IMPPAT Phytochemical information: 
Xanthyletin
Xanthyletin
Summary

SMILES: CC1(C)C=Cc2c(O1)cc1c(c2)ccc(=O)o1
InChI: InChI=1S/C14H12O3/c1-14(2)6-5-10-7-9-3-4-13(15)16-11(9)8-12(10)17-14/h3-8H,1-2H3
InChIKey: QOTBQNVNUBKJMS-UHFFFAOYSA-N
DeepSMILES: CCC)C=CccO6)cccc6)ccc=O)o6
Scaffold Graph/Node/Bond level: O=c1ccc2cc3c(cc2o1)OCC=C3
Scaffold Graph/Node level: OC1CCC2CC3CCCOC3CC2O1
Scaffold Graph level: CC1CCC2CC3CCCCC3CC2C1
Functional groups: cC=CC; cOC; c=O; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Coumarins and derivatives
ClassyFire Subclass: Pyranocoumarins
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Coumarins
NP Classifier Class: Pyranocoumarins|Simple coumarins
Synonymous chemical names:
xanthyletin, Xanthyletin, xanthyletine, 2,2-dimethylchromeno coumarin (xanthyletin)
External chemical identifiers:
CID:CID_65188; ChEMBL:CHEMBL303846; ChEBI:CHEBI:10073; ZINC:ZINC000000338304; FDASRS:3N789LD38N; SureChEMBL:SCHEMBL2120500; MolPort-000-882-084
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Xanthyletin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 228.25
Log P RDKit 2.98
Topological polar surface area (Å2) RDKit 39.44
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 14
Number of heavy atoms RDKit 17
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 11
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.21
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
Xanthyletin
Drug-likeness
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 0.650583
Xanthyletin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.68
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
Xanthyletin
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_000819ENSG00000235268KDM4E390245NPASS
TAR_EXP_000804ENSG00000185015CA13377677ChEMBL, NPASS
TAR_EXP_000747ENSG00000138413IDH13417NPASS
TAR_EXP_000701ENSG00000164120HPGD3248NPASS
TAR_EXP_000616ENSG00000111700SLCO1B328234ChEMBL, NPASS
TAR_EXP_000843ENSG00000284190MIR21406991ChEMBL
TAR_EXP_000614ENSG00000087460GNAS2778NPASS
TAR_EXP_000604ENSG00000112164GLP1R2740NPASS
TAR_EXP_000491ENSG00000186318BACE123621BindingDB, ChEMBL, NPASS
TAR_EXP_000411ENSG00000165092ALDH1A1216NPASS
TAR_EXP_000097ENSG00000108468CBX110951NPASS
TAR_EXP_000676ENSG00000072506HSD17B103028ChEMBL, NPASS
TAR_EXP_000853ENSG00000276155MAPT4137NPASS
TAR_EXP_000556ENSG00000111640GAPDH2597BindingDB, NPASS
TAR_EXP_000966ENSG00000116044NFE2L24780NPASS
TAR_EXP_000061ENSG00000134538SLCO1B110599ChEMBL, NPASS
TAR_EXP_000983ENSG00000141458NPC14864NPASS
TAR_EXP_001150ENSG00000070501POLB5423NPASS
TAR_EXP_001206ENSG00000042088TDP155775ChEMBL, NPASS
TAR_EXP_001468ENSG00000204842ATXN26311NPASS
TAR_EXP_001547ENSG00000275349SMN16606ChEMBL, NPASS
TAR_EXP_001549ENSG00000166311SMPD16609NPASS
TAR_EXP_001551ENSG00000145335SNCA6622NPASS
TAR_EXP_001557ENSG00000012048BRCA1672NPASS
TAR_EXP_001621ENSG00000141510TP537157NPASS
TAR_EXP_001683ENSG00000133742CA1759BindingDB, ChEMBL, NPASS
TAR_EXP_000881ENSG00000087085ACHE43BindingDB, NPASS
TAR_EXP_001684ENSG00000104267CA2760BindingDB, ChEMBL, NPASS
TAR_EXP_001689ENSG00000168748CA7766BindingDB, ChEMBL, NPASS
TAR_EXP_001728ENSG00000176208ATAD579915NPASS
TAR_EXP_001900ENSG00000123595RAB9A9367NPASS
TAR_EXP_001690ENSG00000107159CA9768BindingDB, ChEMBL, NPASS
TAR_EXP_001691ENSG00000074410CA12771BindingDB, ChEMBL, NPASS