Methyl 2-(2,5-dibromo-3,4-dihydroxyphenyl)acetate

Details

Top
Internal ID 6e392b18-025c-4424-8f85-be7388a8e552
Taxonomy Benzenoids > Phenols > Benzenediols > Catechols
IUPAC Name methyl 2-(2,5-dibromo-3,4-dihydroxyphenyl)acetate
SMILES (Canonical) COC(=O)CC1=CC(=C(C(=C1Br)O)O)Br
SMILES (Isomeric) COC(=O)CC1=CC(=C(C(=C1Br)O)O)Br
InChI InChI=1S/C9H8Br2O4/c1-15-6(12)3-4-2-5(10)8(13)9(14)7(4)11/h2,13-14H,3H2,1H3
InChI Key XKROHWQJXLRWHE-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C9H8Br2O4
Molecular Weight 339.96 g/mol
Exact Mass 339.87688 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.34
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of Methyl 2-(2,5-dibromo-3,4-dihydroxyphenyl)acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9387 93.87%
Caco-2 + 0.7737 77.37%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.7143 71.43%
Subcellular localzation Mitochondria 0.8519 85.19%
OATP2B1 inhibitior - 0.8599 85.99%
OATP1B1 inhibitior + 0.8833 88.33%
OATP1B3 inhibitior + 0.9515 95.15%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.7364 73.64%
P-glycoprotein inhibitior - 0.9677 96.77%
P-glycoprotein substrate - 0.8851 88.51%
CYP3A4 substrate - 0.6095 60.95%
CYP2C9 substrate - 0.8000 80.00%
CYP2D6 substrate - 0.8003 80.03%
CYP3A4 inhibition - 0.8823 88.23%
CYP2C9 inhibition - 0.6638 66.38%
CYP2C19 inhibition - 0.8004 80.04%
CYP2D6 inhibition - 0.8753 87.53%
CYP1A2 inhibition - 0.6662 66.62%
CYP2C8 inhibition - 0.7633 76.33%
CYP inhibitory promiscuity - 0.8166 81.66%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.6784 67.84%
Carcinogenicity (trinary) Non-required 0.4982 49.82%
Eye corrosion - 0.8891 88.91%
Eye irritation + 0.9612 96.12%
Skin irritation - 0.5408 54.08%
Skin corrosion - 0.9436 94.36%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6980 69.80%
Micronuclear + 0.5377 53.77%
Hepatotoxicity + 0.6560 65.60%
skin sensitisation - 0.7444 74.44%
Respiratory toxicity - 0.7111 71.11%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity - 0.6500 65.00%
Nephrotoxicity - 0.7500 75.00%
Acute Oral Toxicity (c) III 0.7121 71.21%
Estrogen receptor binding + 0.6143 61.43%
Androgen receptor binding + 0.6243 62.43%
Thyroid receptor binding - 0.7041 70.41%
Glucocorticoid receptor binding + 0.6905 69.05%
Aromatase binding - 0.7160 71.60%
PPAR gamma + 0.5436 54.36%
Honey bee toxicity - 0.9586 95.86%
Biodegradation - 0.5000 50.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9763 97.63%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 98.73% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.35% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.52% 99.17%
CHEMBL2581 P07339 Cathepsin D 86.83% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.52% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 84.18% 94.73%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 83.79% 89.34%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.25% 94.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.00% 96.95%
CHEMBL4208 P20618 Proteasome component C5 81.32% 90.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.76% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.45% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.15% 86.33%

Plants that contains it

Top
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.
Skimmia laureola

Cross-Links

Top
PubChem 71579763
LOTUS LTS0160984
wikiData Q105126140