Marvin  04261011302D          

 24 28  0  0  1  0            999 V2000
    6.2421   -4.8444    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9786   -5.2586    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6920   -4.8444    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2421   -4.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9786   -3.6016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6920   -4.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2651   -5.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5517   -3.6016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9786   -2.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9556   -4.5912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5517   -2.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9786   -6.0871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5517   -5.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2651   -2.3588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8382   -2.3588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2651   -6.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5517   -6.0871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4070   -5.2560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6635   -5.6457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2340   -5.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6493   -4.5456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3521   -3.7760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4189   -4.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1218   -3.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  1  1  0  0  0  0
  1  7  1  1  0  0  0
 13  1  1  0  0  0  0
  3  2  1  0  0  0  0
  2 10  1  1  0  0  0
 12  2  1  0  0  0  0
  6  3  1  0  0  0  0
  5  4  2  0  0  0  0
  8  4  1  0  0  0  0
  6  5  1  0  0  0  0
  9  5  1  0  0  0  0
 11  8  2  0  0  0  0
 14  9  2  0  0  0  0
 14 11  1  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 17 16  1  0  0  0  0
  3 18  1  1  0  0  0
  7 19  1  0  0  0  0
 19 18  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 24 22  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 24 23  1  0  0  0  0
M  END
> <ID>
CHEBI:3242

> <NAME>
butorphanol

> <DEFINITION>
Levorphanol in which a hydrogen at position 14 of the morphinan skeleton is substituted by hydroxy and one of the hydrogens of the N-methyl group is substituted by cyclopropyl. A semi-synthetic opioid agonist-antagonist analgesic, it is used as its (S,S)-tartaric acid salt for relief or moderate to severe pain.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:145838

> <SYNONYM>
Butorphanol; BUTORPHANOL; (-)-N-cyclobutylmethyl-3,14-dihydroxymorphinan; (-)-butorphanol; (-)-17-(cyclobutylmethyl)morphinan-3,14-diol

> <IUPAC_NAME>
17-(cyclobutylmethyl)morphinan-3,14-diol

> <INN>
butorphanolum; butorphanol; butorfanol

> <FORMULA>
C21H29NO2

> <MASS>
327.46050

> <MONOISOTOPIC_MASS>
327.21983

> <CHARGE>
0

> <SMILES>
Oc1ccc2C[C@H]3N(CC[C@@]4(CCCC[C@@]34O)c2c1)CC1CCC1

> <INCHI>
InChI=1S/C21H29NO2/c23-17-7-6-16-12-19-21(24)9-2-1-8-20(21,18(16)13-17)10-11-22(19)14-15-4-3-5-15/h6-7,13,15,19,23-24H,1-5,8-12,14H2/t19-,20+,21-/m1/s1

> <INCHIKEY>
IFKLAQQSCNILHL-QHAWAJNXSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
8134188

> <CAS_REGISTRY_NUMBER>
42408-82-2

> <CHEMIDPLUS>
42408-82-2

> <DRUGBANK_ACCESSION>
DB00611

> <KEGG_COMPOUND_ACCESSION>
C06863

> <KEGG_DRUG_ACCESSION>
D03197

> <WIKIPEDIA_ACCESSION>
Butorphanol

> <PUBMED_CITATION>
6114178; 6166748; 6767032; 6796691; 7192744

$$$$