IMPPAT Phytochemical information: 
Baicalein
Baicalein
Summary

SMILES: Oc1cc2oc(cc(=O)c2c(c1O)O)c1ccccc1
InChI: InChI=1S/C15H10O5/c16-9-6-11(8-4-2-1-3-5-8)20-12-7-10(17)14(18)15(19)13(9)12/h1-7,17-19H
InChIKey: FXNFHKRTJBSTCS-UHFFFAOYSA-N
DeepSMILES: Occcoccc=O)c6cc%10O))O)))))cccccc6
Scaffold Graph/Node/Bond level: O=c1cc(-c2ccccc2)oc2ccccc12
Scaffold Graph/Node level: OC1CC(C2CCCCC2)OC2CCCCC12
Scaffold Graph level: CC1CC(C2CCCCC2)CC2CCCCC12
Functional groups: cO; coc; c=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Flavonoids
ClassyFire Subclass: Flavones
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Flavonoids
NP Classifier Class: Flavones
Synonymous chemical names:
biacalein, baicalein, baicalen, Baicalein
External chemical identifiers:
CID:CID_5281605; ChEMBL:CHEMBL8260; ChEBI:CHEBI:2979; ZINC:ZINC000003871633; FDASRS:49QAH60606; SureChEMBL:SCHEMBL139617; MolPort-001-741-408
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Baicalein
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 270.24
Log P RDKit 2.58
Topological polar surface area (Å2) RDKit 90.9
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 20
Number of heteroatoms RDKit 5
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 0
Shape complexity RDKit 0
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 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
Baicalein
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 0.591055
Baicalein
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 -5.70
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 1
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
Baicalein
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_001105ENSG00000082175PGR5241ChEMBL
TAR_EXP_001106ENSG00000085563ABCB15243ChEMBL, NPASS
TAR_EXP_001119ENSG00000137193PIM15292ChEMBL, NPASS
TAR_EXP_001125ENSG00000127445PIN15300NPASS
TAR_EXP_001139ENSG00000166851PLK15347BindingDB, ChEMBL
TAR_EXP_001148ENSG00000172115CYCS54205ChEMBL, NPASS
TAR_EXP_001151ENSG00000170734POLH5429BindingDB, ChEMBL, NPASS
TAR_EXP_001164ENSG00000135766EGLN154583ChEMBL
TAR_EXP_001168ENSG00000241635UGT1A154658ChEMBL, NPASS
TAR_EXP_001176ENSG00000073067CYP2W154905ChEMBL
TAR_EXP_001191ENSG00000085377PREP5550ChEMBL, NPASS
TAR_EXP_001194ENSG00000132356PRKAA15562ChEMBL
TAR_EXP_001140ENSG00000115592PRKAG353632ChEMBL
TAR_EXP_001059ENSG00000122008POLK51426ChEMBL, NPASS
TAR_EXP_001031ENSG00000112312GMNN51053NPASS
TAR_EXP_000961ENSG00000115488NEU24759BindingDB, NPASS
TAR_EXP_000798ENSG00000055118KCNH23757ChEMBL
TAR_EXP_000819ENSG00000235268KDM4E390245BindingDB, ChEMBL, NPASS
TAR_EXP_000792ENSG00000130037KCNA53741ChEMBL
TAR_EXP_000786ENSG00000177606JUN3725ChEMBL, NPASS
TAR_EXP_000840ENSG00000186529CYP4F34051ChEMBL
TAR_EXP_000773ENSG00000169083AR367ChEMBL, NPASS
TAR_EXP_001058ENSG00000106617PRKAG251422ChEMBL
TAR_EXP_000739ENSG00000148680HTR73363BindingDB, NPASS
TAR_EXP_000706ENSG00000291796APEX1328ChEMBL, NPASS
TAR_EXP_000701ENSG00000164120HPGD3248ChEMBL, NPASS
TAR_EXP_000853ENSG00000276155MAPT4137ChEMBL, NPASS
TAR_EXP_000880ENSG00000118058KMT2A4297NPASS
TAR_EXP_000679ENSG00000244734HBB3043NPASS
TAR_EXP_000676ENSG00000072506HSD17B103028ChEMBL, NPASS
TAR_EXP_000710ENSG00000130948HSD17B33293BindingDB, NPASS
TAR_EXP_001195ENSG00000162409PRKAA25563ChEMBL
TAR_EXP_001252ENSG00000010438PRSS35646ChEMBL, NPASS
TAR_EXP_001197ENSG00000131791PRKAB25565ChEMBL
TAR_EXP_001885ENSG00000178999AURKB9212BindingDB
TAR_EXP_001868ENSG00000036672USP29099NPASS
TAR_EXP_001851ENSG00000282607MGAM8972ChEMBL
TAR_EXP_001845ENSG00000134057CCNB1891ChEMBL, NPASS
TAR_EXP_001810ENSG00000067955CBFB865NPASS
TAR_EXP_001791ENSG00000186115CYP4F28529ChEMBL
TAR_EXP_001728ENSG00000176208ATAD579915NPASS
TAR_EXP_001680ENSG00000176105YES17525BindingDB, ChEMBL, NPASS
TAR_EXP_001678ENSG00000158125XDH7498BindingDB, ChEMBL, NPASS
TAR_EXP_001676ENSG00000165392WRN7486NPASS
TAR_EXP_001659ENSG00000277132UGT2B157366ChEMBL, NPASS
TAR_EXP_001621ENSG00000141510TP537157ChEMBL, NPASS
TAR_EXP_001609ENSG00000151090THRB7068ChEMBL, NPASS
TAR_EXP_001557ENSG00000012048BRCA1672NPASS
TAR_EXP_001551ENSG00000145335SNCA6622ChEMBL, NPASS
TAR_EXP_001547ENSG00000275349SMN16606NPASS
TAR_EXP_001500ENSG00000021461CYP3A4364816ChEMBL
TAR_EXP_001199ENSG00000166135HIF1AN55662ChEMBL
TAR_EXP_001203ENSG00000181929PRKAG15571ChEMBL
TAR_EXP_001206ENSG00000042088TDP155775ChEMBL, NPASS
TAR_EXP_001225ENSG00000268089GABRQ55879ChEMBL
TAR_EXP_001250ENSG00000204983PRSS15644BindingDB, ChEMBL
TAR_EXP_001251ENSG00000275896PRSS25645ChEMBL
TAR_EXP_001196ENSG00000111725PRKAB15564ChEMBL
TAR_EXP_000665ENSG00000167600CYP2S129785ChEMBL
TAR_EXP_001360ENSG00000004700RECQL5965ChEMBL, NPASS
TAR_EXP_001481ENSG00000007908SELE6401ChEMBL, NPASS
TAR_EXP_001482ENSG00000188404SELL6402ChEMBL, NPASS
TAR_EXP_001483ENSG00000174175SELP6403ChEMBL, NPASS
TAR_EXP_001485ENSG00000197299BLM641ChEMBL, NPASS
TAR_EXP_001497ENSG00000090402SI6476BindingDB, ChEMBL, NPASS
TAR_EXP_001326ENSG00000105426PTPRS5802ChEMBL, NPASS
TAR_EXP_000645ENSG00000113580NR3C12908ChEMBL, NPASS
TAR_EXP_000556ENSG00000111640GAPDH2597BindingDB, ChEMBL
TAR_EXP_000626ENSG00000178623GPR352859BindingDB, ChEMBL, NPASS
TAR_EXP_000208ENSG00000118260CREB11385ChEMBL, NPASS
TAR_EXP_000185ENSG00000173846PLK31263BindingDB, ChEMBL
TAR_EXP_000170ENSG00000186104CYP2R1120227ChEMBL
TAR_EXP_000143ENSG00000155016CYP2U1113612ChEMBL
TAR_EXP_000128ENSG00000186526CYP4F811283ChEMBL
TAR_EXP_000119ENSG00000101751POLI11201NPASS
TAR_EXP_000231ENSG00000101266CSNK2A11457ChEMBL, NPASS
TAR_EXP_000077ENSG00000145632PLK210769BindingDB
TAR_EXP_000053ENSG00000079337RAPGEF310411NPASS
TAR_EXP_000018ENSG00000282301CYP3A7-CYP3A51P100861540ChEMBL
TAR_EXP_000004ENSG00000094631HDAC610013ChEMBL
TAR_EXP_000282ENSG00000187048CYP4A111579ChEMBL
TAR_EXP_000283ENSG00000142973CYP4B11580ChEMBL
TAR_EXP_000290ENSG00000196730DAPK11612BindingDB, NPASS
TAR_EXP_000061ENSG00000134538SLCO1B110599ChEMBL, NPASS
TAR_EXP_000321ENSG00000183044ABAT18BindingDB, NPASS
TAR_EXP_000232ENSG00000070770CSNK2A21459ChEMBL, NPASS
TAR_EXP_000262ENSG00000140465CYP1A11543BindingDB, ChEMBL, NPASS
TAR_EXP_000279ENSG00000134716CYP2J21573ChEMBL
TAR_EXP_000278ENSG00000197446CYP2F11572ChEMBL
TAR_EXP_000277ENSG00000130649CYP2E11571ChEMBL
TAR_EXP_000276ENSG00000272532CYP2D61565ChEMBL, NPASS
TAR_EXP_000275ENSG00000108242CYP2C181562ChEMBL
TAR_EXP_000273ENSG00000138109CYP2C91559ChEMBL, NPASS
TAR_EXP_000234ENSG00000230700CSNK2B1460ChEMBL, NPASS
TAR_EXP_000272ENSG00000138115CYP2C81558ChEMBL
TAR_EXP_000270ENSG00000197408CYP2B61555ChEMBL
TAR_EXP_000269ENSG00000197838CYP2A131553ChEMBL
TAR_EXP_000266ENSG00000198077CYP2A71549ChEMBL
TAR_EXP_000265ENSG00000255974CYP2A61548ChEMBL
TAR_EXP_000264ENSG00000138061CYP1B11545BindingDB, ChEMBL, NPASS
TAR_EXP_000263ENSG00000140505CYP1A21544ChEMBL, NPASS
TAR_EXP_000271ENSG00000165841CYP2C191557ChEMBL, NPASS
TAR_EXP_000322ENSG00000197635DPP41803BindingDB, NPASS
TAR_EXP_000390ENSG00000142208AKT1207ChEMBL
TAR_EXP_000395ENSG00000091831ESR12099ChEMBL, NPASS
TAR_EXP_000530ENSG00000187730GABRD2563ChEMBL
TAR_EXP_000531ENSG00000102287GABRE2564ChEMBL
TAR_EXP_000532ENSG00000163285GABRG12565ChEMBL
TAR_EXP_000533ENSG00000113327GABRG22566ChEMBL
TAR_EXP_000534ENSG00000182256GABRG32567ChEMBL
TAR_EXP_000535ENSG00000094755GABRP2568ChEMBL
TAR_EXP_000529ENSG00000166206GABRB32562ChEMBL
TAR_EXP_000554ENSG00000101347SAMHD125939ChEMBL
TAR_EXP_000559ENSG00000185513L3MBTL126013ChEMBL, NPASS
TAR_EXP_000567ENSG00000177628GBA12629NPASS
TAR_EXP_000603ENSG00000124767GLO12739ChEMBL, NPASS
TAR_EXP_000616ENSG00000111700SLCO1B328234ChEMBL, NPASS
TAR_EXP_000619ENSG00000254598CSNK2A3283106ChEMBL, NPASS
TAR_EXP_000623ENSG00000162365CYP4A22284541ChEMBL
TAR_EXP_001923ENSG00000066135KDM4A9682NPASS
TAR_EXP_000528ENSG00000145864GABRB22561ChEMBL
TAR_EXP_000527ENSG00000163288GABRB12560ChEMBL
TAR_EXP_000526ENSG00000145863GABRA62559ChEMBL, NPASS
TAR_EXP_000411ENSG00000165092ALDH1A1216ChEMBL, NPASS
TAR_EXP_000428ENSG00000165140FBP12203ChEMBL, NPASS
TAR_EXP_000433ENSG00000168496FEN12237ChEMBL, NPASS
TAR_EXP_000450ENSG00000004487KDM1A23028BindingDB, ChEMBL, NPASS
TAR_EXP_000462ENSG00000122025FLT32322ChEMBL, NPASS
TAR_EXP_000499ENSG00000108839ALOX12239BindingDB, ChEMBL, NPASS
TAR_EXP_000500ENSG00000275565ALOX5240BindingDB, ChEMBL, NPASS
TAR_EXP_000503ENSG00000161905ALOX15246BindingDB, ChEMBL, NPASS
TAR_EXP_000504ENSG00000179593ALOX15B247BindingDB, ChEMBL, NPASS
TAR_EXP_000519ENSG00000171298GAA2548BindingDB, NPASS
TAR_EXP_000521ENSG00000022355GABRA12554ChEMBL
TAR_EXP_000522ENSG00000151834GABRA22555ChEMBL
TAR_EXP_000523ENSG00000011677GABRA32556ChEMBL
TAR_EXP_000524ENSG00000109158GABRA42557ChEMBL
TAR_EXP_000525ENSG00000186297GABRA52558ChEMBL
TAR_EXP_000633ENSG00000198055GRK62870BindingDB, ChEMBL, NPASS
TAR_EXP_001930ENSG00000170312CDK1983BindingDB, ChEMBL
TAR_EXP_000281ENSG00000106258CYP3A51577ChEMBL
TAR_EXP_000280ENSG00000160868CYP3A41576BindingDB, ChEMBL, NPASS