METHYLENE DI-T-BUTYLCRESOL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C23H32O2
Molecular Weight	340.499
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=CC(=C(O)C(CC2=C(O)C(=CC(C)=C2)C(C)(C)C)=C1)C(C)(C)C

InChI

InChIKey=KGRVJHAUYBGFFP-UHFFFAOYSA-N

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

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Description
Sources: https://www.mayzo.com/bnx-2246.html | https://www.ncbi.nlm.nih.gov/pubmed/8609082

Methylene di-t-butylcresol (GERI-BP002-A) is a hindered phenolic antioxidant and thermal stabilizer providing effective stabilization in adhesives, ABS, polyolefins, and other substrates. GERI-BP002-A is a novel inhibitor of SOAT (Acyl-CoA Cholesterol Acyltransferase (ACAT)) which is produced by Aspergillus fumigatus F93. GERI-BP002-A also exhibits antioxidant activity.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Acyl coenzyme A:cholesterol acyltransferase 1 15 Target ID: CHEMBL285 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8609082	Inhibitor 8297		50.0 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Effects of four bisphenolic antioxidants on prothrombin levels of rat plasma.	1981 Mar	7245226
[Studies on the teratogenic potential of 2,2'-methylenebis (4-methyl-6-tert-butylphenol) in rats].	1990	1364361
GERI-BP002-A, novel inhibitor of acyl-CoA: cholesterol acyltransferase produced by Aspergillus fumigatus F93.	1996 Jan	8609082

Patents

Sample Use Guides

In Vivo Use Guide

General toxicity studies on 2,2'-methylenebis(4-methyl-6-tert-butylphenol) (Methylene di-t-butylcresol) were conducted using male and female Wistar rats. LD50 values were greater than 5 g/kg BW by oral administration for both sexes. Diarrhea was observed until 5 days. In the subchronic test, rats were fed diet containing MBMBP at 0, 0.12, 0.6 or 3.0% for 12 weeks. Severe suppression of body weight gain was observed in both sexes of 0.6 and 3.0% groups.

Route of Administration: Oral

In Vitro Use Guide

Methylene di-t-butylcresol (GERI-BP002-A) inhibited ACAT activity by 50% at the concentration of 50 uM in an enzyme assay system using rat liver microsomes.

Name

Type

Language

METHYLENE DI-T-BUTYLCRESOL

Official Name

English

PHENOL, 2,2'-METHYLENEBIS(6-(1,1-DIMETHYLETHYL)-4-METHYL-

Systematic Name

English

P-CRESOL, 2,2'-METHYLENEBIS(6-TERT-BUTYL-

Common Name

English

2,2'-BIS(4-METHYL-6-TERT-BUTYLPHENOL)METHANE

Common Name

English

2,2'-METHYLENEBIS-(6-TERT-BUTYL-P-CRESOL)

Common Name

English

NSC-7781

Code

English

ANTIOXIDANT OMB

Brand Name

English

2,2'-METHYLENEBIS(6-TERT-BUTYL-P-CRESOL)

Common Name

English

2,2'-METHYLENEBIS(6-TERT-BUTYL-4-METHYLPHENOL)

Systematic Name

English

METHYLENE DI-T-BUTYLCRESOL [INCI]

Common Name

English

METHYLENEBIS(6-TERT-BUTYL-P-CRESOL), 2,2'-

Common Name

English

3,3'-DI-TERT-BUTYL-2,2'-DIHYDROXY-5,5'-DIMETHYLDIPHENYLMETHANE

Common Name

English

2,2'-METHYLENEBIS(6-TERT.BUTYL-4-METHYL-PHENOL)

Common Name

English

6,6'-DI-TERT-BUTYL-4,4'-DIMETHYL-2,2'-METHYLENEDIPHENOL

Systematic Name

English

2,2'-METHYLENEBIS(4-METHYL-6-TERT-BUTYLPHENOL)

Systematic Name

English

BIS(2-HYDROXY-3-TERT-BUTYL-5-METHYLPHENYL)METHANE

Systematic Name

English

2,2'-METHYLENEBIS(6-(1,1-DIMETHYLETHYL)-4-METHYL)PHENOL

Common Name

English

LOWINOX 22M46

Brand Name

English

P-CRESOL, 2,2'-METHYLENEBIS(6-TERT- BUTYL- [HSDB]

Common Name

English

Code System Code Type Description

FDA UNII

KVM0X4X57B