CHEBI:229230 - etrasimod

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name etrasimod
ChEBI ID CHEBI:229230
Definition An organic heterotricyclic compound that is 1,2,3,4-tetrahydrocyclopenta[b]indole substituted by carboxymethyl and [4-cyclopentyl-3-(trifluoromethyl)phenyl]methoxy groups at positions 3R and 7, respectively. It is a potent and functional antagonist of the sphingosine-1-phosphate-1 (S1P1) receptor (IC50 = 1.88 nM in CHO cells).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C26H26F3NO3
Net Charge 0
Average Mass 457.493
Monoisotopic Mass 457.18648
InChI InChI=1S/C26H26F3NO3/c27-26(28,29)22-11-15(5-8-19(22)16-3-1-2-4-16)14-33-18-7-10-23-21(13-18)20-9-6-17(12-24(31)32)25(20)30-23/h5,7-8,10-11,13,16-17,30H,1-4,6,9,12,14H2,(H,31,32)/t17-/m1/s1
InChIKey MVGWUTBTXDYMND-QGZVFWFLSA-N
SMILES OC(=O)C[C@H]1CCC2=C1NC1=C2C=C(OCC2=CC(=C(C=C2)C2CCCC2)C(F)(F)F)C=C1
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): sphingosine-1-phosphate receptor 1 antagonist
Any sphingosine-1-phosphate receptor (S1PR) antagonist that acts as an antagonist for the subtype 1 receptors (S1PR1).
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.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
Application(s): 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.
anti-inflammatory drug
A substance that reduces or suppresses inflammation.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing etrasimod (CHEBI:229230) has role anti-inflammatory drug (CHEBI:35472)
etrasimod (CHEBI:229230) has role antibacterial agent (CHEBI:33282)
etrasimod (CHEBI:229230) has role immunosuppressive agent (CHEBI:35705)
etrasimod (CHEBI:229230) has role sphingosine-1-phosphate receptor 1 antagonist (CHEBI:144998)
etrasimod (CHEBI:229230) is a (trifluoromethyl)benzenes (CHEBI:83565)
etrasimod (CHEBI:229230) is a aromatic ether (CHEBI:35618)
etrasimod (CHEBI:229230) is a cyclopentanes (CHEBI:23493)
etrasimod (CHEBI:229230) is a monocarboxylic acid (CHEBI:25384)
etrasimod (CHEBI:229230) is a organic heterotricyclic compound (CHEBI:26979)
etrasimod (CHEBI:229230) is conjugate acid of etrasimod(1−) (CHEBI:229232)
Incoming etrasimod(1−) (CHEBI:229232) is conjugate base of etrasimod (CHEBI:229230)
IUPAC Name
[(3R)-7-{[4-cyclopentyl-3-(trifluoromethyl)phenyl]methoxy}-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetic acid
INNs Sources
étrasimod WHO MedNet
etrasimod WHO MedNet
etrasimod WHO MedNet
etrasimodum WHO MedNet
Synonyms Sources
(R)-2-(7-((4-cyclopentyl-3-(trifluoromethyl)benzyl)oxy)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetic acid ChEBI
APD 334 ChEBI
APD-334 ChEBI
APD334 DrugBank
Manual Xrefs Databases
D10930 KEGG DRUG
DB14766 DrugBank
Etrasimod Wikipedia
HMDB0252121 HMDB
View more database links
Registry Number Type Source
1206123-37-6 CAS Registry Number KEGG DRUG
Citations Waiting for Citations Types Sources
25516790 PubMed citation Europe PMC
30872391 PubMed citation Europe PMC
31711921 PubMed citation Europe PMC
33475734 PubMed citation Europe PMC
33566519 PubMed citation Europe PMC
35733960 PubMed citation Europe PMC
36695074 PubMed citation Europe PMC
36756653 PubMed citation Europe PMC
36789612 PubMed citation Europe PMC
36871570 PubMed citation Europe PMC
36871574 PubMed citation Europe PMC
37132407 PubMed citation Europe PMC
37178739 PubMed citation Europe PMC
37221319 PubMed citation Europe PMC
37399559 PubMed citation Europe PMC
37400695 PubMed citation Europe PMC
37711654 PubMed citation Europe PMC
37948883 PubMed citation Europe PMC
37983118 PubMed citation Europe PMC
38051804 PubMed citation Europe PMC
38245818 PubMed citation Europe PMC
38258760 PubMed citation Europe PMC
38345530 PubMed citation Europe PMC
38388871 PubMed citation Europe PMC
38441346 PubMed citation Europe PMC
38606783 PubMed citation Europe PMC
38613425 PubMed citation Europe PMC
PMC10910369 PubMed Central citation Europe PMC
PMC10910374 PubMed Central citation Europe PMC
Last Modified
16 April 2024