Scopolin

Basic Info

FADB-China IDC0240
Substance NameCoumarins
Substance Chinese Name香豆素类
Molecular NameScopolin
Molecular Chinese Name东茛菪苷
2D StructureNo image
CAS Number531-44-2
PubChem CID439514
FormulaC16H18O9
IUPAC Name6-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
InChI KeySGTCGCCQZOUMJJ-YMILTQATSA-N
InChIInChI=1S/C16H18O9/c1-22-9-4-7-2-3-12(18)23-8(7)5-10(9)24-16-15(21)14(20)13(19)11(6-17)25-16/h2-5,11,13-17,19-21H,6H2,1H3/t11-,13-,14+,15-,16-/m1/s1
Canonical SMILES

COC1=C(C=C2C(=C1)C=CC(=O)O2)OC3C(C(C(C(O3)CO)O)O)O

Isomeric SMILES

COC1=C(C=C2C(=C1)C=CC(=O)O2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O

CFM-ID 3.0URL Link
Related linksProcessing, Dining
Addition PurposesImprove flavor
Molecular Synonyms
        
            Scopolin
        
            Scopoloside
        
            Murrayin
        
            531-44-2
        
            Scopoletin 7-glucoside
        
            UNII-1Y49270PY8
        
            7beta-D-Glucopyranosyloxy-6-methoxycumarin
        
            CHEMBL225024
        
            CHEBI:16065
        
            1Y49270PY8
Data UploaderShuyu Ouyang
Update DateJul 25, 2019 20:46

Properties

Property NameProperty Value
Molecular Weight354.31
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count9
Rotatable Bond Count4
Complexity510
Monoisotopic Mass354.09508216
Exact Mass354.09508216
XLogP-1.1
Formal Charge0
Heavy Atom Count25
Defined Atom Stereocenter Count5
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-0.8869
Human Intestinal AbsorptionHIA+0.5078
Caco-2 PermeabilityCaco2-0.8679
P-glycoprotein SubstrateSubstrate0.6930
P-glycoprotein InhibitorNon-inhibitor0.8624
Non-inhibitor0.9059
Renal Organic Cation TransporterNon-inhibitor0.8657
Distribution
Subcellular localizationMitochondria0.5367
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7643
CYP450 2D6 SubstrateNon-substrate0.8863
CYP450 3A4 SubstrateNon-substrate0.5405
CYP450 1A2 InhibitorNon-inhibitor0.8772
CYP450 2C9 InhibitorNon-inhibitor0.9346
CYP450 2D6 InhibitorNon-inhibitor0.9306
CYP450 2C19 InhibitorNon-inhibitor0.9158
CYP450 3A4 InhibitorNon-inhibitor0.9107
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.8094
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9646
Non-inhibitor0.7858
AMES ToxicityAMES toxic0.8140
CarcinogensNon-carcinogens0.9730
Fish ToxicityHigh FHMT0.6064
Tetrahymena Pyriformis ToxicityHigh TPT0.9734
Honey Bee ToxicityHigh HBT0.6619
BiodegradationReady biodegradable0.5175
Acute Oral ToxicityIII0.7058
Carcinogenicity (Three-class)Non-required0.6881

ADMET -- Regression

Model Value Unit
Aqueous solubility-2.0170LogS
Caco-2 Permeability-0.4848LogPapp, cm/s
Rat Acute Toxicity2.1775LD50, mol/kg
Fish Toxicity1.0500pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.2571pIGC50, 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

Esculin		 

FRCD

Link

References

TitleDOI/PubMed/ISSN