Bis(2,3,6-tribromo-4,5-dihydroxyphenyl)methane

Details

• Internal ID: b2898c17-282d-439c-873c-e9dc766fc2e4
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: 3,4,6-tribromo-5-[(2,3,6-tribromo-4,5-dihydroxyphenyl)methyl]benzene-1,2-diol
• SMILES (Canonical): C(C1=C(C(=C(C(=C1Br)Br)O)O)Br)C2=C(C(=C(C(=C2Br)Br)O)O)Br
• SMILES (Isomeric): C(C1=C(C(=C(C(=C1Br)Br)O)O)Br)C2=C(C(=C(C(=C2Br)Br)O)O)Br
• InChI: InChI=1S/C13H6Br6O4/c14-4-2(6(16)10(20)12(22)8(4)18)1-3-5(15)9(19)13(23)11(21)7(3)17/h20-23H,1H2
• InChI Key: AMKNSMNMEAMKDN-UHFFFAOYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₆Br₆O₄
• Molecular Weight: 705.60 g/mol
• Exact Mass: 705.53049 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 6.67
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• BDBM50363494
• bis(2,3,6-tribromo-4,5-dihydroxyphenyl)methane

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9020	90.20%
Caco-2	-	0.6868	68.68%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7971	79.71%
OATP2B1 inhibitior	-	0.5770	57.70%
OATP1B1 inhibitior	+	0.7748	77.48%
OATP1B3 inhibitior	+	0.9141	91.41%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5764	57.64%
P-glycoprotein inhibitior	-	0.9093	90.93%
P-glycoprotein substrate	-	0.9797	97.97%
CYP3A4 substrate	-	0.7313	73.13%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	+	0.3716	37.16%
CYP3A4 inhibition	+	0.5265	52.65%
CYP2C9 inhibition	+	0.8617	86.17%
CYP2C19 inhibition	+	0.6391	63.91%
CYP2D6 inhibition	-	0.7914	79.14%
CYP1A2 inhibition	+	0.8153	81.53%
CYP2C8 inhibition	-	0.8545	85.45%
CYP inhibitory promiscuity	+	0.7626	76.26%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6092	60.92%
Carcinogenicity (trinary)	Non-required	0.4436	44.36%
Eye corrosion	-	0.8884	88.84%
Eye irritation	+	0.9470	94.70%
Skin irritation	-	0.5268	52.68%
Skin corrosion	-	0.9115	91.15%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4932	49.32%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	+	0.6589	65.89%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7780	77.80%
Acute Oral Toxicity (c)	III	0.7278	72.78%
Estrogen receptor binding	-	0.6263	62.63%
Androgen receptor binding	-	0.5060	50.60%
Thyroid receptor binding	-	0.5438	54.38%
Glucocorticoid receptor binding	+	0.5430	54.30%
Aromatase binding	-	0.6104	61.04%
PPAR gamma	+	0.7219	72.19%
Honey bee toxicity	-	0.9346	93.46%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9935	99.35%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	680 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.66%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.19%	89.34%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.48%	83.57%

Plants that contains it

• Erigeron philadelphicus

Cross-Links

• PubChem: 21778115
• LOTUS: LTS0023829
• wikiData: Q105303638