3-Bromo-4-(2,3-dibromo-4,5-dihydroxybenzyl)-5-methoxymethyl-pyrocatechol

Details

• Internal ID: 487a4a48-3287-4273-ba05-7a3ba00dfa98
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: 3,4-dibromo-5-[[2-bromo-3,4-dihydroxy-6-(methoxymethyl)phenyl]methyl]benzene-1,2-diol
• InChI: InChI=1S/C15H13Br3O5/c1-23-5-7-4-10(20)14(21)12(17)8(7)2-6-3-9(19)15(22)13(18)11(6)16/h3-4,19-22H,2,5H2,1H3
• InChI Key: IPYUYPHYIFALPM-UHFFFAOYSA-N
• Popularity: 14 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₃Br₃O₅
• Molecular Weight: 513.00 g/mol
• Exact Mass: 511.82926 g/mol
• Topological Polar Surface Area (TPSA): 90.20 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.53
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• SCHEMBL27728848
• 3-bromo-4-(2,3-dibromo-4,5-dihydroxybenzyl)-5-methoxymethyl-pyrocatechol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9293	92.93%
Caco-2	-	0.5320	53.20%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8548	85.48%
OATP2B1 inhibitior	+	0.7189	71.89%
OATP1B1 inhibitior	+	0.8454	84.54%
OATP1B3 inhibitior	+	0.9285	92.85%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4930	49.30%
P-glycoprotein inhibitior	-	0.9238	92.38%
P-glycoprotein substrate	-	0.9030	90.30%
CYP3A4 substrate	-	0.5400	54.00%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	+	0.3530	35.30%
CYP3A4 inhibition	+	0.5869	58.69%
CYP2C9 inhibition	+	0.6687	66.87%
CYP2C19 inhibition	+	0.6423	64.23%
CYP2D6 inhibition	-	0.6810	68.10%
CYP1A2 inhibition	+	0.7253	72.53%
CYP2C8 inhibition	+	0.5666	56.66%
CYP inhibitory promiscuity	+	0.6405	64.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7286	72.86%
Carcinogenicity (trinary)	Non-required	0.4905	49.05%
Eye corrosion	-	0.9701	97.01%
Eye irritation	+	0.6723	67.23%
Skin irritation	-	0.8070	80.70%
Skin corrosion	-	0.9551	95.51%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7745	77.45%
Micronuclear	-	0.5726	57.26%
Hepatotoxicity	+	0.5711	57.11%
skin sensitisation	-	0.7425	74.25%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.7879	78.79%
Acute Oral Toxicity (c)	III	0.6722	67.22%
Estrogen receptor binding	+	0.8980	89.80%
Androgen receptor binding	+	0.7187	71.87%
Thyroid receptor binding	+	0.6041	60.41%
Glucocorticoid receptor binding	+	0.8329	83.29%
Aromatase binding	+	0.7149	71.49%
PPAR gamma	+	0.7867	78.67%
Honey bee toxicity	-	0.8827	88.27%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9952	99.52%

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	99.05%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.11%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.42%	96.09%
CHEMBL4208	P20618	Proteasome component C5	89.24%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.20%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.06%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.52%	99.15%
CHEMBL2581	P07339	Cathepsin D	87.11%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.40%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.50%	89.62%
CHEMBL3401	O75469	Pregnane X receptor	82.17%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.81%	96.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.69%	92.94%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10324137
• LOTUS: LTS0163479
• wikiData: Q105117598