Evodiamine

Basic Info

FADB-China IDC0495
Substance NameStimulants
Substance Chinese Name兴奋剂
Molecular NameEvodiamine
Molecular Chinese Name吴茱萸碱
2D StructureNo image
CAS Number518-17-2
PubChem CID442088
FormulaC19H17N3O
IUPAC Name(1S)-21-methyl-3,13,21-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15,17,19-heptaen-14-one
InChI KeyTXDUTHBFYKGSAH-SFHVURJKSA-N
InChIInChI=1S/C19H17N3O/c1-21-16-9-5-3-7-14(16)19(23)22-11-10-13-12-6-2-4-8-15(12)20-17(13)18(21)22/h2-9,18,20H,10-11H2,1H3/t18-/m0/s1
Canonical SMILES

CN1C2C3=C(CCN2C(=O)C4=CC=CC=C41)C5=CC=CC=C5N3

Isomeric SMILES

CN1[C@@H]2C3=C(CCN2C(=O)C4=CC=CC=C41)C5=CC=CC=C5N3

CFM-ID 3.0URL Link
Related linksProcessing
Addition PurposesEnhance health care function
Molecular Synonyms
        
            Evodiamine
        
            518-17-2
        
            (+)-Evodiamine
        
            UNII-C01825BVNL
        
            D-Evodiamine
        
            C01825BVNL
        
            CHEBI:4948
        
            Evodiamine, 98%
        
            Evodiamine, (+)-
        
            Evodiamine, Evodia rutaecarpa
Data UploaderShuyu Ouyang
Update DateJul 25, 2019 20:46

Properties

Property NameProperty Value
Molecular Weight303.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Complexity495
Monoisotopic Mass303.13716218
Exact Mass303.13716218
XLogP3.1
Formal Charge0
Heavy Atom Count23
Defined Atom Stereocenter Count1
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+0.9868
Human Intestinal AbsorptionHIA+0.9909
Caco-2 PermeabilityCaco2+0.8867
P-glycoprotein SubstrateSubstrate0.5691
P-glycoprotein InhibitorNon-inhibitor0.5131
Non-inhibitor0.7652
Renal Organic Cation TransporterInhibitor0.6880
Distribution
Subcellular localizationMitochondria0.6674
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7369
CYP450 2D6 SubstrateNon-substrate0.7547
CYP450 3A4 SubstrateSubstrate0.7118
CYP450 1A2 InhibitorInhibitor0.8729
CYP450 2C9 InhibitorNon-inhibitor0.7938
CYP450 2D6 InhibitorNon-inhibitor0.8397
CYP450 2C19 InhibitorNon-inhibitor0.7896
CYP450 3A4 InhibitorInhibitor0.5230
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.5949
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9550
Inhibitor0.5217
AMES ToxicityAMES toxic0.5611
CarcinogensNon-carcinogens0.9777
Fish ToxicityLow FHMT0.9457
Tetrahymena Pyriformis ToxicityHigh TPT0.7007
Honey Bee ToxicityLow HBT0.8686
BiodegradationNot ready biodegradable0.9588
Acute Oral ToxicityII0.5066
Carcinogenicity (Three-class)Non-required0.6931

ADMET -- Regression

Model Value Unit
Aqueous solubility-2.6742LogS
Caco-2 Permeability1.2403LogPapp, cm/s
Rat Acute Toxicity2.6976LD50, mol/kg
Fish Toxicity1.7857pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.3484pIGC50, 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