Orlistat

Basic Info

FADB-China IDC0484
Substance NameAntiobesity drug
Substance Chinese Name减肥药
Molecular NameOrlistat
Molecular Chinese Name奥利司他
2D StructureNo image
CAS Number96829-58-2
PubChem CID3034010
FormulaC29H53NO5
IUPAC Name[(2S)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]tridecan-2-yl] (2S)-2-formamido-4-methylpentanoate
InChI KeyAHLBNYSZXLDEJQ-FWEHEUNISA-N
InChIInChI=1S/C29H53NO5/c1-5-7-9-11-12-13-14-15-16-18-24(34-29(33)26(30-22-31)20-23(3)4)21-27-25(28(32)35-27)19-17-10-8-6-2/h22-27H,5-21H2,1-4H3,(H,30,31)/t24-,25-,26-,27-/m0/s1
Canonical SMILES

CCCCCCCCCCCC(CC1C(C(=O)O1)CCCCCC)OC(=O)C(CC(C)C)NC=O

Isomeric SMILES

CCCCCCCCCCC[C@@H](C[C@H]1[C@@H](C(=O)O1)CCCCCC)OC(=O)[C@H](CC(C)C)NC=O

CFM-ID 3.0URL Link
Related linksProcessing
Addition PurposesEnhance health care function
Molecular Synonyms
        
            Orlistat
        
            96829-58-2
        
            Tetrahydrolipstatin
        
            Xenical
        
            Alli
        
            Orlipastat
        
            Orlipastatum
        
            Orlipastatum [INN-Latin]
        
            THLP
        
            (-)-Tetrahydrolipstatin
Data UploaderShuyu Ouyang
Update DateJul 25, 2019 20:46

Properties

Property NameProperty Value
Molecular Weight495.7
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count23
Complexity579
Monoisotopic Mass495.39237381
Exact Mass495.39237381
XLogP10
Formal Charge0
Heavy Atom Count35
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+0.5923
Human Intestinal AbsorptionHIA+0.9728
Caco-2 PermeabilityCaco2-0.5611
P-glycoprotein SubstrateSubstrate0.5411
P-glycoprotein InhibitorInhibitor0.6242
Inhibitor0.5301
Renal Organic Cation TransporterNon-inhibitor0.9097
Distribution
Subcellular localizationMitochondria0.5522
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8540
CYP450 2D6 SubstrateNon-substrate0.8260
CYP450 3A4 SubstrateSubstrate0.5867
CYP450 1A2 InhibitorNon-inhibitor0.8458
CYP450 2C9 InhibitorNon-inhibitor0.8305
CYP450 2D6 InhibitorNon-inhibitor0.8869
CYP450 2C19 InhibitorNon-inhibitor0.7315
CYP450 3A4 InhibitorNon-inhibitor0.8308
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.9070
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9671
Non-inhibitor0.9395
AMES ToxicityNon AMES toxic0.7333
CarcinogensNon-carcinogens0.8628
Fish ToxicityHigh FHMT0.7375
Tetrahymena Pyriformis ToxicityHigh TPT0.9931
Honey Bee ToxicityHigh HBT0.5259
BiodegradationNot ready biodegradable0.7808
Acute Oral ToxicityIII0.6614
Carcinogenicity (Three-class)Non-required0.6317

ADMET -- Regression

Model Value Unit
Aqueous solubility-3.1463LogS
Caco-2 Permeability0.4620LogPapp, cm/s
Rat Acute Toxicity2.3363LD50, mol/kg
Fish Toxicity1.0874pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.4626pIGC50, ug/L

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FADB-China ID F0142
Food Image No Pictures
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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