Xanthotoxol

Basic Info

FADB-China IDC0245
Substance NameCoumarins
Substance Chinese Name香豆素类
Molecular NameXanthotoxol
Molecular Chinese Name花椒毒酚
2D StructureNo image
CAS Number2009-24-7
PubChem CID65090
FormulaC11H6O4
IUPAC Name9-hydroxyfuro[3,2-g]chromen-7-one
InChI KeyJWVYQQGERKEAHW-UHFFFAOYSA-N
InChIInChI=1S/C11H6O4/c12-8-2-1-6-5-7-3-4-14-10(7)9(13)11(6)15-8/h1-5,13H
Canonical SMILES

C1=CC(=O)OC2=C(C3=C(C=CO3)C=C21)O

Isomeric SMILES

C1=CC(=O)OC2=C(C3=C(C=CO3)C=C21)O

CFM-ID 3.0URL Link
Related linksProcessing, Dining
Addition PurposesImprove flavor
Molecular Synonyms
        
            Xanthotoxol
        
            8-Hydroxypsoralen
        
            2009-24-7
        
            8-Hydroxypsoralene
        
            8-Hydroxyfuranocoumarin
        
            7H-Furo[3,2-g][1]benzopyran-7-one, 9-hydroxy-
        
            Xanthotoxol (6CI)
        
            XANTHOTOL
        
            9-Hydroxy-7H-furo[3,2-g]chromen-7-one
        
            Psoralen, 8-hydroxy-
Data UploaderShuyu Ouyang
Update DateJul 25, 2019 20:46

Properties

Property NameProperty Value
Molecular Weight202.16
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count0
Complexity312
Monoisotopic Mass202.026608672
Exact Mass202.026608672
XLogP1.6
Formal Charge0
Heavy Atom Count15
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+0.9399
Human Intestinal AbsorptionHIA+0.9811
Caco-2 PermeabilityCaco2-0.6754
P-glycoprotein SubstrateNon-substrate0.6459
P-glycoprotein InhibitorNon-inhibitor0.8952
Non-inhibitor0.8501
Renal Organic Cation TransporterNon-inhibitor0.8601
Distribution
Subcellular localizationMitochondria0.6525
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8039
CYP450 2D6 SubstrateNon-substrate0.9073
CYP450 3A4 SubstrateNon-substrate0.7172
CYP450 1A2 InhibitorInhibitor0.8392
CYP450 2C9 InhibitorNon-inhibitor0.7372
CYP450 2D6 InhibitorNon-inhibitor0.5847
CYP450 2C19 InhibitorNon-inhibitor0.6555
CYP450 3A4 InhibitorInhibitor0.6270
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.8041
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9677
Non-inhibitor0.9689
AMES ToxicityNon AMES toxic0.7762
CarcinogensNon-carcinogens0.9540
Fish ToxicityHigh FHMT0.9353
Tetrahymena Pyriformis ToxicityHigh TPT0.9352
Honey Bee ToxicityHigh HBT0.7707
BiodegradationNot ready biodegradable0.7065
Acute Oral ToxicityII0.7376
Carcinogenicity (Three-class)Warning0.4364

ADMET -- Regression

Model Value Unit
Aqueous solubility-3.1089LogS
Caco-2 Permeability0.6817LogPapp, cm/s
Rat Acute Toxicity2.5923LD50, mol/kg
Fish Toxicity0.3498pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.2770pIGC50, ug/L

Related Foods

FADB-China ID F0092
Food Image No Pictures
Food Name Drinks
Food Chinese Name 饮料
Food Type Processed food
References None

Potential Illegal Additives

ID Structure Name Source PubChem Link


No Image

9-Hydroxy-4-Methoxypsoralen		 

ToxinDB, T3DB

Link


No Image

Psoralen		 

ToxinDB, T3DB

Link


No Image

9-Hydroxy-4-methoxypsoralen		 

ToxinDB, T3DB

Link

References

TitleDOI/PubMed/ISSN