IMPPAT Phytochemical information: 
Butylated hydroxytoluene
Butylated hydroxytoluene
Summary

SMILES: Cc1cc(c(c(c1)C(C)(C)C)O)C(C)(C)C
InChI: InChI=1S/C15H24O/c1-10-8-11(14(2,3)4)13(16)12(9-10)15(5,6)7/h8-9,16H,1-7H3
InChIKey: NLZUEZXRPGMBCV-UHFFFAOYSA-N
DeepSMILES: Ccccccc6)CC)C)C)))O))CC)C)C
Scaffold Graph/Node/Bond level: c1ccccc1
Scaffold Graph/Node level: C1CCCCC1
Scaffold Graph level: C1CCCCC1
Functional groups: cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Benzene and substituted derivatives
ClassyFire Subclass: Phenylpropanes
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
Synonymous chemical names:
2,6-di-tert-butyl-4-methylphenol, buthylhydroxy tholuene, butylatedhydroxytoluene, butylated hydroxytoluene, topanol, vianol, butylated hydroxytoluene, 2, 6-di-tert-butyl- p-cresol, 2-6-ditert-butyl-4-methyl-phenol, di-ter-butyl p-cresol, butylated hydroxytoulene, di-ter-butyl-p-cresol, Butylated Hydroxytoluene, ionol
External chemical identifiers:
CID:CID_31404; ChEMBL:CHEMBL146; ChEBI:CHEBI:34247; ZINC:ZINC000001481993; FDASRS:1P9D0Z171K; SureChEMBL:SCHEMBL3950; MolPort-000-872-015
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Butylated hydroxytoluene
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 220.36
Log P RDKit 4.3
Topological polar surface area (Å2) RDKit 20.23
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 16
Number of heteroatoms RDKit 1
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 6
Number of sp3 hybridized carbon atoms RDKit 9
Shape complexity RDKit 0.6
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 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
Butylated hydroxytoluene
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.690997
Butylated hydroxytoluene
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 Low
Log Kp (Skin permeation, cm/s) SwissADME -4.37
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 Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
Butylated hydroxytoluene
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_000280ENSG00000160868CYP3A41576ChEMBL
TAR_EXP_000720ENSG00000106211HSPB13315NPASS
TAR_EXP_000411ENSG00000165092ALDH1A1216NPASS
TAR_EXP_000004ENSG00000094631HDAC610013ChEMBL
TAR_EXP_000263ENSG00000140505CYP1A21544ChEMBL
TAR_EXP_000271ENSG00000165841CYP2C191557ChEMBL
TAR_EXP_000759ENSG00000169429CXCL83576NPASS
TAR_EXP_000276ENSG00000272532CYP2D61565ChEMBL
TAR_EXP_001684ENSG00000104267CA2760BindingDB, ChEMBL, NPASS
TAR_EXP_001683ENSG00000133742CA1759BindingDB, NPASS
TAR_EXP_001665ENSG00000111424VDR7421NPASS
TAR_EXP_001547ENSG00000275349SMN16606NPASS
TAR_EXP_000273ENSG00000138109CYP2C91559ChEMBL
TAR_EXP_000966ENSG00000116044NFE2L24780NPASS
TAR_EXP_000968ENSG00000109320NFKB14790NPASS
TAR_EXP_000798ENSG00000055118KCNH23757NPASS
TAR_EXP_001031ENSG00000112312GMNN51053NPASS
TAR_EXP_001139ENSG00000166851PLK15347NPASS
TAR_EXP_001942ENSG00000012504NR1H49971NPASS
TAR_EXP_000786ENSG00000177606JUN3725NPASS
TAR_EXP_001461ENSG00000186350RXRA6256ChEMBL, NPASS
TAR_EXP_001300ENSG00000160801PTH1R5745NPASS
TAR_EXP_001206ENSG00000042088TDP155775ChEMBL, NPASS
TAR_EXP_001150ENSG00000070501POLB5423NPASS
TAR_EXP_001163ENSG00000167165UGT1A654578ChEMBL, NPASS
TAR_EXP_001165ENSG00000241119UGT1A954600ChEMBL, NPASS
TAR_EXP_001166ENSG00000186951PPARA5465NPASS
TAR_EXP_001170ENSG00000112033PPARD5467NPASS