IMPPAT Phytochemical information: 
Scopoletin
Scopoletin
View 3D structure using JSmol
Summary

SMILES: COc1cc2ccc(=O)oc2cc1O
InChI: InChI=1S/C10H8O4/c1-13-9-4-6-2-3-10(12)14-8(6)5-7(9)11/h2-5,11H,1H3
InChIKey: RODXRVNMMDRFIK-UHFFFAOYSA-N
DeepSMILES: COcccccc=O)oc6cc%10O
Scaffold Graph/Node/Bond level: O=c1ccc2ccccc2o1
Scaffold Graph/Node level: OC1CCC2CCCCC2O1
Scaffold Graph level: CC1CCC2CCCCC2C1
Functional groups: c=O; cO; cOC; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Coumarins and derivatives
ClassyFire Subclass: Hydroxycoumarins
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Coumarins
NP Classifier Class: Simple coumarins
Synonymous chemical names:
6-methoxy-7-hydroxycoumarin, 6-methylxy-7-hydroxycoumarin, 7-hydroxy-6-methoxy coumarin(scopoletin), aesculin (β-methylaesculetin), scopoletin, scopoletin(6-methoxy-7-hydroxycoumarin), scopoletol, β-methyl-aesculetin (scopoletin)
External chemical identifiers:
CID:5280460; ChEMBL:CHEMBL71851; ChEBI:17488; ZINC:ZINC000000057733; FDASRS:KLF1HS0SXJ; SureChEMBL:SCHEMBL147702; MolPort-000-707-493
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Scopoletin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 0
Log P RDKit 0
Topological polar surface area (Å2) RDKit
Number of hydrogen bond acceptors RDKit
Number of hydrogen bond donors RDKit
Number of carbon atoms RDKit
Number of heavy atoms RDKit
Number of heteroatoms RDKit
Number of nitrogen atoms RDKit
Number of sulfur atoms RDKit
Number of chiral carbon atoms RDKit
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit
Number of sp2 hybridized carbon atoms RDKit
Number of sp3 hybridized carbon atoms RDKit
Shape complexity RDKit
Number of rotatable bonds RDKit
Number of aliphatic carbocycles RDKit
Number of aliphatic heterocycles RDKit
Number of aliphatic rings RDKit
Number of aromatic carbocycles RDKit
Number of aromatic heterocycles RDKit
Number of aromatic rings RDKit
Total number of rings RDKit
Number of saturated carbocycles RDKit
Number of saturated heterocycles RDKit
Number of saturated rings RDKit
Number of Smallest Set of Smallest Rings (SSSR) RDKit
Scopoletin
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.6954
Scopoletin
Chemical descriptors
Scopoletin
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000295600MITF800
ENSP00000303174UGT1A6872
ENSP00000304845UGT1A1861
ENSP00000311032CASP3800
ENSP00000341045UGT2B15737
ENSP00000343838UGT1A10737
ENSP00000346768UGT1A9899
ENSP00000362525UGT1A7737
ENSP00000362549UGT1A8737
ENSP00000418532UGT1A3737
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.
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