Marvin  10071016262D          

 21 23  0  0  0  0            999 V2000
   10.9242   -7.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2609   -8.1440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6629   -6.8777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7282   -7.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5774   -7.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8388   -6.8777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4341   -8.2492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1715   -7.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2709   -7.2194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7734   -7.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1639   -7.0282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2257   -6.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8731   -8.2555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0297   -6.4355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2759   -6.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5473   -8.6465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4719   -6.4355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2106   -7.2194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5121   -8.6264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1704   -9.1892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7081   -8.7872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  2  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
 12  3  1  0  0  0  0
  7  4  1  0  0  0  0
  9  4  1  0  0  0  0
 16  4  1  0  0  0  0
 10  5  1  0  0  0  0
  6  5  2  0  0  0  0
 15  6  1  0  0  0  0
  8  7  1  0  0  0  0
 11  8  2  0  0  0  0
 13  8  1  0  0  0  0
 14  9  1  0  0  0  0
 18 10  2  0  0  0  0
 19 10  1  0  0  0  0
 14 12  1  0  0  0  0
 17 15  2  0  0  0  0
 20 16  1  0  0  0  0
 18 17  1  0  0  0  0
 21 19  1  0  0  0  0
M  END
> <ID>
CHEBI:4909

> <NAME>
etodolac

> <DEFINITION>
A 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.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:126431

> <SYNONYM>
ETODOLIC ACID; ETODOLAC; 1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-ylacetic acid; 1,8-diethyl-1,3,4,9-tetrahydropyrano(3,4-b)indole-1-acetic acid; 1,3,4,9-tetrahydro-1,8-diethylpyrano(3,4-b)indole-1-acetic acid; (1,8-Diethyl-1,3,4,9-tetrahydro-pyrano[3,4-b]indol-1-yl)-acetic acid; (+-)-1,8-diethyl-1,3,4,9-tetrahydropyrano(3,4-b)indole-1-acetic acid

> <IUPAC_NAME>
(1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl)acetic acid

> <INN>
etodolacum; etodolaco; etodolac

> <FORMULA>
C17H21NO3

> <MASS>
287.35350

> <MONOISOTOPIC_MASS>
287.15214

> <CHARGE>
0

> <SMILES>
CCc1cccc2c3CCOC(CC)(CC(O)=O)c3[nH]c12

> <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)

> <INCHIKEY>
NNYBQONXHNTVIJ-UHFFFAOYSA-N

> <CAS_REGISTRY_NUMBER>
41340-25-4

> <CHEMIDPLUS>
41340-25-4

> <DRUGBANK_ACCESSION>
DB00749

> <KEGG_DRUG_ACCESSION>
D00315

> <LINCS_ACCESSION>
LSM-1781

> <WIKIPEDIA_ACCESSION>
Etodolac

> <PUBMED_CITATION>
28166217; 15369391; 2527995; 2970548

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