Details
Stereochemistry | ACHIRAL |
Molecular Formula | C11H16O2 |
Molecular Weight | 180.2435 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC(=C(O)C=C1)C(C)(C)C
InChI
InChIKey=MRBKEAMVRSLQPH-UHFFFAOYSA-N
InChI=1S/C11H16O2/c1-11(2,3)9-7-8(13-4)5-6-10(9)12/h5-7,12H,1-4H3
Molecular Formula | C11H16O2 |
Molecular Weight | 180.2435 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
BHA (E 320) is a synthetic antioxidant authorized as a food additive. BHA is a mixture of two isomers: 2-tert-butyl-4-hydroxyanisole and 3-tert-butyl-4-hydroxyanisole. BHA is known to have various beneficial activities such as antioxidant activity, anti-inflammatory effects, and anticancer potential although some reports suggested that this reagent induces cytotoxicity. In general, the majority of the genotoxicity studies indicate a lack of potential for BHA to induce point mutations or to interact with or damage DNA. It was banned in Japan in 1958, and it was recommended that it be banned in the UK, however, due to industry pressure it was not. The antioxidant properties of 3-tert-butyl-4-hydroxyanisole are achieved via inhibition of ROS generation. The experiments on mice have shown that pretreatment with compound prevented apoptotic cell death induced by oxidative stress in mouse hepatocytes that may be beneficial for treating liver diseases caused by oxidative stress.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: GO:1903409 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25798044 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
PubMed
Title | Date | PubMed |
---|---|---|
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006 Nov |
|
Comparative study of the alkyl and peroxy radical-scavenging activity of 2-t-butyl-4-methoxyphenol (BHA) and its dimer, and their theoretical parameters. | 2008 May-Jun |
|
Cameroonian medicinal plants: pharmacology and derived natural products. | 2010 |
|
Potential involvement of F0F1-ATP(synth)ase and reactive oxygen species in apoptosis induction by the antineoplastic agent erucylphosphohomocholine in glioblastoma cell lines : a mechanism for induction of apoptosis via the 18 kDa mitochondrial translocator protein. | 2010 Jul |
|
Antimicrobial and antioxidant effects of phenolic constituents from Klainedoxa gabonensis. | 2010 Oct |
Patents
Sample Use Guides
BHA (E 320) is a synthetic antioxidant authorised as a food additive. BHA is a mixture of two isomers with full chemical names 2-tert-butyl-4-hydroxyanisole and 3-tert-butyl-4-hydroxyanisole.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25798044
It was examined the effect of BHA against hydrogen peroxide (H2O2)-induced apoptosis in primary cultured mouse hepatocytes. Butylated hydroxyanisole (BHA; 3-tert-butyl 4-hydroxyanisole) is one of the most widely used synthetic phenolic compounds. To determine the effect of BHA on decreased cell viability caused by H2O2, cells were pretreated with various concentrations (0~10 µM) of BHA for 30 min and then treated with 1,000 µM H2O2. BHA prevented the decreases in cell viability caused by H2O2. These results indicate that BHA pretreatment protects primary cultured mouse hepatocytes from H2O2-induced apoptosis.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:52:40 GMT 2023
by
admin
on
Fri Dec 15 15:52:40 GMT 2023
|
Record UNII |
62RAC24292
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English |
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
C051362
Created by
admin on Fri Dec 15 15:52:40 GMT 2023 , Edited by admin on Fri Dec 15 15:52:40 GMT 2023
|
PRIMARY | |||
|
204-442-7
Created by
admin on Fri Dec 15 15:52:40 GMT 2023 , Edited by admin on Fri Dec 15 15:52:40 GMT 2023
|
PRIMARY | |||
|
121-00-6
Created by
admin on Fri Dec 15 15:52:40 GMT 2023 , Edited by admin on Fri Dec 15 15:52:40 GMT 2023
|
PRIMARY | |||
|
1083100
Created by
admin on Fri Dec 15 15:52:40 GMT 2023 , Edited by admin on Fri Dec 15 15:52:40 GMT 2023
|
PRIMARY | |||
|
DTXSID7040788
Created by
admin on Fri Dec 15 15:52:40 GMT 2023 , Edited by admin on Fri Dec 15 15:52:40 GMT 2023
|
PRIMARY | |||
|
62RAC24292
Created by
admin on Fri Dec 15 15:52:40 GMT 2023 , Edited by admin on Fri Dec 15 15:52:40 GMT 2023
|
PRIMARY | |||
|
76358
Created by
admin on Fri Dec 15 15:52:40 GMT 2023 , Edited by admin on Fri Dec 15 15:52:40 GMT 2023
|
PRIMARY | |||
|
8456
Created by
admin on Fri Dec 15 15:52:40 GMT 2023 , Edited by admin on Fri Dec 15 15:52:40 GMT 2023
|
PRIMARY | |||
|
2750
Created by
admin on Fri Dec 15 15:52:40 GMT 2023 , Edited by admin on Fri Dec 15 15:52:40 GMT 2023
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
METABOLITE -> PARENT |
|
||
|
METABOLITE -> PARENT |
|
Related Record | Type | Details | ||
---|---|---|---|---|
|
PARENT -> IMPURITY |