Glibenclamide

Basic Info

FADB-China IDC0395
Substance NameGlibenclamide
Substance Chinese Name格列本脲
Molecular NameGlibenclamide
Molecular Chinese Name格列本脲
2D StructureNo image
CAS Number10238-21-8
PubChem CID3488
FormulaC23H28ClN3O5S
IUPAC Name5-chloro-N-[2-[4-(cyclohexylcarbamoylsulfamoyl)phenyl]ethyl]-2-methoxybenzamide
InChI KeyZNNLBTZKUZBEKO-UHFFFAOYSA-N
InChIInChI=1S/C23H28ClN3O5S/c1-32-21-12-9-17(24)15-20(21)22(28)25-14-13-16-7-10-19(11-8-16)33(30,31)27-23(29)26-18-5-3-2-4-6-18/h7-12,15,18H,2-6,13-14H2,1H3,(H,25,28)(H2,26,27,29)
Canonical SMILES

COC1=C(C=C(C=C1)Cl)C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC3CCCCC3

Isomeric SMILES

COC1=C(C=C(C=C1)Cl)C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC3CCCCC3

CFM-ID 3.0URL Link
Related linksProcessing
Addition PurposesReduce cost, Enhance health care function
Molecular Synonyms
        
            Glibenclamide
        
            Glyburide
        
            Glybenclamide
        
            Micronase
        
            Diabeta
        
            Glynase
        
            Daonil
        
            Maninil
        
            10238-21-8
        
            Euglucon
Data UploaderDachuan Zhang
Update DateJul 25, 2019 20:46

Properties

Property NameProperty Value
Molecular Weight494
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count8
Complexity746
Monoisotopic Mass493.1438199
Exact Mass493.1438199
XLogP4.8
Formal Charge0
Heavy Atom Count33
Defined Atom Stereocenter Count0
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-0.6707
Human Intestinal AbsorptionHIA+0.9701
Caco-2 PermeabilityCaco2-0.6479
P-glycoprotein SubstrateNon-substrate0.5109
P-glycoprotein InhibitorNon-inhibitor0.7119
Non-inhibitor0.8185
Renal Organic Cation TransporterNon-inhibitor0.7982
Distribution
Subcellular localizationMitochondria0.6691
Metabolism
CYP450 2C9 SubstrateSubstrate0.6488
CYP450 2D6 SubstrateNon-substrate0.9116
CYP450 3A4 SubstrateSubstrate0.5329
CYP450 1A2 InhibitorNon-inhibitor0.9045
CYP450 2C9 InhibitorInhibitor0.8948
CYP450 2D6 InhibitorInhibitor0.8932
CYP450 2C19 InhibitorNon-inhibitor0.9026
CYP450 3A4 InhibitorInhibitor0.7959
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.8627
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.7551
Non-inhibitor0.8024
AMES ToxicityNon AMES toxic0.6996
CarcinogensNon-carcinogens0.7539
Fish ToxicityHigh FHMT0.9969
Tetrahymena Pyriformis ToxicityHigh TPT0.9714
Honey Bee ToxicityLow HBT0.7399
BiodegradationNot ready biodegradable0.8245
Acute Oral ToxicityIV0.6192
Carcinogenicity (Three-class)Non-required0.6405

ADMET -- Regression

Model Value Unit
Aqueous solubility-5.0275LogS
Caco-2 Permeability0.2878LogPapp, cm/s
Rat Acute Toxicity1.4243LD50, mol/kg
Fish Toxicity1.4112pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.5482pIGC50, ug/L

Related Foods

FADB-China ID F0108
Food Image No Pictures
Food Name Chinese herbal medicine
Food Chinese Name 中药材
Food Type Processed food
References Analysis of synthetic anti-diabetic drugs in adulterated traditional Chinese medicines by high-performance capillary electrophoresis

References

TitleDOI/PubMed/ISSN
Determination of synthetic drugs used to adulterate botanical dietary supplements using QTRAP LC-MS/MS. 19680934
[A new method for safety monitoring of natural dietary supplements--quality profile]. 19035183
Analysis of synthetic anti-diabetic drugs in adulterated traditional Chinese medicines by high-performance capillary electrophoresis