Butylated Hydroxytoluene

Details

• Internal ID: c1ff6213-aa2d-4abf-a1eb-c75eb3ef90be
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylpropanes
• IUPAC Name: 2,6-ditert-butyl-4-methylphenol
• SMILES (Canonical): CC1=CC(=C(C(=C1)C(C)(C)C)O)C(C)(C)C
• SMILES (Isomeric): 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
• InChI Key: NLZUEZXRPGMBCV-UHFFFAOYSA-N
• Popularity: 5,179 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O
• Molecular Weight: 220.35 g/mol
• Exact Mass: 220.182715385 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.30
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 128-37-0
• Butylhydroxytoluene
• 2,6-Di-tert-butyl-p-cresol
• 2,6-Di-t-butyl-4-methylphenol
• Ionol
• DBPC
• Dibunol
• Stavox
• BHT
• Impruvol
• Ionol CP
• Dalpac
• Deenax
• Ionole
• Kerabit
• Topanol
• Vianol
• Antioxidant KB
• Antioxidant 4K
• Sumilizer BHT
• Topanol O
• Topanol OC
• Vanlube PC
• Antioxidant 29
• Antioxidant 30
• Antioxidant DBPC
• Sustane BHT
• Tenamene 3
• Vanlube PCX
• Nonox TBC
• Tenox BHT
• Phenol, 2,6-bis(1,1-dimethylethyl)-4-methyl-
• Chemanox 11
• Agidol
• Catalin CAO-3
• Ionol 1
• Advastab 401
• 3,5-Di-tert-butyl-4-hydroxytoluene
• BUKS
• Parabar 441
• Antrancine 8
• Vulkanox KB
• Catalin antioxydant 1
• 2,6-Di-tert-butyl-4-cresol
• Di-tert-butyl-p-cresol
• 2,6-ditert-butyl-4-methylphenol
• Ionol (antioxidant)
• Paranox 441
• 2,6-Bis(1,1-dimethylethyl)-4-methylphenol
• Antioxidant MPJ
• Antioxidant 4
• Alkofen BP
• AO 4K
• CAO 1
• CAO 3
• Di-tert-butyl-p-methylphenol
• Swanox BHT
• Antox QT
• Tenamen 3
• Agidol 1
• Antioxidant 264
• Bht (food grade)
• FEMA No. 2184
• o-Di-tert-butyl-p-methylphenol
• 4-Methyl-2,6-tert-butylphenol
• Tonarol
• Antioxidant T 501
• Ional
• Nocrac 200
• AO 29
• NCI-C03598
• 2,6-Di-tert-butyl-1-hydroxy-4-methylbenzene
• 2,6-Di-tert-butyl-p-methylphenol
• 4-Methyl-2,6-di-tert-butylphenol
• Caswell No. 291A
• 2,6-Di-terc.butyl-p-kresol
• Dbpc (technical grade)
• Toxolan P
• 4-Hydroxy-3,5-di-tert-butyltoluene
• Butylhydroxytoluenum
• Di-tert-butylcresol
• AOX 4K
• 2,6-ditert-butyl-4-methyl-phenol
• Ionol CP-antioxidant
• P 21
• 2,6-DI-T-BUTYL-P-CRESOL
• AOX 4
• Butyl hydroxy toluene
• 4-Methyl-2,6-di-terc. butylfenol
• CCRIS 103
• AO 4
• 1-Hydroxy-4-methyl-2,6-di-tert-butylbenzene
• Popol
• HSDB 1147
• BHT 264
• C15H24O
• Annulex BHT
• Bht(food grade)
• NSC 6347
• NSC-6347
• EINECS 204-881-4
• Ionol BHT
• Ralox BHT
• 2,6-Di-tert-butyl-4-hydroxytoluene
• 2,6-Di-tert-butyl-4-methyl-phenol
• Butylohydroksytoluenu
• Butylohydroksytoluenu [Polish]
• 2,6-ditertiary-butyl-p-cresol
• INS NO.321
• Di-tert-butyl-p-cresol (VAN)
• 4-Methyl-2,6-ditertbutylphenol
• Dbpc(technical grade)
• DTXSID2020216
• E321
• CHEBI:34247
• 2,6-Di-tert-butyl-4-methylhydroxybenzene
• Ionol" CP-antioxidant
• AI3-19683
• p-Cresol, 2,6-di-tert-butyl-
• INS-321
• 1P9D0Z171K
• 2,6-bis(tert-butyl)-4-methylphenol
• 2,6-Di-tert-butylcresol
• CHEMBL146
• 2,6-Di-terc.butyl-p-kresol [Czech]
• EPA Pesticide Chemical Code 022105
• 2,6-di-tert-butyl-4-methylphenol-d24
• Di-tert-Butyl-4-methylphenol
• DTXCID20216
• UNII-1P9D0Z171K
• 4-Methyl-2,6-di-terc. butylfenol [Czech]
• E-321
• FEMA 2184
• NSC6347
• 4-Methyl-2,6-di-t-butyl-phenol
• 2,6-di-tert-butyl-4-methyl phenol
• NCGC00091761-03
• 4-METHYL-2,6-DITERTIARY-BUTYL-PHENOL
• EC 204-881-4
• 1219805-92-1
• 2,6-DI(TERT-BUTYL-D9)-4-METHYLPHENOL-3,5,O-D3
• 2,6-DI-TERT-BUTYL-P-CRESOL2,6-BIS(1,1-DIMETHYLETHYL)-4-METHYL-PHENOL
• MFCD00011644
• BUTYLHYDROXYTOLUENE (EP MONOGRAPH)
• BUTYLHYDROXYTOLUENE [EP MONOGRAPH]
• CAS-128-37-0
• di-tert-butyl-methylphenol
• Di tert butyl methylphenol
• 2,6 Di tert butyl p cresol
• 4 Methyl 2,6 ditertbutylphenol
• Antracine 8
• 2,6 Di t butyl 4 methylphenol
• Embanox BHT
• Hydagen DEO
• Lowinox BHT
• Nipanox BHT
• BHT Swanox
• BHT, food grade
• 2, food grade
• 2,6 Di tert butyl 4 methylphenol
• 3IM
• Dibutyl-para-cresol
• Topanol OC and 0
• NAUGARD BHT
• PERMANAX BHT
• TOPANOL BHT
• YOSHINOX BHT
• ANTAGE BHT
• TOPANOL OL
• VANOX PC
• IONOL K
• Spectrum_001790
• BHT FCC/NF
• SpecPlus_000768
• CATALIN CAO 3
• Methyldi-tert-butylphenol
• Spectrum3_001849
• Spectrum5_001612
• BHT [INCI]
• Hydagen DEO (Salt/Mix)
• BHT [FCC]
• D0W1SL
• LUBRIZOL 817
• ULTRANOX 226
• 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-kresol
• 2,6-di-tert.butyl-p-cresol
• IONOL 330
• MLS000069425
• 2,6-Ditert. butyl-p-cresol
• BIDD:ER0031
• DivK1c_006864
• P 21 (PHENOL)
• SPECTRUM1600716
• 2,6-bis-tert-butyl-p-cresol
• 2,6-di-tert-butyl-paracresol
• 2,6-di-tert-butylmethylphenol
• 2, 6-Di-tert-butyl-p-cresol
• 2,6-di-tert. butyl-p-cresol
• 2,6-di-tert.-butyl-p-cresol
• T 501 (PHENOL)
• 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
• 4-methyl-2,6-di-t-butylphenol
• 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
• 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
• 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
• 4-methyl-2,6-di-tert-butyl phenol
• Tox21_113537
• Tox21_201093
• Tox21_303408
• 2,6-di-tert-butyl-p-cresol (BHT)
• 2,6-Di-tert-butyl-para-methylphenol
• BDBM50079507
• LS-716
• NSC759563
• s6202
• STL277184
• 2,6-di-tert. butyl-4-methyl phenol
• 2,6-Di-(tert-butyl)-4-methylphenol
• AKOS000269037
• Tox21_113537_1
• 2, 6- di- tert- butyl- P- cresol
• 4-Hydroxy-3,5- Di-tert-Butyltoluene
• CCG-207937
• CS-O-01018
• CS-W020053
• NSC-759563
• 2,6-TERT-BUTYL-4-METHYLPHENOL
• 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
• SMR000059076
• 2,6-Di-tert-butyl-4-methylphenol, 99%
• BUTYLHYDROXYTOLUENUM [WHO-IP LATIN]
• SBI-0052890.P002
• 4-HYDROXY-3,5-DI-T-BUTYL-TOLUENE
• 2,6 - di - tert - butyl - p - cresol
• 2,6-Di-tert-butyl-4-methylphenol, >=99%
• D0228
• FT-0610731
• Phenol,6-bis(1,1-dimethylethyl)-4-methyl-
• T 501
• 2,6-bis-(1,1-dimethylethyl)-4-methylphenol
• 4-Methyl-2,6- di(1,1-dimethylethyl)phenol
• EN300-52982
• PK04_181024
• 2,6-Di-tert-butyl-1-hydroxy-4-methyl benzene
• D02413
• D77866
• Fenol, 2,6-bis (1,1-dimetiletil)-4-metil-
• 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
• 4-METHYL-2,6-BIS(1,1-DIMETHYLETHYL)PHENOL
• 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)
• Bis(1,1-dimethylethyl)-4-methylphenol, 2,6-; (BHT (food grade); 2,6-Di-tert-butyl-p-cresol)
• Bis(1,1-dimethylethyl)-4-methylphenol, 2,6-; (BHT (food grade); 2,6-Di-tert-butyl-p-cresol)
• InChI=1/C15H24O/c1-10-8-11(14(2,3)4)13(16)12(9-10)15(5,6)7/h8-9,16H,1-7H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.6677	66.77%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8267	82.67%
OATP2B1 inhibitior	-	0.8659	86.59%
OATP1B1 inhibitior	+	0.9342	93.42%
OATP1B3 inhibitior	+	0.9718	97.18%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9015	90.15%
P-glycoprotein inhibitior	-	0.9387	93.87%
P-glycoprotein substrate	-	0.9826	98.26%
CYP3A4 substrate	-	0.7199	71.99%
CYP2C9 substrate	-	0.7461	74.61%
CYP2D6 substrate	-	0.6869	68.69%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.8477	84.77%
CYP2C19 inhibition	-	0.8752	87.52%
CYP2D6 inhibition	-	0.9368	93.68%
CYP1A2 inhibition	+	0.8681	86.81%
CYP2C8 inhibition	-	0.9317	93.17%
CYP inhibitory promiscuity	-	0.7477	74.77%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7019	70.19%
Carcinogenicity (trinary)	Non-required	0.7295	72.95%
Eye corrosion	+	0.9827	98.27%
Eye irritation	+	0.9931	99.31%
Skin irritation	+	0.8623	86.23%
Skin corrosion	+	0.9671	96.71%
Ames mutagenesis	-	0.9700	97.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7490	74.90%
Micronuclear	-	0.8741	87.41%
Hepatotoxicity	+	0.8250	82.50%
skin sensitisation	+	0.8382	83.82%
Respiratory toxicity	-	0.8889	88.89%
Reproductive toxicity	-	0.9667	96.67%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	-	0.6793	67.93%
Acute Oral Toxicity (c)	III	0.8270	82.70%
Estrogen receptor binding	+	0.5562	55.62%
Androgen receptor binding	-	0.8072	80.72%
Thyroid receptor binding	+	0.5767	57.67%
Glucocorticoid receptor binding	+	0.6320	63.20%
Aromatase binding	-	0.6551	65.51%
PPAR gamma	-	0.6946	69.46%
Honey bee toxicity	-	0.9827	98.27%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	0.9166	91.66%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	28183.8 nM	Potency	via CMAUP
CHEMBL205	P00918	Carbonic anhydrase II	630 nM; 630 nM	Ki; Ki	PMID: 19231207; via Super-PRED
CHEMBL2392	P06746	DNA polymerase beta	2511.9 nM	Potency	via CMAUP
CHEMBL1293232	Q16637	Survival motor neuron protein	707.9 nM; 707.9 nM	Potency; Potency	via CMAUP; via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.48%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.36%	94.73%
CHEMBL2581	P07339	Cathepsin D	88.83%	98.95%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.13%	90.93%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.08%	93.65%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.22%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.57%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.39%	85.14%

Plants that contains it

• Alstonia muelleriana
• Artemisia argyi
• Artemisia montana
• Artemisia princeps
• Atractylodes lancea
• Atractylodes macrocephala
• Betula pendula subsp. mandshurica
• Camptotheca acuminata
• Coreopsis nodosa
• Cornus officinalis
• Dacrydium cupressinum
• Euphorbia wallichii
• Glycine tomentella
• Glycyrrhiza
• Humulus scandens
• Imperata cylindrica
• Leuzea uniflora
• Litchi chinensis
• Lonicera japonica
• Nicotiana undulata
• Panax ginseng
• Panax notoginseng
• Passiflora incarnata
• Pogostemon cablin
• Pterocarpus indicus
• Santalum album
• Senecio paludaffinis
• Seriphidium cinum
• Teucrium leucocladum
• Thymus longicaulis
• Trigonella grandiflora
• Tripolium pannonicum
• Uvaria calamistrata
• Vincetoxicum glaucescens
• Vincetoxicum stauntonii

Cross-Links

• PubChem: 31404
• NPASS: NPC144682
• ChEMBL: CHEMBL146
• LOTUS: LTS0221074
• wikiData: Q221945