IMPPAT Phytochemical information: 
Amentoflavone
Amentoflavone
Summary

SMILES: Oc1ccc(cc1)c1cc(=O)c2c(o1)c(c(cc2O)O)c1cc(ccc1O)c1cc(=O)c2c(o1)cc(cc2O)O
InChI: InChI=1S/C30H18O10/c31-15-4-1-13(2-5-15)24-12-23(38)29-21(36)10-20(35)27(30(29)40-24)17-7-14(3-6-18(17)33)25-11-22(37)28-19(34)8-16(32)9-26(28)39-25/h1-12,31-36H
InChIKey: YUSWMAULDXZHPY-UHFFFAOYSA-N
DeepSMILES: Occcccc6))ccc=O)cco6)cccc6O)))O))cccccc6O))))ccc=O)cco6)cccc6O)))O
Scaffold Graph/Node/Bond level: O=c1cc(-c2cccc(-c3cccc4c(=O)cc(-c5ccccc5)oc34)c2)oc2ccccc12
Scaffold Graph/Node level: OC1CC(C2CCCC(C3CCCC4C(O)CC(C5CCCCC5)OC43)C2)OC2CCCCC12
Scaffold Graph level: CC1CC(C2CCCC(C3CCCC4C(C)CC(C5CCCCC5)CC43)C2)CC2CCCCC12
Functional groups: cO; coc; c=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Flavonoids
ClassyFire Subclass: Biflavonoids and polyflavonoids
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Flavonoids
NP Classifier Class: Flavones
Synonymous chemical names:
Amentoflavone, amentaflavone, amentoflavone
External chemical identifiers:
CID:CID_5281600; ChEMBL:CHEMBL63354; ChEBI:CHEBI:2631; ZINC:ZINC000003984030; FDASRS:9I1VC79L77; SureChEMBL:SCHEMBL312563; MolPort-001-741-078
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Amentoflavone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 538.46
Log P RDKit 5.13
Topological polar surface area (Å2) RDKit 181.8
Number of hydrogen bond acceptors RDKit 10
Number of hydrogen bond donors RDKit 6
Number of carbon atoms RDKit 30
Number of heavy atoms RDKit 40
Number of heteroatoms RDKit 10
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 30
Number of sp3 hybridized carbon atoms RDKit 0
Shape complexity RDKit 0
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 4
Number of aromatic heterocycles RDKit 2
Number of aromatic rings RDKit 6
Total number of rings RDKit 6
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 6
Amentoflavone
Drug-likeness
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 3
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 2
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.176561
Amentoflavone
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
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 No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
Amentoflavone
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_001135ENSG00000124181PLCG15335BindingDB, ChEMBL, NPASS
TAR_EXP_001131ENSG00000116711PLA2G4A5321BindingDB, ChEMBL, NPASS
TAR_EXP_000530ENSG00000187730GABRD2563ChEMBL
TAR_EXP_001130ENSG00000188257PLA2G2A5320BindingDB, ChEMBL, NPASS
TAR_EXP_001102ENSG00000119630PGF5228BindingDB, ChEMBL, NPASS
TAR_EXP_001059ENSG00000122008POLK51426ChEMBL, NPASS
TAR_EXP_001003ENSG00000112038OPRM14988BindingDB, ChEMBL, NPASS
TAR_EXP_001002ENSG00000082556OPRK14986BindingDB, ChEMBL, NPASS
TAR_EXP_001001ENSG00000116329OPRD14985BindingDB, ChEMBL, NPASS
TAR_EXP_000529ENSG00000166206GABRB32562ChEMBL
TAR_EXP_000528ENSG00000145864GABRB22561ChEMBL
TAR_EXP_000527ENSG00000163288GABRB12560ChEMBL
TAR_EXP_000526ENSG00000145863GABRA62559ChEMBL, NPASS
TAR_EXP_000525ENSG00000186297GABRA52558ChEMBL
TAR_EXP_000524ENSG00000109158GABRA42557ChEMBL
TAR_EXP_000531ENSG00000102287GABRE2564ChEMBL
TAR_EXP_000614ENSG00000087460GNAS2778NPASS
TAR_EXP_000533ENSG00000113327GABRG22566ChEMBL, NPASS
TAR_EXP_000728ENSG00000135312HTR1B3351BindingDB
TAR_EXP_000729ENSG00000179546HTR1D3352BindingDB
TAR_EXP_000608ENSG00000115419GLS2744NPASS
TAR_EXP_000604ENSG00000112164GLP1R2740NPASS
TAR_EXP_000535ENSG00000094755GABRP2568ChEMBL
TAR_EXP_000534ENSG00000182256GABRG32567ChEMBL
TAR_EXP_000734ENSG00000147246HTR2C3358BindingDB, ChEMBL, NPASS
TAR_EXP_000884ENSG00000087245MMP24313ChEMBL, NPASS
TAR_EXP_000885ENSG00000149968MMP34314ChEMBL, NPASS
TAR_EXP_000888ENSG00000100985MMP94318BindingDB, ChEMBL, NPASS
TAR_EXP_000880ENSG00000118058KMT2A4297NPASS
TAR_EXP_000864ENSG00000143384MCL14170BindingDB, ChEMBL, NPASS
TAR_EXP_000853ENSG00000276155MAPT4137ChEMBL, NPASS
TAR_EXP_000845ENSG00000166949SMAD34088NPASS
TAR_EXP_000735ENSG00000166736HTR3A3359BindingDB
TAR_EXP_000738ENSG00000158748HTR63362BindingDB
TAR_EXP_001139ENSG00000166851PLK15347NPASS
TAR_EXP_000739ENSG00000148680HTR73363BindingDB
TAR_EXP_000752ENSG00000142192APP351BindingDB, ChEMBL, NPASS
TAR_EXP_000814ENSG00000108424KPNB13837NPASS
TAR_EXP_000701ENSG00000164120HPGD3248ChEMBL, NPASS
TAR_EXP_000532ENSG00000163285GABRG12565ChEMBL
TAR_EXP_001151ENSG00000170734POLH5429ChEMBL, NPASS
TAR_EXP_001518ENSG00000103546SLC6A26530BindingDB
TAR_EXP_001125ENSG00000127445PIN15300NPASS
TAR_EXP_000326ENSG00000151577DRD31814ChEMBL, NPASS
TAR_EXP_000251ENSG00000143387CTSK1513BindingDB, ChEMBL, NPASS
TAR_EXP_000239ENSG00000120907ADRA1A148BindingDB
TAR_EXP_000219ENSG00000143799PARP1142ChEMBL
TAR_EXP_000137ENSG00000184984CHRM51133BindingDB
TAR_EXP_000133ENSG00000133019CHRM31131BindingDB
TAR_EXP_001763ENSG00000276870PLA2G108399BindingDB, ChEMBL, NPASS
TAR_EXP_000119ENSG00000101751POLI11201ChEMBL, NPASS
TAR_EXP_000017ENSG00000169371SNUPN10073NPASS
TAR_EXP_000009ENSG00000291803PARP210038ChEMBL
TAR_EXP_001225ENSG00000268089GABRQ55879ChEMBL
TAR_EXP_001300ENSG00000160801PTH1R5745NPASS
TAR_EXP_001306ENSG00000196396PTPN15770BindingDB, ChEMBL, NPASS
TAR_EXP_001676ENSG00000165392WRN7486NPASS
TAR_EXP_000053ENSG00000079337RAPGEF310411NPASS
TAR_EXP_000411ENSG00000165092ALDH1A1216NPASS
TAR_EXP_000357ENSG00000277571ELANE1991BindingDB, ChEMBL, NPASS
TAR_EXP_000491ENSG00000186318BACE123621BindingDB, ChEMBL, NPASS
TAR_EXP_000433ENSG00000168496FEN12237ChEMBL, NPASS
TAR_EXP_001549ENSG00000166311SMPD16609NPASS
TAR_EXP_001609ENSG00000151090THRB7068NPASS
TAR_EXP_001344ENSG00000132341RAN5901NPASS
TAR_EXP_001664ENSG00000165280VCP7415ChEMBL, NPASS
TAR_EXP_001923ENSG00000066135KDM4A9682NPASS
TAR_EXP_000523ENSG00000011677GABRA32556ChEMBL
TAR_EXP_000522ENSG00000151834GABRA22555ChEMBL
TAR_EXP_000521ENSG00000022355GABRA12554BindingDB, ChEMBL
TAR_EXP_001666ENSG00000112715VEGFA7422BindingDB, ChEMBL, NPASS