Marvin  01191216422D          

 22 24  0  0  1  0            999 V2000
    5.8787   -6.8237    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8787   -7.6487    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1465   -8.0481    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6756   -6.5890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6546   -7.9255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4336   -7.6120    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1608   -7.2494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9591   -8.8503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1359   -8.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8048   -8.1550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1850   -6.3771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4549   -6.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8544   -7.6960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8737   -6.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3844   -9.3092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8744   -6.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5867   -5.5874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5901   -4.7611    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.3062   -4.3515    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7651   -4.7578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1805   -4.0450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1349   -9.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  1  4  1  1  0  0  0
 11  1  1  0  0  0  0
  3  2  1  0  0  0  0
  2  5  1  1  0  0  0
  3  8  1  6  0  0  0
  6  3  1  0  0  0  0
  7  4  1  0  0  0  0
  7  5  1  0  0  0  0
 12  6  1  0  0  0  0
  6 10  1  6  0  0  0
 13  7  1  0  0  0  0
 14  7  1  0  0  0  0
  9  8  1  0  0  0  0
 15  9  1  0  0  0  0
 10  9  1  0  0  0  0
 12 11  1  0  0  0  0
  1 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 20 18  2  0  0  0  0
 21 18  2  0  0  0  0
  9 22  1  0  0  0  0
M  END
> <ID>
CHEBI:63631

> <NAME>
topiramate

> <DEFINITION>
A hexose derivative that is 2,3:4,5-di-O-isopropylidene-β-D-fructopyranose in which the hydroxy group has been converted to the corresponding sulfamate ester. It blocks voltage-dependent sodium channels and is used as an antiepileptic and for the prevention of migraine.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:9633

> <SYNONYM>
TPM; Topiramate; tipiramato; tipiramate; RWJ-17021; McN-4853; 2,3:4,5-di-O-isopropylidene-beta-D-fructopyranose sulfamate; 2,3:4,5-bis-O-(1-methylethylidene)-beta-D-fructopyranose sulfamate

> <INN>
topiramatum; topiramato; topiramate

> <BRAND_NAME>
Topamax

> <FORMULA>
C12H21NO8S

> <MASS>
339.36200

> <MONOISOTOPIC_MASS>
339.09879

> <CHARGE>
0

> <SMILES>
CC1(C)O[C@@H]2CO[C@@]3(COS(N)(=O)=O)OC(C)(C)O[C@H]3[C@@H]2O1

> <INCHI>
InChI=1S/C12H21NO8S/c1-10(2)18-7-5-16-12(6-17-22(13,14)15)9(8(7)19-10)20-11(3,4)21-12/h7-9H,5-6H2,1-4H3,(H2,13,14,15)/t7-,8-,9+,12+/m1/s1

> <INCHIKEY>
KJADKKWYZYXHBB-XBWDGYHZSA-N

> <CAS_REGISTRY_NUMBER>
97240-79-4

> <REAXYS_REGISTRY_NUMBER>
5988957

> <CHEMIDPLUS>
97240-79-4

> <DRUGBANK_ACCESSION>
DB00273

> <KEGG_COMPOUND_ACCESSION>
C07502

> <KEGG_DRUG_ACCESSION>
D00537

> <LINCS_ACCESSION>
LSM-5435

> <PDBECHEM_ACCESSION>
TOR

> <WIKIPEDIA_ACCESSION>
Topiramate

> <PUBMED_CITATION>
22233396; 22249827

$$$$