Marvin  07260611242D          

 24 26  0  0  0  0            999 V2000
   -0.6312    0.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1937    0.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5245    1.5927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2250    0.5897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2250    1.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2187    1.9507    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9620    1.5927    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6765    2.8302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6765    2.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3910    1.5927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1055    2.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2187    2.7757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4957    4.0132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4957    3.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2102    2.7757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9247    1.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6391    1.9507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6391    2.7757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9247    3.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2102    1.9507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1456    0.7885    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9425    0.5750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7081    0.7885    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5050    0.5750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0  0  0  0
  3  6  1  0  0  0  0
  7 21  1  0  0  0  0
 21  1  1  0  0  0  0
  1  2  1  0  0  0  0
  2 23  1  0  0  0  0
 23  3  1  0  0  0  0
 21  4  1  1  0  0  0
 23  4  1  1  0  0  0
  4  5  1  0  0  0  0
  6 12  1  1  0  0  0
  7  9  1  1  0  0  0
  9  8  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 14  1  0  0  0  0
 14 13  2  0  0  0  0
 14 15  1  0  0  0  0
 19 15  2  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 20 16  2  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 21 22  1  1  0  0  0
 23 24  1  1  0  0  0
M  END
> <ID>
CHEBI:27958

> <NAME>
cocaine

> <DEFINITION>
A tropane alkaloid obtained from leaves of the South American shrub Erythroxylon coca.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:41642; CHEBI:3801; CHEBI:23346

> <SYNONYM>
Neurocaine; methyl benzoylecgonine; methyl [1R-(exo,exo)]-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate; l-cocaine; l-Cocain; Kokain; Kokain; cocainum; COCAINE; Cocaine; Cocaina; Cocain; beta-Cocain; Benzoylmethylecgonine; [1R-(exo,exo)]-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid, methyl ester; 2-methyl-3beta-hydroxy-1alphaH,5alphaH-tropane-2beta-carboxylate benzoate (ester); (-)-cocaine

> <IUPAC_NAME>
methyl (1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate; (1R,2R,3S,5S)-2-(methoxycarbonyl)tropan-3-yl benzoate

> <FORMULA>
C17H21NO4

> <MASS>
303.35290

> <MONOISOTOPIC_MASS>
303.14706

> <CHARGE>
0

> <SMILES>
[H][C@]12CC[C@]([H])([C@H]([C@H](C1)OC(=O)c1ccccc1)C(=O)OC)N2C

> <INCHI>
InChI=1S/C17H21NO4/c1-18-12-8-9-13(18)15(17(20)21-2)14(10-12)22-16(19)11-6-4-3-5-7-11/h3-7,12-15H,8-10H2,1-2H3/t12-,13+,14-,15+/m0/s1

> <INCHIKEY>
ZPUCINDJVBIVPJ-LJISPDSOSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
91034

> <CAS_REGISTRY_NUMBER>
50-36-2

> <GMELIN_REGISTRY_NUMBER>
170209

> <REAXYS_REGISTRY_NUMBER>
91034

> <CHEMIDPLUS>
50-36-2

> <DRUGBANK_ACCESSION>
DB00907

> <KEGG_COMPOUND_ACCESSION>
C01416

> <KEGG_DRUG_ACCESSION>
D00110

> <KNAPSACK_ACCESSION>
C00002285

> <METACYC_ACCESSION>
CPD-9776

> <NIST_CHEMISTRY_WEBBOOK>
50-36-2

> <PDBECHEM_ACCESSION>
COC

> <WIKIPEDIA_ACCESSION>
Cocaine

> <PUBMED_CITATION>
11416615; 11853120; 14962054; 17551070; 19536276; 21150772; 25303034

$$$$