1.0 2016-09-30 23:14:53 UTC 2020-05-11 20:49:34 UTC BMDB0005034 BMDB05034 Topiramate 2,3:4,5-Bis-O-(1-methylethylidene)-beta-D-fructopyranose sulfamate 2,3:4,5-Di-O-isopropylidene-beta-D-fructopyranose sulfamate MCN-4853 RWJ-17021 Tipiramate Tipiramato Topamax Topiramato Topiramatum TPM Trokendi XR 2,3:4,5-Bis-O-(1-methylethylidene)-b-D-fructopyranose sulfamate 2,3:4,5-Bis-O-(1-methylethylidene)-b-D-fructopyranose sulfamic acid 2,3:4,5-Bis-O-(1-methylethylidene)-b-D-fructopyranose sulphamate 2,3:4,5-Bis-O-(1-methylethylidene)-b-D-fructopyranose sulphamic acid 2,3:4,5-Bis-O-(1-methylethylidene)-beta-D-fructopyranose sulfamic acid 2,3:4,5-Bis-O-(1-methylethylidene)-beta-D-fructopyranose sulphamate 2,3:4,5-Bis-O-(1-methylethylidene)-beta-D-fructopyranose sulphamic acid 2,3:4,5-Bis-O-(1-methylethylidene)-β-D-fructopyranose sulfamate 2,3:4,5-Bis-O-(1-methylethylidene)-β-D-fructopyranose sulfamic acid 2,3:4,5-Bis-O-(1-methylethylidene)-β-D-fructopyranose sulphamate 2,3:4,5-Bis-O-(1-methylethylidene)-β-D-fructopyranose sulphamic acid 2,3:4,5-Di-O-isopropylidene-b-D-fructopyranose sulfamate 2,3:4,5-Di-O-isopropylidene-b-D-fructopyranose sulfamic acid 2,3:4,5-Di-O-isopropylidene-b-D-fructopyranose sulphamate 2,3:4,5-Di-O-isopropylidene-b-D-fructopyranose sulphamic acid 2,3:4,5-Di-O-isopropylidene-beta-D-fructopyranose sulfamic acid 2,3:4,5-Di-O-isopropylidene-beta-D-fructopyranose sulphamate 2,3:4,5-Di-O-isopropylidene-beta-D-fructopyranose sulphamic acid 2,3:4,5-Di-O-isopropylidene-β-D-fructopyranose sulfamate 2,3:4,5-Di-O-isopropylidene-β-D-fructopyranose sulfamic acid 2,3:4,5-Di-O-isopropylidene-β-D-fructopyranose sulphamate 2,3:4,5-Di-O-isopropylidene-β-D-fructopyranose sulphamic acid Tipiramic acid Topiramic acid Epitomax Topamax sprinkle Topomax 2,3-4,5-Bis-O-(1-methylethylidene)-beta-D-fructopyranose sulfamate C12H21NO8S 339.362 339.098787343 [(1R,2S,6S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.0²,⁶]dodecan-6-yl]methyl sulfamate topiramate 97240-79-4 [H][C@@]12CO[C@@]3(COS(N)(=O)=O)OC(C)(C)O[C@@]3([H])[C@]1([H])OC(C)(C)O2 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 KJADKKWYZYXHBB-XBWDGYHZSA-N belongs to the class of organic compounds known as dioxolopyrans. Dioxolopyrans are compounds containing a dioxolopyran moiety, which consists of a dioxole ring fused to a pyran ring. Organic compounds Organoheterocyclic compounds Dioxolopyrans Dioxolopyrans 1,3-dioxolanes Hydrocarbon derivatives Ketals Monosaccharides Organic nitrogen compounds Organic oxides Organic sulfuric acids and derivatives Oxacyclic compounds Oxanes Acetal Aliphatic heteropolycyclic compound Dioxolopyran Hydrocarbon derivative Ketal Meta-dioxolane Monosaccharide Organic nitrogen compound Organic oxide Organic oxygen compound Organic sulfuric acid or derivatives Organooxygen compound Oxacycle Oxane Aliphatic heteropolycyclic compounds cyclic ketal ketohexose derivative sulfamate ester Solid melting_point 125 - 126 °C logp 1.29 ALOGPS logs -1.70 ALOGPS logp 0.13 ChemAxon pka_strongest_acidic 11.09 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac [(1R,2S,6S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.0²,⁶]dodecan-6-yl]methyl sulfamate ChemAxon average_mass 339.362 ChemAxon mono_mass 339.098787343 ChemAxon smiles [H][C@@]12CO[C@@]3(COS(N)(=O)=O)OC(C)(C)O[C@@]3([H])[C@]1([H])OC(C)(C)O2 ChemAxon formula C12H21NO8S ChemAxon 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 ChemAxon inchikey KJADKKWYZYXHBB-XBWDGYHZSA-N ChemAxon polar_surface_area 115.54 ChemAxon refractivity 72.3 ChemAxon polarizability 32.42 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 8 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 3 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 7643 Specdb::CMs 146216 Specdb::MsMs 255057 Specdb::MsMs 255058 Specdb::MsMs 255059 Specdb::MsMs 274998 Specdb::MsMs 274999 Specdb::MsMs 275000 Specdb::MsMs 374230 Specdb::MsMs 374388 Specdb::MsMs 439967 Specdb::MsMs 450258 Specdb::MsMs 450259 Specdb::MsMs 450653 Specdb::MsMs 450984 Specdb::MsMs 2236308 Specdb::MsMs 2237055 Specdb::MsMs 2238474 Specdb::MsMs 2239126 Specdb::MsMs 2240569 Specdb::MsMs 2241116 Specdb::MsMs 2242638 Specdb::MsMs 2243236 Specdb::MsMs 2809142 Specdb::MsMs 2809143 Specdb::MsMs 2809144 Specdb::MsMs 2900559 Specdb::NmrOneD 54922 Specdb::NmrOneD 54923 Specdb::NmrOneD 54924 Specdb::NmrOneD 54925 Specdb::NmrOneD 54926 Specdb::NmrOneD 54927 Specdb::NmrOneD 54928 Specdb::NmrOneD 54929 Specdb::NmrOneD 54930 Specdb::NmrOneD 54931 Specdb::NmrOneD 54932 Specdb::NmrOneD 54933 Specdb::NmrOneD 54934 Specdb::NmrOneD 54935 Specdb::NmrOneD 54936 Specdb::NmrOneD 54937 Specdb::NmrOneD 54938 Specdb::NmrOneD 54939 Specdb::NmrOneD 54940 Specdb::NmrOneD 54941 Brain Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Prostate Tissue Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 DB00273 FDB023601 4447672 TOR 63631 5284627 C07502 Topiramate Maryanoff, Bruce E.; Gardocki, Joseph F. Anticonvulsant sulfamate derivatives. U.S. (1985), CODEN: USXXAM US 4513006 A 19850423 CAN 103:37701 AN 1985:437701