IMPPAT Phytochemical information: 
Wedelolactone
Wedelolactone
Summary

SMILES: COc1cc(O)c2c(c1)oc(=O)c1c2oc2c1cc(c(c2)O)O
InChI: InChI=1S/C16H10O7/c1-21-6-2-10(19)14-12(3-6)23-16(20)13-7-4-8(17)9(18)5-11(7)22-15(13)14/h2-5,17-19H,1H3
InChIKey: XQDCKJKKMFWXGB-UHFFFAOYSA-N
DeepSMILES: COcccO)ccc6)oc=O)cc6occ5cccc6)O))O
Scaffold Graph/Node/Bond level: O=c1oc2ccccc2c2oc3ccccc3c12
Scaffold Graph/Node level: OC1OC2CCCCC2C2OC3CCCCC3C12
Scaffold Graph level: CC1CC2CCCCC2C2CC3CCCCC3C12
Functional groups: cOC; cO; coc; c=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Isoflavonoids
ClassyFire Subclass: Coumestans
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Isoflavonoids
NP Classifier Class: Coumestan
Synonymous chemical names:
wedelolactone, Wedelolactone
External chemical identifiers:
CID:CID_5281813; ChEMBL:CHEMBL97453; ChEBI:CHEBI:10037; ZINC:ZINC000006483512; FDASRS:0K6L725GNS; SureChEMBL:SCHEMBL601220; MolPort-003-960-187
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Wedelolactone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 314.25
Log P RDKit 2.82
Topological polar surface area (Å2) RDKit 113.27
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 16
Number of heavy atoms RDKit 23
Number of heteroatoms RDKit 7
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 15
Number of sp3 hybridized carbon atoms RDKit 1
Shape complexity RDKit 0.06
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 2
Number of aromatic rings RDKit 4
Total number of rings RDKit 4
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 4
Wedelolactone
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 Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.365468
Wedelolactone
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 No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.53
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No
Wedelolactone
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_001244ENSG00000108984MAP2K65608ChEMBL, NPASS
TAR_EXP_001045ENSG00000102225CDK165127ChEMBL, NPASS
TAR_EXP_001043ENSG00000105053VRK351231ChEMBL, NPASS
TAR_EXP_000970ENSG00000100906NFKBIA4792ChEMBL
TAR_EXP_000858ENSG00000198355PIM3415116ChEMBL, NPASS
TAR_EXP_000880ENSG00000118058KMT2A4297NPASS
TAR_EXP_000872ENSG00000197442MAP3K54217ChEMBL, NPASS
TAR_EXP_001059ENSG00000122008POLK51426ChEMBL, NPASS
TAR_EXP_000959ENSG00000117650NEK24751ChEMBL, NPASS
TAR_EXP_001087ENSG00000140992PDPK15170ChEMBL, NPASS
TAR_EXP_001198ENSG00000288516PRKACA5566ChEMBL, NPASS
TAR_EXP_001119ENSG00000137193PIM15292ChEMBL, NPASS
TAR_EXP_001139ENSG00000166851PLK15347ChEMBL, NPASS
TAR_EXP_001144ENSG00000169118CSNK1G153944ChEMBL, NPASS
TAR_EXP_001195ENSG00000162409PRKAA25563ChEMBL, NPASS
TAR_EXP_001272ENSG00000137843PAK656924NPASS
TAR_EXP_001206ENSG00000042088TDP155775NPASS
TAR_EXP_001208ENSG00000058729RIOK255781ChEMBL, NPASS
TAR_EXP_001224ENSG00000168078PBK55872ChEMBL, NPASS
TAR_EXP_001230ENSG00000100030MAPK15594ChEMBL
TAR_EXP_001231ENSG00000102882MAPK35595ChEMBL, NPASS
TAR_EXP_001233ENSG00000069956MAPK65597ChEMBL, NPASS
TAR_EXP_001236ENSG00000185386MAPK115600ChEMBL, NPASS
TAR_EXP_001241ENSG00000126934MAP2K25605ChEMBL, NPASS
TAR_EXP_001094ENSG00000134602STK2651765ChEMBL, NPASS
TAR_EXP_000783ENSG00000162434JAK13716ChEMBL, NPASS
TAR_EXP_000229ENSG00000133275CSNK1G21455ChEMBL, NPASS
TAR_EXP_000715ENSG00000044574HSPA53309NPASS
TAR_EXP_000027ENSG00000123374CDK21017ChEMBL, NPASS
TAR_EXP_000034ENSG00000105810CDK61021ChEMBL, NPASS
TAR_EXP_000042ENSG00000130669PAK410298ChEMBL, NPASS
TAR_EXP_000055ENSG00000115694STK2510494ChEMBL, NPASS
TAR_EXP_000064ENSG00000110931CAMKK210645ChEMBL, NPASS
TAR_EXP_000067BUB1B-PAK6106821730ChEMBL
TAR_EXP_000072ENSG00000142731PLK410733ChEMBL, NPASS
TAR_EXP_000078ENSG00000119408NEK610783ChEMBL, NPASS
TAR_EXP_000101ENSG00000102096PIM211040ChEMBL, NPASS
TAR_EXP_000118ENSG00000183765CHEK211200ChEMBL, NPASS
TAR_EXP_000136ENSG00000112079STK3811329ChEMBL, NPASS
TAR_EXP_000157ENSG00000213341CHUK1147BindingDB, ChEMBL, NPASS
TAR_EXP_000167ENSG00000013441CLK11195ChEMBL, NPASS
TAR_EXP_000168ENSG00000176444CLK21196ChEMBL, NPASS
TAR_EXP_000169ENSG00000179335CLK31198ChEMBL, NPASS
TAR_EXP_001283ENSG00000183049CAMK1D57118ChEMBL, NPASS
TAR_EXP_000230ENSG00000151292CSNK1G31456ChEMBL, NPASS
TAR_EXP_000291ENSG00000167657DAPK31613ChEMBL, NPASS
TAR_EXP_000316ENSG00000104936DMPK1760ChEMBL, NPASS
TAR_EXP_000451ENSG00000154310TNIK23043ChEMBL, NPASS
TAR_EXP_000500ENSG00000275565ALOX5240BindingDB, ChEMBL, NPASS
TAR_EXP_000517ENSG00000160211G6PD2539ChEMBL
TAR_EXP_000572ENSG00000108773KAT2A2648NPASS
TAR_EXP_000660ENSG00000082701GSK3B2932ChEMBL, NPASS
TAR_EXP_000706ENSG00000291796APEX1328ChEMBL, NPASS
TAR_EXP_000755ENSG00000104365IKBKB3551BindingDB, ChEMBL, NPASS
TAR_EXP_001286ENSG00000101349PAK557144ChEMBL, NPASS
TAR_EXP_001742ENSG00000070808CAMK2A815ChEMBL, NPASS
TAR_EXP_001301ENSG00000169398PTK25747ChEMBL
TAR_EXP_001287ENSG00000008118CAMK1G57172ChEMBL, NPASS
TAR_EXP_001938ENSG00000172939OXSR19943ChEMBL, NPASS
TAR_EXP_001927ENSG00000065613SLK9748ChEMBL, NPASS
TAR_EXP_001891ENSG00000164543STK17A9263ChEMBL, NPASS
TAR_EXP_001819ENSG00000159231CBR3874ChEMBL, NPASS
TAR_EXP_001818ENSG00000159228CBR1873BindingDB, ChEMBL, NPASS
TAR_EXP_001817ENSG00000074266EED8726ChEMBL, NPASS
TAR_EXP_001810ENSG00000067955CBFB865ChEMBL, NPASS
TAR_EXP_001805ENSG00000159216RUNX1861ChEMBL
TAR_EXP_001802ENSG00000115661STK168576ChEMBL, NPASS
TAR_EXP_001746ENSG00000148660CAMK2G818ChEMBL, NPASS
TAR_EXP_001744ENSG00000145349CAMK2D817ChEMBL, NPASS
TAR_EXP_001827ENSG00000100490CDKL18814ChEMBL, NPASS
TAR_EXP_001740ENSG00000152495CAMK4814ChEMBL, NPASS
TAR_EXP_001672ENSG00000028116VRK27444ChEMBL, NPASS
TAR_EXP_001671ENSG00000100749VRK17443ChEMBL, NPASS
TAR_EXP_001665ENSG00000111424VDR7421NPASS
TAR_EXP_001609ENSG00000151090THRB7068ChEMBL, NPASS
TAR_EXP_001576ENSG00000072786STK106793ChEMBL, NPASS
TAR_EXP_001573ENSG00000101109STK46789ChEMBL, NPASS
TAR_EXP_001540ENSG00000112499SLC22A26582BindingDB, ChEMBL
TAR_EXP_001360ENSG00000004700RECQL5965ChEMBL, NPASS
TAR_EXP_001538ENSG00000175003SLC22A16580BindingDB, ChEMBL
TAR_EXP_001485ENSG00000197299BLM641ChEMBL, NPASS
TAR_EXP_001431ENSG00000177189RPS6KA36197ChEMBL, NPASS
TAR_EXP_001743ENSG00000058404CAMK2B816ChEMBL, NPASS