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CHEBI:4909 - etodolac

ChEBI IDCHEBI:4909
ChEBI Nameetodolac
Stars
DefinitionA monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl moiety. A preferential inhibitor of cyclo-oxygenase 2 and non-steroidal anti-inflammatory, it is used for the treatment of rheumatoid arthritis and osteoarthritis, and for the alleviation of postoperative pain. Administered as the racemate, only the (S)-enantiomer is active.
Secondary ChEBI IDCHEBI:126431
Last Modified14 June 2017
DownloadsMolfile
FormulaC17H21NO3
Net Charge0
Average Mass287.359
Monoisotopic Mass287.15214
SMILESCCc1cccc2c3c(nc12)C(CC)(CC(=O)O)OCC3
InChIInChI=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)
InChIKeyNNYBQONXHNTVIJ-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
cyclooxygenase 2 inhibitor  A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
Applications:
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.
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
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.
ChEBI Ontology
Outgoing Relation(s)
etodolac (CHEBI:4909) has role antipyretic (CHEBI:35493)
etodolac (CHEBI:4909) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
etodolac (CHEBI:4909) has role non-narcotic analgesic (CHEBI:35481)
etodolac (CHEBI:4909) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
etodolac (CHEBI:4909) is a monocarboxylic acid (CHEBI:25384)
etodolac (CHEBI:4909) is a organic heterotricyclic compound (CHEBI:26979)
Incoming Relation(s)
(R)-etodolac (CHEBI:60370) is a etodolac (CHEBI:4909)
(S)-etodolac (CHEBI:60371) is a etodolac (CHEBI:4909)
IUPAC Name 
(1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl)acetic acid
INNs  Source
etodolacumChemIDplus
etodolacChemIDplus
etodolacoChemIDplus
Synonyms  Source
(1,8-Diethyl-1,3,4,9-tetrahydro-pyrano[3,4-b]indol-1-yl)-acetic acidChEMBL
ETODOLACChEMBL
ETODOLIC ACIDChEMBL
1,8-diethyl-1,3,4,9-tetrahydropyrano(3,4-b)indole-1-acetic acidChemIDplus
(±)-1,8-diethyl-1,3,4,9-tetrahydropyrano(3,4-b)indole-1-acetic acidChemIDplus
1,3,4,9-tetrahydro-1,8-diethylpyrano(3,4-b)indole-1-acetic acidChemIDplus
Manual XrefsDatabases
D00315KEGG DRUG
DE2301525Patent
US3939178Patent
DB00749DrugBank
EtodolacWikipedia
HMDB0014887HMDB
LSM-1781LINCS
1103DrugCentral
Registry NumbersSources
CAS:41340-25-4KEGG DRUG
CAS:41340-25-4ChemIDplus
Citations