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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.
anticoronaviral agent  Any antiviral agent which inhibits the activity of coronaviruses.
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.
Applications:
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.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
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