everolimus

Also known as RAD001, SDZ-RAD, 40-O-(2-hydroxyethyl)-rapamycin, 42-O-(2-hydroxyethyl)rapamycin

Everolimus, sold under the brand name Afinitor among others, is a medication used as an immunosuppressant to prevent rejection of organ transplants and as a targeted therapy in the treatment of renal cell cancer and other tumours.

Key facts

Drug.MedlinePlus: a609032
Drug.Verifiedfields: changed
Drug.Watchedfields: changed
Drug.verifiedrevid: 459441923
Drug.image: Everolimus.svg
Drug.image_class: skin-invert-image
Drug.image2: Everolimus ball-and-stick.png
Drug.image_class2: bg-transparent
Drug.pronounce: Everolimus
Drug.tradename: Afinitor, Zortress
Drug.DailyMedID: Everolimus
Drug.pregnancy_AU: C
Drug.routes_of_administration: By mouth
Drug.ATC_prefix: L01
Drug.ATC_suffix: EG02
Drug.legal_AU: S4
Drug.legal_US: Rx-only
Drug.legal_EU: Rx-only

via Wikipedia infobox

Chemical data

Formula: C53H83NO14
Molecular weight: 958.2 g/mol
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
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
InChIKey: HKVAMNSJSFKALM-GKUWKFKPSA-N
XLogP: 5.9
Polar surface area: 205 Å²
H-bond donors: 3
H-bond acceptors: 14
Formal charge: 0

via PubChem

Research

9,979 papers

Everolimus in the treatment of neuroendocrine tumors: efficacy, side-effects, resistance, and factors affecting its place in the treatment sequence.Expert opinion on pharmacotherapy · 2018
Everolimus as adjunctive therapy for tuberous sclerosis complex-associated partial-onset seizures.Expert review of neurotherapeutics · 2019
Everolimus and sirolimus in the treatment of cardiac rhabdomyomas in neonates.Pediatric research · 2025
Everolimus in Advanced Breast Cancer: A Systematic Review and Meta-analysis.Targeted oncology · 2020
Everolimus therapy and side‑effects: A systematic review and meta‑analysis.International journal of oncology · 2021

via PubMed

Wikidata facts

Mass: 957.581

Show 6 more facts

chemical formula: C₅₃H₈₃NO₁₄
Commons category: Everolimus
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
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
World Health Organisation international non-proprietary name: everolimus
defined daily dose: 1.5

Sources (8)

via Wikidata · CC0

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