IMPPAT Phytochemical information: 
Hinokitiol
Hinokitiol
Summary

SMILES: CC(c1cccc(c(=O)c1)O)C
InChI: InChI=1S/C10H12O2/c1-7(2)8-4-3-5-9(11)10(12)6-8/h3-7H,1-2H3,(H,11,12)
InChIKey: FUWUEFKEXZQKKA-UHFFFAOYSA-N
DeepSMILES: CCcccccc=O)c7))O))))))C
Scaffold Graph/Node/Bond level: O=c1cccccc1
Scaffold Graph/Node level: OC1CCCCCC1
Scaffold Graph level: CC1CCCCCC1
Functional groups: c=O; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Hydrocarbon derivatives
ClassyFire Class: Tropones
ClassyFire Subclass: Tropolones
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Monoterpenoids
NP Classifier Class: Menthane monoterpenoids|Monocyclic monoterpenoids
Synonymous chemical names:
β-thujaplicin, β-thujaplicine
External chemical identifiers:
CID:CID_3611; ChEMBL:CHEMBL48310; ChEBI:CHEBI:10447; ZINC:ZINC000095911093; FDASRS:U5335D6EBI; SureChEMBL:SCHEMBL158795; MolPort-002-507-352
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Hinokitiol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 164.2
Log P RDKit 1.88
Topological polar surface area (Å2) RDKit 37.3
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 10
Number of heavy atoms RDKit 12
Number of heteroatoms RDKit 2
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 7
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.3
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 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 1
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 1
Hinokitiol
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 Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.687628
Hinokitiol
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 Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.79
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
Hinokitiol
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_000883ENSG00000196611MMP14312ChEMBL, NPASS
TAR_EXP_000868ENSG00000198625MDM44194BindingDB, ChEMBL, NPASS
TAR_EXP_000853ENSG00000276155MAPT4137NPASS
TAR_EXP_000884ENSG00000087245MMP24313ChEMBL, NPASS
TAR_EXP_000819ENSG00000235268KDM4E390245ChEMBL, NPASS
TAR_EXP_001928ENSG00000068024HDAC49759BindingDB, ChEMBL, NPASS
TAR_EXP_000867ENSG00000135679MDM24193ChEMBL, NPASS
TAR_EXP_000885ENSG00000149968MMP34314ChEMBL, NPASS
TAR_EXP_001831ENSG00000171720HDAC38841ChEMBL
TAR_EXP_000888ENSG00000100985MMP94318ChEMBL, NPASS
TAR_EXP_001926ENSG00000048052HDAC99734ChEMBL
TAR_EXP_000966ENSG00000116044NFE2L24780NPASS
TAR_EXP_001075ENSG00000061273HDAC751564ChEMBL
TAR_EXP_001222ENSG00000147099HDAC855869BindingDB, ChEMBL, NPASS
TAR_EXP_001325ENSG00000138376BARD1580BindingDB
TAR_EXP_001547ENSG00000275349SMN16606NPASS
TAR_EXP_001621ENSG00000141510TP537157NPASS
TAR_EXP_001647ENSG00000077498TYR7299BindingDB, ChEMBL, NPASS
TAR_EXP_001665ENSG00000111424VDR7421NPASS
TAR_EXP_001726ENSG00000163517HDAC1179885ChEMBL
TAR_EXP_001728ENSG00000176208ATAD579915NPASS
TAR_EXP_001761ENSG00000100429HDAC1083933ChEMBL
TAR_EXP_000887ENSG00000118113MMP84317ChEMBL, NPASS
TAR_EXP_001206ENSG00000042088TDP155775ChEMBL, NPASS
TAR_EXP_000706ENSG00000291796APEX1328NPASS
TAR_EXP_000280ENSG00000160868CYP3A41576NPASS
TAR_EXP_000683ENSG00000197386HTT3064NPASS
TAR_EXP_000674ENSG00000123636BAZ2B29994ChEMBL, NPASS
TAR_EXP_000604ENSG00000112164GLP1R2740NPASS
TAR_EXP_000504ENSG00000179593ALOX15B247ChEMBL, NPASS
TAR_EXP_000503ENSG00000161905ALOX15246NPASS
TAR_EXP_000684ENSG00000116478HDAC13065BindingDB, ChEMBL, NPASS
TAR_EXP_000500ENSG00000275565ALOX5240NPASS
TAR_EXP_000475ENSG00000120948TARDBP23435NPASS
TAR_EXP_000499ENSG00000108839ALOX12239NPASS
TAR_EXP_000361ENSG00000128394APOBEC3F200316NPASS
TAR_EXP_000097ENSG00000108468CBX110951NPASS
TAR_EXP_000095ENSG00000224143EHMT210919ChEMBL, NPASS
TAR_EXP_000005ENSG00000108840HDAC510014BindingDB, ChEMBL, NPASS
TAR_EXP_000004ENSG00000094631HDAC610013BindingDB, ChEMBL, NPASS
TAR_EXP_000685ENSG00000196591HDAC23066BindingDB, ChEMBL, NPASS
TAR_EXP_000701ENSG00000164120HPGD3248NPASS
TAR_EXP_000411ENSG00000165092ALDH1A1216NPASS