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CHEBI:68478 - everolimus

Default Structure
ChEBI IDCHEBI:68478
ChEBI Nameeverolimus
Stars
DefinitionA macrocyclic lactone that is rapamycin in which the hydroxy group attached to the cyclohexyl moiety has been converted into the corresponding 2-hydroxyethyl ether. It is an immunosuppressant and antineoplastic agent.
Last Modified8 October 2021
Submitternamrata
DownloadsMolfile
FormulaC53H83NO14
Net Charge0
Average Mass958.240
Monoisotopic Mass957.58136
SMILES[H][C@@]1(C[C@@H](C)[C@]2([H])CC(=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](OC)C[C@]3([H])CC[C@@H](C)[C@@](O)(O3)C(=O)C(=O)N3CCCC[C@@]3([H])C(=O)O2)CC[C@@H](OCCO)[C@H](OC)C1
InChIInChI=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
InChIKeyHKVAMNSJSFKALM-GKUWKFKPSA-N
Wikipedia
Roles Classification
Biological Roles:
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
mTOR inhibitor  A protein kinase inhibitor of the mammalian target of rapamycin (mTOR), a protein that regulates cell growth, cell proliferation, cell motility, cell survival, protein synthesis and transcription. mTOR inhibitors are used to prevent transplant rejection and in treatment of cancer.
anticoronaviral agent  Any antiviral agent which inhibits the activity of coronaviruses.
Applications:
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
ChEBI Ontology
Outgoing Relation(s)
everolimus (CHEBI:68478) has functional parent sirolimus (CHEBI:9168)
everolimus (CHEBI:68478) has role anticoronaviral agent (CHEBI:149553)
everolimus (CHEBI:68478) has role antineoplastic agent (CHEBI:35610)
everolimus (CHEBI:68478) has role geroprotector (CHEBI:176497)
everolimus (CHEBI:68478) has role immunosuppressive agent (CHEBI:35705)
everolimus (CHEBI:68478) has role mTOR inhibitor (CHEBI:68481)
everolimus (CHEBI:68478) is a cyclic acetal (CHEBI:59770)
everolimus (CHEBI:68478) is a cyclic ketone (CHEBI:3992)
everolimus (CHEBI:68478) is a ether (CHEBI:25698)
everolimus (CHEBI:68478) is a macrolide lactam (CHEBI:145565)
everolimus (CHEBI:68478) is a primary alcohol (CHEBI:15734)
everolimus (CHEBI:68478) is a secondary alcohol (CHEBI:35681)
IUPAC Name 
(3S,6R,7E,9R,10R,12R,14S,15E,17E,19E,21S,23S,26R,27R,34aS)-9,27-dihydroxy-3-{(2R)-1-[(1S,3R,4R)-4-(2-hydroxyethoxy)-3-methoxycyclohexyl]propan-2-yl}-10,21-dimethoxy-6,8,12,14,20,26-hexamethyl-9,10,12,13,14,21,22,23,24,25,26,27,32,33,34,34a-hexadecahydro-3H-23,27-epoxypyrido[2,1-c][1,4]oxazacyclohentriacontine-1,5,11,28,29(4H,6H,31H)-pentone
INNs  Source
everolimusWHO MedNet
everolimusWHO MedNet
évérolimusWHO MedNet
everolimusumWHO MedNet
Synonyms  Source
(1R,9S,12S,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,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-pentoneIUPAC
40-O-(2-hydroxyethyl)-rapamycinChemIDplus
42-O-(2-hydroxyethyl)rapamycinChemIDplus
EverolimusChemIDplus
RAD 001ChemIDplus
RAD001ChemIDplus
Brand Names  Source
AfinitorChemIDplus
Afinitor DisperzChemIDplus
CerticanChemIDplus
VotubiaDrugCentral
Xience VChemIDplus
ZortressChemIDplus
Manual XrefsDatabases
1118DrugCentral
21106307ChemSpider
CN102138903Patent
D02714KEGG DRUG
DB01590DrugBank
EverolimusWikipedia
HMDB0015529HMDB
LSM-43172LINCS
RU2008143550Patent
WO2012066502Patent
Registry NumbersSources
CAS:159351-69-6ChemIDplus
Citations