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Compound Summary

General Compound Information

Butylated Hydroxytoluene

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Description

2,6-di-tert-butyl-4-methylphenol is a member of the class of phenols that is 4-methylphenol substituted by tert-butyl groups at positions 2 and 6. It has a role as an antioxidant, a food additive, a ferroptosis inhibitor and a geroprotector. It is functionally related to a phenol.

Synonyms

2,6-Di-tert-butyl-4-methylphenol; 128-37-0; Butylhydroxytoluene; 2,6-Di-tert-butyl-p-cresol; 2,6-Di-t-butyl-4-methylphenol;

Ionol;DBPC;BHT;Dibunol;Stavox;Ionol CP;Phenol, 2,6-bis(1,1-dimethylethyl)-4-methyl-;Impruvol;Kerabit;Topanol;Dalpac;Deenax;Ionole;Vianol;Antioxidant KB;3,5-Di-tert-butyl-4-hydroxytoluene;Antioxidant 4K;Sumilizer BHT;Topanol O;Topanol OC;Vanlube PC;Antioxidant DBPC;Sustane BHT;Tenamene 3;Vanlube PCX;Antioxidant 29;Antioxidant 30;Nonox TBC;Tenox BHT;Chemanox 11;2,6-ditert-butyl-4-methylphenol;Ionol 1;Agidol;Catalin CAO-3;Advastab 401;Ionol (antioxidant);BUKS;Parabar 441;Paranox 441;2,6-Di-tert-butyl-4-cresol;Catalin antioxydant 1;Antrancine 8;Vulkanox KB;Di-tert-butyl-p-cresol;2,6-Bis(1,1-dimethylethyl)-4-methylphenol;Ional;AO 4K;CAO 1;CAO 3;Di-tert-butyl-p-methylphenol;FEMA No. 2184;o-Di-tert-butyl-p-methylphenol;4-Methyl-2,6-tert-butylphenol;2,6-Di-tert-butyl-1-hydroxy-4-methylbenzene;2,6-Di-tert-butyl-p-methylphenol;AO 29;NCI-C03598;2,6-ditert-butyl-4-methyl-phenol;2,6-DI-T-BUTYL-P-CRESOL;4-Methyl-2,6-di-tert-butylphenol;Butyl hydroxy toluene;2,6-Di-terc.butyl-p-kresol;4-Hydroxy-3,5-di-tert-butyltoluene;P 21;Bht(food grade);4-Methyl-2,6-di-terc. butylfenol;2,6-Di-tert-butyl-4-methyl-phenol;1-Hydroxy-4-methyl-2,6-di-tert-butylbenzene;Di-tert-butylcresol;Dbpc(technical grade);E321;p-Cresol, 2,6-di-tert-butyl-;NSC-6347;CHEMBL146;2,6-ditertiary-butyl-p-cresol;INS NO.321;DTXSID2020216;CHEBI:34247;INS-321;1P9D0Z171K;2,6-di-tert-butyl-4-methyl phenol;NCGC00091761-03;Tonarol;Antioxidant MPJ;E-321;Antioxidant 4;Toxolan P;Alkofen BP;Swanox BHT;Tenamen 3;Antox QT;Antioxidant 264;Agidol 1;Bht (food grade);DTXCID20216;Antioxidant T 501;Nocrac 200;Caswell No. 291A;Dbpc (technical grade);Annulex BHT;AOX 4K;AOX 4;Butylhydroxytoluenum;MFCD00011644;CAS-128-37-0;Butylohydroksytoluenu;CCRIS 103;Butylohydroksytoluenu [Polish];Ionol CP-antioxidant;Di-tert-butyl-p-cresol (VAN);HSDB 1147;BHT 264;NSC 6347;EINECS 204-881-4;2,6-Di-terc.butyl-p-kresol [Czech];EPA Pesticide Chemical Code 022105;2,6-Di-tert-butyl-4-methylhydroxybenzene;Popol;UNII-1P9D0Z171K;AI3-19683;4-Methyl-2,6-di-terc. butylfenol [Czech];Lowinox BHT;Nipanox BHT;BHT Swanox;BHT, food grade;4-Methyl-2,6-di-t-butyl-phenol;Ionol BHT;Ralox BHT;2, food grade;3IM;Dibutyl-para-cresol;2,6-bis(tert-butyl)-4-methylphenol;Spectrum_001790;BHT FCC/NF;SpecPlus_000768;Methyldi-tert-butylphenol;Spectrum3_001849;Spectrum5_001612;BHT [INCI];Hydagen DEO (Salt/Mix);BHT [FCC];EC 204-881-4;2,6-di-Butyl-para-cresol;2.6-di-t-butyl-p-cresol;SCHEMBL3950;2,6-ditert-butyl-p-cresol;p-Cresol,6-di-tert-butyl-;Di-tert-Butylparamethylphenol;BSPBio_003238;KBioSS_002281;2,6-di-tert.butyl-p-cresol;Di-tert-Butyl-4-methylphenol;MLS000069425;BIDD:ER0031;DivK1c_006864;SPECTRUM1600716;2,6-bis-tert-butyl-p-cresol;2,6-di-tert-butyl-paracresol;2,6-di-tert. butyl-p-cresol;2,6-di-tert.-butyl-p-cresol;2,6-di-tert-butyl-para-cresol;2,6-di-tert-Butyl-methylphenol;2,6-ditertbutyl-4-methylphenol;2,6-di-t butyl-4-methylphenol;2.6-di-t-butyl-4-methylphenol;FEMA 2184;KBio1_001808;KBio2_002280;KBio2_004848;KBio2_007416;KBio3_002738;2,6-di-tert-butyl-4-methylenol;2,6-di-tert-butyl-4methylphenol;2,6-di-tert-butyl4-methylphenol;2,6-di-tertbutyl-4-methylphenol;2,6-ditert.butyl-4-methylphenol;NSC6347;2,6-Di(tert-butyl)hydroxytoluene;2,6-di(t-butyl)-4-methylphenol;2,6-di-t- butyl-4-methylphenol;2,6-di-t-butyl 4-methyl phenol;2,6-di-t-butyl-4-methyl phenol;2,6-di-t-butyl-4-methyl-phenol;3,5-di-t-butyl-4-hydroxytoluene;HMS2091E21;HMS2231M22;HMS3369G17;HMS3750M21;Pharmakon1600-01600716;2,1-dimethylethyl)-4-methylphenol;2,6-di-tert-butyl 4-methylphenol;2,6-di-tert-butyl-4 methylphenol;2,6-di-tert-butyl4-methyl phenol;2,6-di-tert.butyl-4-methylphenol;2,6-ditert.-butyl-4-methylphenol;2.6-di-tert-butyl-4-methylphenol;4-methyl-2,6-di-tert.butylphenol;2,6-di-ter-butyl-4-methyl-phenol;2,6-Di-tert.-Butyl4-methylphenol;2,6-ditertiarybutyl-4-methylphenol;2.6-di- t-butyl- 4-methylphenol;AMY40200;HY-Y0172;STR04334;ZINC1481993;2,6 -di-tert-butyl-4-methylphenol;2,6-di(tert-butyl)-4-methylphenol;2,6-Di-tert-butyl-p-cresol, 8CI;2,6-di-tert.-butyl-4-methylphenol;Tox21_113537;Tox21_201093;Tox21_303408;2,6-di-tert-butyl-p-cresol (BHT);2,6-Di-tert-butyl-para-methylphenol;BDBM50079507;NSC759563;s6202;STL277184;2,6-di-tert. butyl-4-methyl phenol;2,6-Di-(tert-butyl)-4-methylphenol;AKOS000269037;Tox21_113537_1;CCG-207937;CS-W020053;NSC-759563;Phenol, 2,6-di-tert-butyl-4-methyl-;NCGC00091761-01;NCGC00091761-02;NCGC00091761-04;NCGC00091761-05;NCGC00091761-06;NCGC00091761-07;NCGC00257275-01;NCGC00258645-01;AC-10553;BUTYLHYDROXYTOLUENE [EP MONOGRAPH];SMR000059076;2,6-Di-tert-butyl-4-methylphenol, 99%;BUTYLHYDROXYTOLUENUM [WHO-IP LATIN];SBI-0052890.P002;2,6-Di-tert-butyl-4-methylphenol, >=99%;D0228;FT-0610731;Phenol,6-bis(1,1-dimethylethyl)-4-methyl-;2,6-bis-(1,1-dimethylethyl)-4-methylphenol;4-Methyl-2,6- di(1,1-dimethylethyl)phenol;4-METHYL-2,6-DITERTIARY-BUTYL-PHENOL;EN300-52982;PK04_181024;2,6-Di-tert-butyl-1-hydroxy-4-methyl benzene;D02413;D77866;MLS-0146297.0001;AB00053233_09;Phenol, 3,5-bis(1,1-dimethylethyl)-4-methyl-;2,6-Bis(1,1-dimethylethyl)-4-methylphenol, 9CI;2,6-Di-tert-butyl-4-methylphenol, puriss., 99%;A937188;AC-907/25014329;Q221945;SR-01000735918;SR-01000735918-2;W-108376;9FC4DFC8-480D-487C-A74A-2EC9EECE92C4;BENZENE,1,3-DITERT.BUTYL,2-HYDROXY,5-METHYL;BRD-K53153417-001-01-3;BRD-K53153417-001-06-2;2,6-D[(CH3)3C]2C6H2(CH3)OHi-tert-butyl-p-cresol;F0001-0395;Z764922868;2,6-Di-tert-butyl-4-methylphenol, purum, >=99.0% (GC);WLN: 1X1 & 1 & R BQ E1 CX1 & 1 & 1;2,6-Di-tert-butyl-4-methylphenol, >=99.0% (GC), powder;2,6-Di-tert-butyl-4-methylphenol, SAJ first grade, >=99.0%;2,6-Di-tert-butyl-4-methylphenol, tested according to Ph.Eur.;3,5-Di-tert-4-butylhydroxytoluene (BHT), analytical standard;2,6-Di-tert-butyl-4-methylphenol 1000 microg/mL in Acetonitrile;Butylhydroxytoluene, European Pharmacopoeia (EP) Reference Standard;2,6-Di-tert-butyl-4-methylphenol, certified reference material, TraceCERT(R);2,6-DI-TERT-BUTYL-P-CRESOL2,6-BIS(1,1-DIMETHYLETHYL)-4-METHYL-PHENOL;

FlavorDB ID

4386

PUBCHEM ID

31404

Molecular Weight

220.35

Molecular Formula

C15H24O

Openeye Can Smiles

CC1=CC(=C(C(=C1)C(C)(C)C)O)C(C)(C)C

IUPAC Inchikey

NLZUEZXRPGMBCV-UHFFFAOYSA-N

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Compound Classification

Compound classification information is not available!

Compound Quality

CATEGORY	QUALITY	THRESHOLD	OCCURENCE	REFERENCE
smell	burnt, plastic		water	details

Compound Toxicity and Food Additive Safety (OFAS)

Toxicity Summary
Link to the Distributed Structure-Searchable Toxicity (DSSTox) Database
BHT is metabolized to quinone methides (QMs) which are responsible for promoting tumor formation in many animal models. One example of a QM is 2,6-di-tert-butyl-4-methylenecyclohexa-2,5-dienone (BHT-QM). QMs are strongly electrophilic and readily form adducts with proteins. Some of the QM targets include redox proteins such as glutathione S-transferase P1 (GST-P1), peroxiredoxin 6 (Prx6), Cu,Zn-superoxide dismutase (SOD1), carbonyl reductase, and selenium-binding protein 1, which have direct or indirect antioxidant functions. (A15087, A15355). The modification of these proteins leads to decreased cellular protection from electrophiles and oxidants. Alkylation also may interfere with GSTP1 regulation of stress kinases, thereby influencing phosphorylation and cell growth. BHT also binds to the retinoic acid receptor which can lead to changes in cell development.
Source: DrugBank or Hazardous Substances Data Bank (HSDB)

Receptors

Receptor information of this compound is not available!

Consensus Spectra

Spectrum Type	Spectrum View	Description	Polarity
Experimental GCMS	view	GCMS	positive
Experimental LCMS	view	LCMS_Positive	positive
Experimental LCMS	view	LCMS_Negative	negative