CHEBI:63115 - fingolimod

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ChEBI Name fingolimod
ChEBI ID CHEBI:63115
Definition An aminodiol that consists of propane-1,3-diol having amino and 2-(4-octylphenyl)ethyl substituents at the 2-position. It is a sphingosine 1-phosphate receptor modulator used for the treatment of relapsing-remitting multiple sclerosis. A prodrug, fingolimod is phosphorylated by sphingosine kinase to active metabolite fingolimod-phosphate, a structural analogue of sphingosine 1-phosphate.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C19H33NO2
Net Charge 0
Average Mass 307.47080
Monoisotopic Mass 307.251
InChI InChI=1S/C19H33NO2/c1-2-3-4-5-6-7-8-17-9-11-18(12-10-17)13-14-19(20,15-21)16-22/h9-12,21-22H,2-8,13-16,20H2,1H3
InChIKey KKGQTZUTZRNORY-UHFFFAOYSA-N
SMILES CCCCCCCCc1ccc(CCC(N)(CO)CO)cc1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): sphingosine-1-phosphate receptor agonist
An agonist that binds to and activates sphingosine 1-phosphate receptors.
CB1 receptor antagonist
An antagonist that binds to and deactivates type 1 cannabinoid receptors.
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.
Application(s): 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.
prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
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ChEBI Ontology
Outgoing fingolimod (CHEBI:63115) has role antineoplastic agent (CHEBI:35610)
fingolimod (CHEBI:63115) has role CB1 receptor antagonist (CHEBI:73416)
fingolimod (CHEBI:63115) has role immunosuppressive agent (CHEBI:35705)
fingolimod (CHEBI:63115) has role prodrug (CHEBI:50266)
fingolimod (CHEBI:63115) has role sphingosine-1-phosphate receptor agonist (CHEBI:63114)
fingolimod (CHEBI:63115) is a aminodiol (CHEBI:22501)
fingolimod (CHEBI:63115) is a primary amino compound (CHEBI:50994)
fingolimod (CHEBI:63115) is conjugate base of fingolimod(1+) (CHEBI:63113)
Incoming fingolimod phosphate (CHEBI:73420) has functional parent fingolimod (CHEBI:63115)
fingolimod(1+) (CHEBI:63113) is conjugate acid of fingolimod (CHEBI:63115)
IUPAC Name
2-amino-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol
INNs Sources
fingolimod WHO MedNet
fingolimod WHO MedNet
fingolimod KEGG DRUG
fingolimodum WHO MedNet
Synonym Source
FTY720 ChEBI
Manual Xrefs Databases
4167 DrugCentral
D10001 KEGG DRUG
DB08868 DrugBank
Fingolimod Wikipedia
View more database links
Registry Numbers Types Sources
162359-55-9 CAS Registry Number KEGG DRUG
162359-55-9 CAS Registry Number ChemIDplus
7811195 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017