Topiramate

Basic Info

FADB-China IDC0478
Substance NameAnorexics
Substance Chinese Name抑制食欲药物
Molecular NameTopiramate
Molecular Chinese Name托吡酯
2D StructureNo image
CAS Number97240-79-4
PubChem CID5284627
FormulaC12H21NO8S
IUPAC Name[(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
InChI KeyKJADKKWYZYXHBB-XBWDGYHZSA-N
InChIInChI=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
Canonical SMILES

CC1(OC2COC3(C(C2O1)OC(O3)(C)C)COS(=O)(=O)N)C

Isomeric SMILES

CC1(O[C@@H]2CO[C@@]3([C@H]([C@@H]2O1)OC(O3)(C)C)COS(=O)(=O)N)C

CFM-ID 3.0URL Link
Related linksProcessing
Addition PurposesEnhance health care function
Molecular Synonyms
        
            Topiramate
        
            97240-79-4
        
            Topamax
        
            Epitomax
        
            Tipiramate
        
            Topiramatum
        
            McN-4853
        
            Tipiramato
        
            Topiramato
        
            Topamax Sprinkle
Data UploaderShuyu Ouyang
Update DateJul 25, 2019 20:46

Properties

Property NameProperty Value
Molecular Weight339.36
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count9
Rotatable Bond Count3
Complexity556
Monoisotopic Mass339.09878781
Exact Mass339.09878781
XLogP-0.8
Formal Charge0
Heavy Atom Count22
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9382
Human Intestinal AbsorptionHIA+0.9955
Caco-2 PermeabilityCaco2-0.6055
P-glycoprotein SubstrateNon-substrate0.7905
P-glycoprotein InhibitorNon-inhibitor0.5311
Non-inhibitor0.9479
Renal Organic Cation TransporterNon-inhibitor0.9131
Distribution
Subcellular localizationLysosome0.4793
Metabolism
CYP450 2C9 SubstrateNon-substrate0.9479
CYP450 2D6 SubstrateNon-substrate0.9116
CYP450 3A4 SubstrateNon-substrate0.5420
CYP450 1A2 InhibitorNon-inhibitor0.6623
CYP450 2C9 InhibitorNon-inhibitor0.7259
CYP450 2D6 InhibitorNon-inhibitor0.8674
CYP450 2C19 InhibitorNon-inhibitor0.6539
CYP450 3A4 InhibitorNon-inhibitor0.8469
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.7952
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8882
Non-inhibitor0.8734
AMES ToxicityAMES toxic0.5180
CarcinogensNon-carcinogens0.5578
Fish ToxicityHigh FHMT0.5224
Tetrahymena Pyriformis ToxicityHigh TPT0.6879
Honey Bee ToxicityHigh HBT0.6969
BiodegradationNot ready biodegradable0.9803
Acute Oral ToxicityIII0.5739
Carcinogenicity (Three-class)Non-required0.5640

ADMET -- Regression

Model Value Unit
Aqueous solubility-3.0468LogS
Caco-2 Permeability0.3861LogPapp, cm/s
Rat Acute Toxicity2.5682LD50, mol/kg
Fish Toxicity1.6948pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.1547pIGC50, ug/L

Related Foods

FADB-China ID F0142
Food Image No Pictures
Food Name Plant food supplements
Food Chinese Name 植物食品补充剂
Food Type Processed food
References Adulteration of Dietary Supplements by the Illegal Addition of Synthetic Drugs: A Review

References

TitleDOI/PubMed/ISSN
Adulteration of Dietary Supplements by the Illegal Addition of Synthetic Drugs: A Review