Butylated Hydroxyanisole

Details

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Internal ID e8c785b8-c335-4746-8454-c5585c6448d7
Taxonomy Benzenoids > Phenols > Methoxyphenols
IUPAC Name 2-tert-butyl-4-methoxyphenol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C11H16O2/c1-11(2,3)9-7-8(13-4)5-6-10(9)12/h5-7,12H,1-4H3
InChI Key MRBKEAMVRSLQPH-UHFFFAOYSA-N
Popularity 2,400 references in papers

Physical and Chemical Properties

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Molecular Formula C11H16O2
Molecular Weight 180.24 g/mol
Exact Mass 180.115029749 g/mol
Topological Polar Surface Area (TPSA) 29.50 Ų
XlogP 3.20
Atomic LogP (AlogP) 2.70
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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Phenol, (1,1-dimethylethyl)-4-methoxy-
tert-Butyl-4-hydroxyanisole
2(3)-tert-Butyl-4-hydroxyanisole
Antrancine 12
Nipantiox 1-F
Tenox BHA
Butylohydroksyanizol
Butyl hydroxyanisole
BOA (antioxidant)
Sustane 1-F
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Butylated Hydroxyanisole

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9944 99.44%
Caco-2 + 0.7308 73.08%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.9024 90.24%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9641 96.41%
OATP1B3 inhibitior + 0.9733 97.33%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.9108 91.08%
P-glycoprotein inhibitior - 0.9717 97.17%
P-glycoprotein substrate - 0.9641 96.41%
CYP3A4 substrate - 0.6408 64.08%
CYP2C9 substrate - 0.7664 76.64%
CYP2D6 substrate + 0.3612 36.12%
CYP3A4 inhibition - 0.8145 81.45%
CYP2C9 inhibition - 0.9200 92.00%
CYP2C19 inhibition - 0.7903 79.03%
CYP2D6 inhibition - 0.9142 91.42%
CYP1A2 inhibition + 0.5624 56.24%
CYP2C8 inhibition - 0.8034 80.34%
CYP inhibitory promiscuity - 0.7835 78.35%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.7052 70.52%
Carcinogenicity (trinary) Non-required 0.6353 63.53%
Eye corrosion + 0.7706 77.06%
Eye irritation + 0.9934 99.34%
Skin irritation + 0.6562 65.62%
Skin corrosion - 0.5468 54.68%
Ames mutagenesis - 0.9600 96.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6803 68.03%
Micronuclear - 0.9326 93.26%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation + 0.6011 60.11%
Respiratory toxicity - 0.9222 92.22%
Reproductive toxicity - 0.6778 67.78%
Mitochondrial toxicity - 0.9625 96.25%
Nephrotoxicity - 0.6048 60.48%
Acute Oral Toxicity (c) III 0.8429 84.29%
Estrogen receptor binding - 0.5283 52.83%
Androgen receptor binding + 0.5298 52.98%
Thyroid receptor binding - 0.6431 64.31%
Glucocorticoid receptor binding - 0.7583 75.83%
Aromatase binding - 0.7767 77.67%
PPAR gamma - 0.7421 74.21%
Honey bee toxicity - 0.9702 97.02%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.7100 71.00%
Fish aquatic toxicity + 0.8133 81.33%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL3577 P00352 Aldehyde dehydrogenase 1A1 25118.9 nM
Potency
via CMAUP
CHEMBL2608 P10253 Lysosomal alpha-glucosidase 19952.6 nM
Potency
via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.33% 91.11%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.95% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.09% 95.56%
CHEMBL4208 P20618 Proteasome component C5 88.63% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.80% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.05% 94.00%
CHEMBL1907 P15144 Aminopeptidase N 83.45% 93.31%
CHEMBL2581 P07339 Cathepsin D 83.33% 98.95%
CHEMBL2535 P11166 Glucose transporter 82.79% 98.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.64% 96.09%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 82.57% 91.79%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 80.60% 93.65%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Humulus scandens
Leonurus japonicus

Cross-Links

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PubChem 8456
NPASS NPC275627
ChEMBL CHEMBL192451