IMPPAT Phytochemical information: 
Hispidulin
Hispidulin
Summary

SMILES: COc1c(O)cc2c(c1O)c(=O)cc(o2)c1ccc(cc1)O
InChI: InChI=1S/C16H12O6/c1-21-16-11(19)7-13-14(15(16)20)10(18)6-12(22-13)8-2-4-9(17)5-3-8/h2-7,17,19-20H,1H3
InChIKey: IHFBPDAQLQOCBX-UHFFFAOYSA-N
DeepSMILES: COccO)cccc6O))c=O)cco6)cccccc6))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; cO; c=O; coc
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:
hispidulin, 4',5,7-Trihydroxy-6-methoxyflacone=dinantin, scutellarein-6-methyl ether, dinatin, hispidulin(6-methoxyapigenin), monomethyl ether (dinatin), 4',5,7-trihydroxy-6-methoxyflavone, scutellarein 6-methyl ether, Scutellarein 6-methyl ether
External chemical identifiers:
CID:CID_5281628; ChEMBL:CHEMBL293776; ChEBI:CHEBI:75902; ZINC:ZINC000005732241; FDASRS:N7F61604C2; SureChEMBL:SCHEMBL514926; MolPort-001-740-838
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Hispidulin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 300.27
Log P RDKit 2.59
Topological polar surface area (Å2) RDKit 100.13
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 16
Number of heavy atoms RDKit 22
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 1
Shape complexity RDKit 0.06
Number of rotatable bonds RDKit 2
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
Hispidulin
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 0.672311
Hispidulin
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 -6.01
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 No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No
Hispidulin
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_000529ENSG00000166206GABRB32562ChEMBL
TAR_EXP_000567ENSG00000177628GBA12629NPASS
TAR_EXP_000535ENSG00000094755GABRP2568ChEMBL
TAR_EXP_001306ENSG00000196396PTPN15770ChEMBL
TAR_EXP_000534ENSG00000182256GABRG32567ChEMBL
TAR_EXP_000533ENSG00000113327GABRG22566ChEMBL
TAR_EXP_001508ENSG00000117394SLC2A16513ChEMBL, NPASS
TAR_EXP_001621ENSG00000141510TP537157NPASS
TAR_EXP_001663ENSG00000162607USP17398NPASS
TAR_EXP_001728ENSG00000176208ATAD579915ChEMBL, NPASS
TAR_EXP_001801ENSG00000079277MKNK18569BindingDB, ChEMBL, NPASS
TAR_EXP_000526ENSG00000145863GABRA62559ChEMBL, NPASS
TAR_EXP_000527ENSG00000163288GABRB12560ChEMBL
TAR_EXP_000532ENSG00000163285GABRG12565ChEMBL
TAR_EXP_000531ENSG00000102287GABRE2564ChEMBL
TAR_EXP_001900ENSG00000123595RAB9A9367NPASS
TAR_EXP_000530ENSG00000187730GABRD2563ChEMBL
TAR_EXP_000528ENSG00000145864GABRB22561ChEMBL
TAR_EXP_000880ENSG00000118058KMT2A4297NPASS
TAR_EXP_000853ENSG00000276155MAPT4137NPASS
TAR_EXP_000843ENSG00000284190MIR21406991ChEMBL
TAR_EXP_000706ENSG00000291796APEX1328NPASS
TAR_EXP_000634ENSG00000099875MKNK22872BindingDB, ChEMBL, NPASS
TAR_EXP_000947ENSG00000149311ATM472NPASS
TAR_EXP_000983ENSG00000141458NPC14864NPASS
TAR_EXP_001059ENSG00000122008POLK51426NPASS
TAR_EXP_001119ENSG00000137193PIM15292ChEMBL, NPASS
TAR_EXP_001150ENSG00000070501POLB5423NPASS
TAR_EXP_000214ENSG00000282608ADORA3140ChEMBL, NPASS
TAR_EXP_000222ENSG00000112062MAPK141432BindingDB
TAR_EXP_000576ENSG00000127554GFER2671ChEMBL, NPASS
TAR_EXP_000262ENSG00000140465CYP1A11543ChEMBL, NPASS
TAR_EXP_001206ENSG00000042088TDP155775ChEMBL, NPASS
TAR_EXP_001225ENSG00000268089GABRQ55879ChEMBL
TAR_EXP_001238ENSG00000109339MAPK105602BindingDB
TAR_EXP_000336ENSG00000169297NR0B1190BindingDB, ChEMBL, NPASS
TAR_EXP_000462ENSG00000122025FLT32322ChEMBL
TAR_EXP_000511ENSG00000136931NR5A12516BindingDB
TAR_EXP_000521ENSG00000022355GABRA12554ChEMBL
TAR_EXP_000522ENSG00000151834GABRA22555ChEMBL
TAR_EXP_000523ENSG00000011677GABRA32556ChEMBL
TAR_EXP_000524ENSG00000109158GABRA42557ChEMBL
TAR_EXP_000525ENSG00000186297GABRA52558ChEMBL
TAR_EXP_001300ENSG00000160801PTH1R5745NPASS