IMPPAT Phytochemical information: 
Pectolinarigenin
Pectolinarigenin
Summary

SMILES: COc1ccc(cc1)c1cc(=O)c2c(o1)cc(c(c2O)OC)O
InChI: InChI=1S/C17H14O6/c1-21-10-5-3-9(4-6-10)13-7-11(18)15-14(23-13)8-12(19)17(22-2)16(15)20/h3-8,19-20H,1-2H3
InChIKey: GPQLHGCIAUEJQK-UHFFFAOYSA-N
DeepSMILES: COcccccc6))ccc=O)cco6)cccc6O))OC)))O
Scaffold Graph/Node/Bond level: O=c1cc(-c2ccccc2)oc2ccccc12
Scaffold Graph/Node level: OC1CC(C2CCCCC2)OC2CCCCC12
Scaffold Graph level: CC1CC(C2CCCCC2)CC2CCCCC12
Functional groups: cOC; c=O; coc; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Flavonoids
ClassyFire Subclass: O-methylated flavonoids
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Flavonoids
NP Classifier Class: Flavones
Synonymous chemical names:
pectolinaringenin, pectolinarigenin(6,4'-dimethylscutellarein), pectolinarigenin, pectolinarigenin (4'-6-dimethyl scutellarein), 4'-methylcapillarisin, Pectolinarigenin
External chemical identifiers:
CID:CID_5320438; ChEMBL:CHEMBL78010; ChEBI:CHEBI:81336; ZINC:ZINC000005733553; FDASRS:4U3UZ1K35N; SureChEMBL:SCHEMBL243686; MolPort-001-740-364
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Pectolinarigenin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 314.29
Log P RDKit 2.89
Topological polar surface area (Å2) RDKit 89.13
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 17
Number of heavy atoms RDKit 23
Number of heteroatoms RDKit 6
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 2
Shape complexity RDKit 0.12
Number of rotatable bonds RDKit 3
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 1
Number of aromatic rings RDKit 3
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
Pectolinarigenin
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 0.77246
Pectolinarigenin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately 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 -5.86
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No
Pectolinarigenin
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_001900ENSG00000123595RAB9A9367ChEMBL, NPASS
TAR_EXP_001125ENSG00000127445PIN15300NPASS
TAR_EXP_001640ENSG00000137267TUBB2A7280ChEMBL
TAR_EXP_000048ENSG00000123416TUBA1B10376ChEMBL
TAR_EXP_000049ENSG00000258947TUBB310381ChEMBL
TAR_EXP_000050ENSG00000104833TUBB4A10382ChEMBL
TAR_EXP_000051ENSG00000188229TUBB4B10383ChEMBL
TAR_EXP_000126ENSG00000292120TUBA3E112714ChEMBL
TAR_EXP_000187ENSG00000118432CNR11268ChEMBL, NPASS
TAR_EXP_000188ENSG00000188822CNR21269ChEMBL, NPASS
TAR_EXP_000222ENSG00000112062MAPK141432BindingDB
TAR_EXP_000368ENSG00000235067TUBB203068ChEMBL
TAR_EXP_000462ENSG00000122025FLT32322ChEMBL
TAR_EXP_000608ENSG00000115419GLS2744NPASS
TAR_EXP_000614ENSG00000087460GNAS2778NPASS
TAR_EXP_000748ENSG00000261456TUBB8347688ChEMBL
TAR_EXP_000749ENSG00000137285TUBB2B347733ChEMBL
TAR_EXP_001638ENSG00000198033TUBA3C7278ChEMBL
TAR_EXP_000811ENSG00000157404KIT3815ChEMBL, NPASS
TAR_EXP_000880ENSG00000118058KMT2A4297NPASS
TAR_EXP_000881ENSG00000087085ACHE43BindingDB, ChEMBL, NPASS
TAR_EXP_000968ENSG00000109320NFKB14790ChEMBL
TAR_EXP_000969ENSG00000077150NFKB24791ChEMBL
TAR_EXP_000983ENSG00000141458NPC14864ChEMBL, NPASS
TAR_EXP_001001ENSG00000116329OPRD14985BindingDB, ChEMBL, NPASS
TAR_EXP_001003ENSG00000112038OPRM14988ChEMBL, NPASS
TAR_EXP_001031ENSG00000112312GMNN51053NPASS
TAR_EXP_001150ENSG00000070501POLB5423NPASS
TAR_EXP_001206ENSG00000042088TDP155775ChEMBL, NPASS
TAR_EXP_001300ENSG00000160801PTH1R5745NPASS
TAR_EXP_001637ENSG00000127824TUBA4A7277ChEMBL
TAR_EXP_001568ENSG00000168610STAT36774ChEMBL
TAR_EXP_001557ENSG00000012048BRCA1672NPASS
TAR_EXP_000853ENSG00000276155MAPT4137NPASS
TAR_EXP_001468ENSG00000204842ATXN26311NPASS
TAR_EXP_001362ENSG00000173039RELA5970ChEMBL, NPASS
TAR_EXP_001782ENSG00000167553TUBA1C84790ChEMBL
TAR_EXP_001776ENSG00000176014TUBB684617ChEMBL, NPASS
TAR_EXP_001738ENSG00000101162TUBB181027ChEMBL
TAR_EXP_001728ENSG00000176208ATAD579915ChEMBL, NPASS
TAR_EXP_001704ENSG00000167552TUBA1A7846ChEMBL