CHEBI:60370 - (R)-etodolac

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (R)-etodolac
ChEBI ID CHEBI:60370
ChEBI ASCII Name (R)-etodolac
Definition The R-enantiomer of etodolac. It is inactive, in contrast to the enantiomer, (S)-etodolac, which is a preferential inhibitor of cyclo-oxygenase 2 and a non-steroidal anti-inflammatory. The racemate is commonly used for the treatment of rheumatoid arthritis and osteoarthritis, and for the alleviation of postoperative pain.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C17H21NO3
Net Charge 0
Average Mass 287.35350
Monoisotopic Mass 287.15214
InChI InChI=1S/C17H21NO3/c1-3-11-6-5-7-12-13-8-9-21-17(4-2,10-14(19)20)16(13)18-15(11)12/h5-7,18H,3-4,8-10H2,1-2H3,(H,19,20)/t17-/m1/s1
InChIKey NNYBQONXHNTVIJ-QGZVFWFLSA-N
SMILES CCc1cccc2c3CCO[C@](CC)(CC(O)=O)c3[nH]c12
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): cyclooxygenase 2 inhibitor
A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
(via etodolac )
non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
(via etodolac )
Application(s): antipyretic
A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever.
(via etodolac )
non-steroidal anti-inflammatory drug
An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins.
(via etodolac )
non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
(via etodolac )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (R)-etodolac (CHEBI:60370) is a etodolac (CHEBI:4909)
(R)-etodolac (CHEBI:60370) is enantiomer of (S)-etodolac (CHEBI:60371)
Incoming (S)-etodolac (CHEBI:60371) is enantiomer of (R)-etodolac (CHEBI:60370)
IUPAC Name
[(1R)-1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl]acetic acid
Synonyms Sources
(−)-[1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl]acetic acid ChEBI
(−)-etodolac ChEBI
(R)-(−)-etodolac ChEBI
Manual Xref Database
LSM-6021 LINCS
View more database links
Registry Number Type Source
848873-99-4 CAS Registry Number ChemIDplus
Last Modified
25 February 2016