2,2'-Methylenebis(4-methyl-6-tert-butylphenol)

Details

• Internal ID: 30cb951b-421f-4fad-ba3c-5b0ca7f65082
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: 2-tert-butyl-6-[(3-tert-butyl-2-hydroxy-5-methylphenyl)methyl]-4-methylphenol
• SMILES (Canonical): CC1=CC(=C(C(=C1)C(C)(C)C)O)CC2=C(C(=CC(=C2)C)C(C)(C)C)O
• SMILES (Isomeric): CC1=CC(=C(C(=C1)C(C)(C)C)O)CC2=C(C(=CC(=C2)C)C(C)(C)C)O
• InChI: InChI=1S/C23H32O2/c1-14-9-16(20(24)18(11-14)22(3,4)5)13-17-10-15(2)12-19(21(17)25)23(6,7)8/h9-12,24-25H,13H2,1-8H3
• InChI Key: KGRVJHAUYBGFFP-UHFFFAOYSA-N
• Popularity: 135 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂O₂
• Molecular Weight: 340.50 g/mol
• Exact Mass: 340.240230259 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 5.90
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 2,2'-Methylenebis(6-tert-butyl-p-cresol)
• 2,2'-Methylenebis(4-methyl-6-tert-butylphenol)
• Antioxidant 2246
• Antioxidant BKF
• Antioxidant 1
• Anti Ox
• Chemanox 21
• Cyanox 2246
• Catolin 14
• Vulkanox bkf
• Advastab 405
• Nocrac NS 6
• Plastanox 2246
• Bisaklofen BP
• Sumilizer MDP
• Lederle 2246
• AO 1 (Antioxidant)
• Synox 5lt
• Alterungsschutzmittel BKF
• Calco 2246
• Antage W 400
• CAO 5
• Plastanox 2246 Antioxidant
• CAO 14
• methylene di-t-butylcresol
• OXY CHEK 114
• Antioxidant OMB
• DTXSID4020870
• AO 2246
• NG 2246
• Lowinox 22M46
• Phenol, 2,2'-methylenebis[6-(1,1-dimethylethyl)-4-methyl-
• 2,2'-Bis-6-terc.butyl-p-kresylmethan
• Methane, 2,2'-bis(6-t-butyl-p-cresyl)-
• KVM0X4X57B
• BIS(2-HYDROXY-3-TERT-BUTYL-5-METHYLPHENYL)METHANE
• Bis(6-hydroxy-3-methyl-5-tert-butylphenyl)methane
• NSC-7781
• Phenol, 2,2'-methylenebis(6-(1,1-dimethylethyl)-4-methyl-
• A 22-46
• DTXCID20870
• 2,2'-Methylenebis[6-tert-butyl-p-cresol]
• 2,2'-Methylenebis[4-Methyl-6-tert-butylphenol]
• MBMBP
• 2,2'-methylenebis(6-tert-butyl-4-cresol)
• RefChem:568754
• 6,6'-Methylenebis(2-(tert-butyl)-4-methylphenol)
• 2,2'-Methylenebis(6-tert-butyl-4-methylphenol)
• Bisalkofen BP
• GERI-BP002-A
• Antioxidant NG-2246
• Methylenebis
• 2,2-methylenebis(6-tert-butyl-p-cresol)
• 2,2'-Methylene-bis(6-tert-butyl-4-methylphenol)
• 2-tert-butyl-6-[(3-tert-butyl-2-hydroxy-5-methylphenyl)methyl]-4-methylphenol
• MFCD00043641
• Nocrack NS 6
• 6,6'-Di-tert-butyl-2,2'-methylenedi-p-cresol
• A-22-46
• Di(2-hydroxy-5-methyl-3-tert-butylphenyl)methane
• p-Cresol, 2,2'-methylenebis(6-tert-butyl-
• Methane, 2,2'-bis(6-tert-butyl-p-cresyl)-
• 2,2-methylenebis(6-tert-butyl-4-methylphenol)
• 2,2'-Methylenebis(6-(1,1-dimethylethyl)-p-cresol)
• AO 1
• CHEMBL460648
• BKF
• 2,2'-Methylenebis(6-tert-butyl-4-methyl-phenol)
• p-Cresol, 2,2'-methylenebis[6-tert-butyl-
• 2,2'-Bis(4-methyl-6-tert-butylphenol)methane
• 2,2'-Methylenebis(4-methyl-6-t-butylphenol)
• 2,2'-methylene-bis(4-methyl-6-t-butylphenol)
• 2,2'-methanediylbis[6-(1,1-dimethylethyl)-4-methylphenol]
• 3,3'-Di-tert-butyl-2,2'-dihydroxy-5,5'-dimethyldiphenylmethane
• 2-tert-Butyl-6-(2-hydroxy-3-tert-butyl-5-methyl-benzyl)-4-methyl-phenol
• CAS-119-47-1
• AO 1 (VAN)
• CCRIS 4919
• HSDB 5585
• Methylene bis methyl butyl phenol
• NSC 7781
• EINECS 204-327-1
• UNII-KVM0X4X57B
• BRN 2062676
• AI3-18027
• 2,2-Methylenebis(4-methyl-6-t-butylphenol)
• 2,2'-Bis-6-terc.butyl-p-kresylmethan [Czech]
• Agidol 2
• Ionol 46
• Ralox 46
• p-Cresol, 2,2'-methylenebis(6-tert- butyl-
• EC 204-327-1
• Oprea1_122036
• SCHEMBL34162
• 2,2'-methylene-bis-(4-methyl-6-tert-butylphenol)
• 4-06-00-06801 (Beilstein Handbook Reference)
• BIDD:ER0324
• 2,1-dimethylethyl)-p-cresol]
• CAO-14
• orb1301849
• SCHEMBL2864273
• SCHEMBL6431440
• SCHEMBL29351672
• SCHEMBL29415372
• CHEBI:172336
• ZINC1543799
• Tox21_201529
• Tox21_302923
• ANW-17334
• BDBM50522651
• MSK400021
• SBB007695
• STL377901
• 2,2 inverted exclamation marka-Methylenebis(6-tert-butyl-4-methylphenol)
• AKOS000447157
• CCG-207916
• CCG-208597
• FM62633
• 2-tert-butyl-6-[(3-tert-butyl-2-hydroxy-5-methyl-phenyl)methyl]-4-methyl-phenol
• s12392
• 2,2'-methylenebis(6-t-butyl-p-cresol)
• NCGC00164172-01
• NCGC00164172-02
• NCGC00256347-01
• NCGC00259079-01
• p-Cresol,2'-methylenebis[6-tert-butyl-
• AS-13205
• Methane,2'-bis(6-tert-butyl-p-cresyl)-
• SY052155
• 2,2'Methylenebis(6-tert-4-methylphenol)
• HY-121254
• CS-0081317
• M0217
• NS00010737
• p-Cresol, 2,2'-methylenebis*6-tert-butyl-
• 2,2'-methyl enebis(4-methyl-6-t-butylphenol)
• 2,2'-Methylene-bis(6-tert-butyl)-para-cresol
• 2,2'-Methylenebis(6-t-butyl-4-methylphenol)
• MLS-0146298.0001
• 2,2'-Methylene-bis-(4-methyl-6-t-butylphenol)
• 2,2'-methanediylbis(6-tert-butyl-4-methylphenol)
• 2,2'-methylene-bis(4-methyl-6-tert-butylphenol)
• 2,2'-methylene-bis(4-methyl-6-tert.butylphenol)
• 2,2'-methylenebis (6-tert-butyl-4-methylphenol)
• bis(2-hydroxy-5-methyl-3-tert-butylphenyl)methane
• Bis(3-tert-butyl-2-hydroxy-5-methylphenyl)methane
• F213533
• 2,2'- methylene bis(4-methyl-6-tert. butylphenol)
• 2,2'-methylene-bis-(4-methyl-6-tert.butylphenol)
• 2,2'-methylene-bis-(6-tert-butyl-4-methylphenol)
• 2,2'-METHYLENEBIS-(6-TERT-BUTYL-P-CRESOL)
• METHYLENEBIS(6-TERT-BUTYL-P-CRESOL), 2,2'-
• Q16830225
• 2,2'-Methylenebis 6-(1,1-dimethylethyl)-4-methyl-phenol
• 2,2'-METHYLENEBIS(6-TERT.BUTYL-4-METHYL-PHENOL)
• Phenol,2'-methylenebis[6-(1,1-dimethylethyl)-4-methyl-
• WLN: 1X1 & 1 & R BQ C3R BQ CX1 & 1 & 1
• P-CRESOL, 2,2'-METHYLENEBIS(6-TERT- BUTYL- [HSDB]
• Phenol, 2,2'-methylenebis*6-(1,1-dimethylethyl)-4-methyl-
• 2,2 inverted exclamation mark -Methylenebis(6-tert-butyl-p-cresol)
• 2,2'-METHYLENEBIS(6-(1,1-DIMETHYLETHYL)-4-METHYL)PHENOL
• 6,6'-DI-TERT-BUTYL-4,4'-DIMETHYL-2,2'-METHYLENEDIPHENOL
• 2-(tert-butyl)-6-{[3-(tert-butyl)-2-hydroxy-5-methylphenyl]methyl}-4-methylphe nol
• 204-327-1
• Bis(3-tert-butyl-2-hydroxy-5-methylphenyl)methane;3,3'-Di-tert-butyl-2,2'-dihydroxy-5,5'-dimethyldiphenylmethane;2,2'-Methylenebis(6 -tert-butyl-4-methylphenol)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.5629	56.29%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.9054	90.54%
OATP2B1 inhibitior	-	0.8503	85.03%
OATP1B1 inhibitior	+	0.8856	88.56%
OATP1B3 inhibitior	+	0.8423	84.23%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.4630	46.30%
P-glycoprotein inhibitior	-	0.6716	67.16%
P-glycoprotein substrate	-	0.9553	95.53%
CYP3A4 substrate	-	0.6546	65.46%
CYP2C9 substrate	-	0.7887	78.87%
CYP2D6 substrate	+	0.3726	37.26%
CYP3A4 inhibition	-	0.8295	82.95%
CYP2C9 inhibition	+	0.7189	71.89%
CYP2C19 inhibition	+	0.8238	82.38%
CYP2D6 inhibition	-	0.8919	89.19%
CYP1A2 inhibition	-	0.7321	73.21%
CYP2C8 inhibition	-	0.8312	83.12%
CYP inhibitory promiscuity	+	0.7405	74.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6524	65.24%
Carcinogenicity (trinary)	Non-required	0.6950	69.50%
Eye corrosion	-	0.9459	94.59%
Eye irritation	+	0.9629	96.29%
Skin irritation	-	0.8824	88.24%
Skin corrosion	-	0.9639	96.39%
Ames mutagenesis	-	0.9500	95.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4397	43.97%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	+	0.7911	79.11%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	-	0.7778	77.78%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.6133	61.33%
Acute Oral Toxicity (c)	III	0.8609	86.09%
Estrogen receptor binding	+	0.8655	86.55%
Androgen receptor binding	+	0.5331	53.31%
Thyroid receptor binding	+	0.8087	80.87%
Glucocorticoid receptor binding	+	0.8100	81.00%
Aromatase binding	+	0.7157	71.57%
PPAR gamma	+	0.7033	70.33%
Honey bee toxicity	-	0.9519	95.19%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9821	98.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.31%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	92.24%	94.73%
CHEMBL2581	P07339	Cathepsin D	91.99%	98.95%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	89.36%	90.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.55%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.12%	95.56%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	82.30%	97.23%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.87%	83.57%

Plants that contains it

• Citrus maxima

Cross-Links

• PubChem: 8398
• NPASS: NPC99557
• ChEMBL: CHEMBL460648
• LOTUS: LTS0026446
• wikiData: Q16830225