Details of the Drug

General Information of Drug (ID: DMJ56MS)

• Drug Name: BUTYLATEDHYDROXYTOLUENE
• Synonyms: 2,6-Di-tert-butyl-4-methylphenol; 128-37-0; Butylated hydroxytoluene; Butylhydroxytoluene; 2,6-Di-tert-butyl-p-cresol; 2,6-Di-t-butyl-4-methylphenol; Ionol; DBPC; Stavox; Dibunol; BHT; Ionol CP; Topanol; Impruvol; Vianol; Dalpac; Ionole; Deenax; Antioxidant KB; 3,5-Di-tert-butyl-4-hydroxytoluene; Sumilizer BHT; Antioxidant 4K; Topanol O; Topanol OC; Vanlube PC; Vanlube PCX; Sustane BHT; Tenamene 3; Antioxidant DBPC; Antioxidant 29; Antioxidant 30; Tenox BHT; Nonox TBC; Chemanox 11; Ionol 1; Agidol; Catalin CAO-3; Advastab 401; Ionol (antioxidan
• Drug Type: Small molecular drug
• #Ro5 Violations (Lipinski): 1:
  Molecular Weight (mw); 220.35
  Logarithm of the Partition Coefficient (xlogp); 5.3
  Rotatable Bond Count (rotbonds); 2
  Hydrogen Bond Donor Count (hbonddonor); 1
  Hydrogen Bond Acceptor Count (hbondacc); 1
• Chemical Identifiers:
  Formula: C15H24O
  IUPAC Name: 2,6-ditert-butyl-4-methylphenol
  Canonical SMILES: CC1=CC(=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
• Cross-matching ID:
  PubChem CID: 31404
  ChEBI ID: CHEBI:34247
  CAS Number: 128-37-0
  UNII: 1P9D0Z171K
  DrugBank ID: DB16863
  TTD ID: D0W1SL

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Carbonic anhydrase II (CA-II)	TTANPDJ	CAH2_HUMAN	Inhibitor	[1]

Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Carbonic anhydrase 2 (CA2)	OTJRMUAG	CAH2_HUMAN	Gene/Protein Processing	[2]
Caspase-3 (CASP3)	OTIJRBE7	CASP3_HUMAN	Gene/Protein Processing	[3]
Cytochrome P450 2B6 (CYP2B6)	OTOYO4S7	CP2B6_HUMAN	Gene/Protein Processing	[4]
Cytochrome P450 2J2 (CYP2J2)	OTJBTEH8	CP2J2_HUMAN	Gene/Protein Processing	[5]
Cytochrome P450 3A4 (CYP3A4)	OTQGYY83	CP3A4_HUMAN	Gene/Protein Processing	[4]
Heme oxygenase 1 (HMOX1)	OTC1W6UX	HMOX1_HUMAN	Gene/Protein Processing	[6]
Phospholipid-transporting ATPase ABCA1 (ABCA1)	OT94G6BQ	ABCA1_HUMAN	Gene/Protein Processing	[7]
Tumor necrosis factor (TNF)	OT4IE164	TNFA_HUMAN	Gene/Protein Processing	[8]

Molecular Expression Atlas of This Drug

Molecule Name	Molecule Type	Gene Name	p-value	Fold-Change	Z-score
Carbonic anhydrase II (CA-II)	DTT	CA2	7.95E-08	0.52	0.33

References

• [1] Carbonic anhydrase inhibitors. Inhibition of human erythrocyte isozymes I and II with a series of antioxidant phenols. Bioorg Med Chem. 2009 Apr 15;17(8):3207-11.
• [2] Carbonic anhydrase inhibitors. Inhibition of human erythrocyte isozymes I and II with a series of antioxidant phenols bioorg. Med Chem. 2009 Apr 15;17(8):3207-11.
• [3] Cytotoxicity and apoptosis induction by butylated hydroxyanisole (BHA) and butylated hydroxytoluene (BHT). Anticancer Res. 2003 Nov-Dec;23(6C):4693-701.
• [4] Effect of butylated hydroxytoluene, curcumin, propyl gallate and thiabendazole on cytochrome P450 forms in cultured human hepatocytes. Xenobiotica. 2008 Jun;38(6):574-86.
• [5] Activity, inhibition, and induction of cytochrome P450 2J2 in adult human primary cardiomyocytes. Drug Metab Dispos. 2013 Dec;41(12):2087-94.
• [6] Lipid metabolite involvement in the activation of the human heme oxygenase-1 gene. Free Radic Biol Med. 1996;20(7):887-97. doi: 10.1016/0891-5849(95)02182-5.
• [7] Oxidative stress influences cholesterol efflux in THP-1 macrophages: role of ATP-binding cassette A1 and nuclear factors. Cardiovasc Res. 2006 Dec 1;72(3):473-82. doi: 10.1016/j.cardiores.2006.08.024. Epub 2006 Sep 14.
• [8] Butylated hydroxytoluene and N-acetylcysteine attenuates tumor necrosis factor-alpha (TNF-alpha) secretion and TNF-alpha mRNA expression in alveolar macrophages from human lung transplant recipients in vitro. Transplantation. 1998 Aug 15;66(3):364-9. doi: 10.1097/00007890-199808150-00014.