IMPPAT Phytochemical information: 
Taxifolin
Taxifolin
Summary

SMILES: Oc1cc2O[C@H](c3ccc(c(c3)O)O)[C@H](C(=O)c2c(c1)O)O
InChI: InChI=1S/C15H12O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,14-19,21H/t14-,15+/m0/s1
InChIKey: CXQWRCVTCMQVQX-LSDHHAIUSA-N
DeepSMILES: OcccO[C@H]cccccc6)O))O)))))[C@H]C=O)c6cc%10)O))))O
Scaffold Graph/Node/Bond level: O=C1CC(c2ccccc2)Oc2ccccc21
Scaffold Graph/Node level: OC1CC(C2CCCCC2)OC2CCCCC12
Scaffold Graph level: CC1CC(C2CCCCC2)CC2CCCCC12
Functional groups: cO; cOC; cC(=O)C; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Flavonoids
ClassyFire Subclass: Flavans
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Flavonoids
NP Classifier Class: Dihydroflavonols
Synonymous chemical names:
+-dihydroquercetin, taxifolin, taxifolin (dihydroquercetin), taxifoline, Taxifolin, dihydroquercetin, 3,5,7,3',4'-pentahydroxyflavanone
External chemical identifiers:
CID:CID_439533; ChEMBL:CHEMBL66; ChEBI:CHEBI:17948; ZINC:ZINC000100018343; FDASRS:EAS93SC1VS; SureChEMBL:SCHEMBL39786; MolPort-001-740-892
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Taxifolin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 304.25
Log P RDKit 1.19
Topological polar surface area (Å2) RDKit 127.45
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 5
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 22
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.13
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 13
Number of sp3 hybridized carbon atoms RDKit 2
Shape complexity RDKit 0.13
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
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
Taxifolin
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 0.500531
Taxifolin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.48
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 1
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
Taxifolin
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_000891ENSG00000137745MMP134322ChEMBL, NPASS
TAR_EXP_000890ENSG00000262406MMP124321ChEMBL, NPASS
TAR_EXP_000811ENSG00000157404KIT3815ChEMBL, NPASS
TAR_EXP_000888ENSG00000100985MMP94318ChEMBL, NPASS
TAR_EXP_000885ENSG00000149968MMP34314ChEMBL, NPASS
TAR_EXP_000884ENSG00000087245MMP24313ChEMBL, NPASS
TAR_EXP_000853ENSG00000276155MAPT4137NPASS
TAR_EXP_000752ENSG00000142192APP351BindingDB, ChEMBL, NPASS
TAR_EXP_000500ENSG00000275565ALOX5240ChEMBL, NPASS
TAR_EXP_000674ENSG00000123636BAZ2B29994NPASS
TAR_EXP_000519ENSG00000171298GAA2548NPASS
TAR_EXP_000496ENSG00000115825PRKD323683ChEMBL
TAR_EXP_000462ENSG00000122025FLT32322ChEMBL, NPASS
TAR_EXP_000433ENSG00000168496FEN12237NPASS
TAR_EXP_000428ENSG00000165140FBP12203ChEMBL, NPASS
TAR_EXP_000896ENSG00000005381MPO4353ChEMBL, NPASS
TAR_EXP_000285ENSG00000137869CYP19A11588ChEMBL, NPASS
TAR_EXP_000214ENSG00000282608ADORA3140ChEMBL, NPASS
TAR_EXP_000706ENSG00000291796APEX1328NPASS
TAR_EXP_001001ENSG00000116329OPRD14985ChEMBL, NPASS
TAR_EXP_000819ENSG00000235268KDM4E390245ChEMBL, NPASS
TAR_EXP_001003ENSG00000112038OPRM14988ChEMBL, NPASS
TAR_EXP_001223ENSG00000184304PRKD15587ChEMBL
TAR_EXP_001689ENSG00000168748CA7766ChEMBL, NPASS
TAR_EXP_001227ENSG00000067606PRKCZ5590ChEMBL
TAR_EXP_001280ENSG00000198074AKR1B1057016ChEMBL
TAR_EXP_000004ENSG00000094631HDAC610013ChEMBL
TAR_EXP_001002ENSG00000082556OPRK14986ChEMBL, NPASS
TAR_EXP_001216ENSG00000163558PRKCI5584ChEMBL
TAR_EXP_000119ENSG00000101751POLI11201ChEMBL, NPASS
TAR_EXP_001360ENSG00000004700RECQL5965NPASS
TAR_EXP_001683ENSG00000133742CA1759ChEMBL, NPASS
TAR_EXP_001684ENSG00000104267CA2760ChEMBL, NPASS
TAR_EXP_001686ENSG00000167434CA4762ChEMBL, NPASS
TAR_EXP_000182ENSG00000023839ABCC21244ChEMBL, NPASS
TAR_EXP_001810ENSG00000067955CBFB865NPASS
TAR_EXP_001300ENSG00000160801PTH1R5745NPASS
TAR_EXP_001215ENSG00000027075PRKCH5583ChEMBL
TAR_EXP_001226ENSG00000065675PRKCQ5588ChEMBL, NPASS
TAR_EXP_001213ENSG00000171132PRKCE5581ChEMBL
TAR_EXP_001031ENSG00000112312GMNN51053NPASS
TAR_EXP_001059ENSG00000122008POLK51426NPASS
TAR_EXP_001128ENSG00000067225PKM5315ChEMBL
TAR_EXP_001148ENSG00000172115CYCS54205ChEMBL, NPASS
TAR_EXP_001150ENSG00000070501POLB5423ChEMBL, NPASS
TAR_EXP_001207ENSG00000154229PRKCA5578ChEMBL
TAR_EXP_001209ENSG00000166501PRKCB5579ChEMBL
TAR_EXP_001214ENSG00000126583PRKCG5582ChEMBL
TAR_EXP_001212ENSG00000163932PRKCD5580ChEMBL
TAR_EXP_000095ENSG00000224143EHMT210919ChEMBL, NPASS
TAR_EXP_001691ENSG00000074410CA12771ChEMBL, NPASS