ChEBI
  Marvin  03150712512D          

 23 27  0  0  1  0            999 V2000
   10.2860   -8.3818    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2825   -7.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9917   -8.7982    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.5662   -8.7876    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.9917   -7.9619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5662   -7.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9952   -7.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7080   -8.3889    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.9882   -9.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7476   -7.9126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5626   -9.6098    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.4173   -7.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5662   -6.3211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7115   -7.5632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9952   -6.3211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4243   -8.8053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2719  -10.0262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8428  -10.0226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2860   -5.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8499   -5.9083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2218   -8.5865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1336   -6.3211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7786   -9.3663    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  1  1  0  0  0
  2  6  2  0  0  0  0
  2  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3  9  1  0  0  0  0
  4 10  1  6  0  0  0
  4 11  1  0  0  0  0
  6 13  1  0  0  0  0
  7 14  1  0  0  0  0
  7 15  2  0  0  0  0
  8 16  1  1  0  0  0
  9 17  2  0  0  0  0
 11 18  1  6  0  0  0
 13 19  2  0  0  0  0
 13 20  1  0  0  0  0
 16 21  1  0  0  0  0
 20 22  1  0  0  0  0
  6 10  1  0  0  0  0
  8 14  1  0  0  0  0
 11 17  1  0  0  0  0
 12 16  1  0  0  0  0
 15 19  1  0  0  0  0
  3 23  1  1  0  0  0
  5 12  1  0  0  0  0
M  END
> <ID>
CHEBI:16714

> <NAME>
codeine

> <DEFINITION>
A  morphinane alkaloid found in the opium poppy, Papaver somniferum var. album; has analgesic, anti-tussive and anti-diarrhoeal properties.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:3803; CHEBI:14006; CHEBI:23348

> <SYNONYM>
O(3)-methylmorphine; morphine-3-methyl ether; morphine monomethyl ether; morphine 3-methyl ether; methylmorphine; l-codeine; codeine anhydrous; Codeine; Codein; 7,8-didehydro-4,5alpha-epoxy-3-methoxy-17-methylmorphinan-6alpha-ol; (5alpha,6alpha)-7,8-Didehydro-4,5-epoxy-3-methoxy-17-methylmorphinan-6-ol; (1S,13R,14S,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0(1,13).0(5,17).0(7,18)]octadeca-7(18),8,10,15-tetraen-14-ol; (-)-Codeine

> <IUPAC_NAME>
3-methoxy-17-methyl-7,8-didehydro-4,5alpha-epoxymorphinan-6alpha-ol

> <INN>
codeine; codeine; codeina

> <BRAND_NAME>
Coducept; Codicept

> <FORMULA>
C18H21NO3

> <MASS>
299.36420

> <MONOISOTOPIC_MASS>
299.15214

> <CHARGE>
0

> <SMILES>
[H][C@]12C=C[C@H](O)[C@@H]3Oc4c(OC)ccc5C[C@H]1N(C)CC[C@@]23c45

> <INCHI>
InChI=1S/C18H21NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3-6,11-13,17,20H,7-9H2,1-2H3/t11-,12+,13-,17-,18-/m0/s1

> <INCHIKEY>
OROGSEYTTFOCAN-DNJOTXNNSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
94996

> <CAS_REGISTRY_NUMBER>
76-57-3

> <GMELIN_REGISTRY_NUMBER>
232454

> <REAXYS_REGISTRY_NUMBER>
94996

> <CHEMIDPLUS>
76-57-3

> <DRUGBANK_ACCESSION>
DB00318

> <KEGG_COMPOUND_ACCESSION>
C06174

> <KNAPSACK_ACCESSION>
C00001837

> <NIST_CHEMISTRY_WEBBOOK>
76-57-3

> <WIKIPEDIA_ACCESSION>
Codeine

> <PUBMED_CITATION>
2215478; 23507688; 24069665; 24176887; 24324229; 24396053; 24458010; 24491926; 24517264; 9776433

$$$$