubChem

6442177

Nature

Synthetic

Solubility

Soluble in DMSO to 25 mM

Biochemical name

Everolimus

Biological description

Potent mTOR inhibitor (IC50 = 1.6 - 2.4 nM). Immunosupressant and anticancer activity in vivo. Orally active.

Canonical smiles

CC1CCC2CC(C(=CC=CC=CC(CC(C(=O)C(C(C(=CC(C(=O)CC(OC(=O)C3CCCCN3C(=O)C(=O)C1(O2)O)C(C)CC4CCC(C(C4)OC)OCCO)C)C)O)OC)C)C)C)OC

Isomeric 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)OCCO)C)/C)O)OC)C)C)/C)OC

InChi

InChI=1S/C53H83NO14/c1-32-16-12-11-13-17-33(2)44(63-8)30-40-21-19-38(7)53(62,68-40)50(59)51(60)54-23-15-14-18-41(54)52(61)67-45(35(4)28-39-20-22-43(66-25-24-55)46(29-39)64-9)31-42(56)34(3)27-37(6)48(58)49(65-10)47(57)36(5)26-32/h11-13,16-17,27,32,34-36,38-41,43-46,48-49,55,58,62H,14-15,18-26,28-31H2,1-10H3/b13-11+,16-12+,33-17+,37-27+/t32-,34-,35-,36-,38-,39+,40+,41+,43-,44+,45+,46-,48-,49+,53-/m1/s1

InChiKey

HKVAMNSJSFKALM-GKUWKFKPSA-N

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-(2-hydroxyethoxy)-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

Product details

This product is manufactured by BioVision, an Abcam company and was previously called 1917 Everolimus. 1917-25 is the same size as the 25 mg size of ab142151.

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
-20°C
Appropriate long-term storage conditions
-20°C
Storage information
Store under desiccating conditions|The product can be stored for up to 12 months

Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

The target mTOR (mechanistic target of rapamycin) also known as FRAP1 is a serine/threonine kinase with a large molecular mass of approximately 289 kDa. It operates as a central regulator of cell growth proliferation and survival. mTOR is expressed ubiquitously in various tissues throughout the body participating in numerous cellular processes. Everolimus a derivative of rapamycin acts as a potent mTOR inhibitor. The chemical structure of everolimus contributes to its ability to specifically bind and inhibit mTOR activity demonstrating excellent solubility and effective inhibition within cellular environments.
Biological function summary

MTOR plays an important role in nutrient and energy signaling. It forms the core component of two distinct complexes mTORC1 and mTORC2 which regulate different cellular processes. mTORC1 controls protein synthesis and autophagy whereas mTORC2 is involved in cytoskeletal organization and cell survival. Everolimus inhibits mTORC1 affecting the protein synthesis machinery and therefore controlling cell growth and proliferation. It is this specific mechanism of action that highlights the therapeutic potential of mTOR inhibitors like everolimus.

Pathways

MTOR integrates signals from the PI3K/AKT and MAPK pathways. Through these pathways mTOR coordinates responses to growth factors nutrients and cellular energy status. mTOR is closely related to other signaling molecules like AKT and RHEB which modulate its activity. The PI3K/AKT pathway in particular is significant because it links mTOR's role in controlling protein synthesis and cell survival to external cellular signals illustrating the pivotal position mTOR holds in cell metabolism and growth pathways.

Alterations in mTOR signaling have been linked to cancer and neurodegenerative diseases. Dysregulation of mTOR activity can contribute to uncontrolled cell proliferation in cancer while in neurodegenerative diseases it may affect neuronal survival. Everolimus by inhibiting mTOR is employed in therapeutic interventions for certain cancers by targeting aberrant growth signals. The protein is also connected to p53 an important regulator of cell cycle and apoptosis suggesting its involvement in cellular stress responses associated with these diseases.

Product protocols

Publications (4)

Recent publications for all applications. Explore the full list and refine your search

FASEB bioAdvances 6:276-288 PubMed39114447

2024

Oxidative stress mediates nucleocytoplasmic shuttling of KPNA2 via AKT1-CDK1 axis-regulated S62 phosphorylation.

Applications

Unspecified application

Species

Unspecified reactive species

Jie-Xin Huang,Chun-I Wang,Chia-Yu Kuo,Ting-Wei Chang,Yu-Chin Liu,Ting-Feng Hsiao,Chih-Liang Wang,Chia-Jung Yu

eLife 12: PubMed36989136

2023

Integrated transcriptome and proteome analysis reveals posttranscriptional regulation of ribosomal genes in human brain organoids.

Applications

Unspecified application

Species

Unspecified reactive species

Jaydeep Sidhaye,Philipp Trepte,Natalie Sepke,Maria Novatchkova,Michael Schutzbier,Gerhard Dürnberger,Karl Mechtler,Jürgen A Knoblich

BMC cancer 21:1049 PubMed34560848

2021

Prospective pharmacological methodology for establishing and evaluating anti-cancer drug resistant cell lines.

Applications

Unspecified application

Species

Unspecified reactive species

Hoon Yu,Dong-Jin Kim,Hye-Young Choi,So Myoung Kim,Md Intazur Rahaman,Young-Hoon Kim,So Won Kim

Oncotarget 7:25432-42 PubMed27009856

2016

mTOR regulates proteasomal degradation and Dp1/E2F1- mediated transcription of KPNA2 in lung cancer cells.

Applications

Unspecified application

Species

Unspecified reactive species

Chun-I Wang,Yan-Yu Chen,Chih-Liang Wang,Jau-Song Yu,Yu-Sun Chang,Chia-Jung Yu
View all publications

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