1,2,3-Tribromo-4-(3,5-dibromo-2-methoxyphenoxy)-5-methoxybenzene

Details

• Internal ID: 73d588a4-5f05-45d2-acfe-bf943501e49b
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylethers > Bromodiphenyl ethers
• IUPAC Name: 1,2,3-tribromo-4-(3,5-dibromo-2-methoxyphenoxy)-5-methoxybenzene
• SMILES (Canonical): COC1=CC(=C(C(=C1OC2=C(C(=CC(=C2)Br)Br)OC)Br)Br)Br
• SMILES (Isomeric): COC1=CC(=C(C(=C1OC2=C(C(=CC(=C2)Br)Br)OC)Br)Br)Br
• InChI: InChI=1S/C14H9Br5O3/c1-20-9-5-7(16)11(18)12(19)14(9)22-10-4-6(15)3-8(17)13(10)21-2/h3-5H,1-2H3
• InChI Key: MXPHINKLSXPVGO-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₉Br₅O₃
• Molecular Weight: 624.70 g/mol
• Exact Mass: 623.64276 g/mol
• Topological Polar Surface Area (TPSA): 27.70 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 7.31
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 3',4,5,5',6-Pentabromo-2,2'-dimethoxydiphenyl ether

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.6668	66.68%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8217	82.17%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.9337	93.37%
OATP1B3 inhibitior	+	0.9700	97.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8544	85.44%
P-glycoprotein inhibitior	-	0.7620	76.20%
P-glycoprotein substrate	-	0.8843	88.43%
CYP3A4 substrate	-	0.5678	56.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3603	36.03%
CYP3A4 inhibition	-	0.6929	69.29%
CYP2C9 inhibition	+	0.6766	67.66%
CYP2C19 inhibition	+	0.9328	93.28%
CYP2D6 inhibition	-	0.8915	89.15%
CYP1A2 inhibition	+	0.9120	91.20%
CYP2C8 inhibition	+	0.5365	53.65%
CYP inhibitory promiscuity	+	0.8662	86.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6674	66.74%
Carcinogenicity (trinary)	Non-required	0.4098	40.98%
Eye corrosion	-	0.8485	84.85%
Eye irritation	+	0.7707	77.07%
Skin irritation	-	0.7605	76.05%
Skin corrosion	-	0.9866	98.66%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6763	67.63%
Micronuclear	-	0.5993	59.93%
Hepatotoxicity	+	0.5659	56.59%
skin sensitisation	-	0.6876	68.76%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	-	0.6555	65.55%
Acute Oral Toxicity (c)	III	0.6854	68.54%
Estrogen receptor binding	+	0.8708	87.08%
Androgen receptor binding	-	0.6034	60.34%
Thyroid receptor binding	+	0.6920	69.20%
Glucocorticoid receptor binding	+	0.8090	80.90%
Aromatase binding	+	0.7694	76.94%
PPAR gamma	+	0.8361	83.61%
Honey bee toxicity	-	0.8308	83.08%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.8200	82.00%
Fish aquatic toxicity	+	0.9888	98.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.80%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.55%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.97%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.60%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.66%	86.33%
CHEMBL4208	P20618	Proteasome component C5	83.86%	90.00%
CHEMBL2535	P11166	Glucose transporter	82.59%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.13%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.11%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.35%	91.11%

Plants that contains it

• Achillea leptophylla
• Aldama cordifolia
• Cordiera macrophylla
• Dioscorea futschauensis
• Dorstenia barnimiana
• Petrosedum forsterianum
• Rubia yunnanensis
• Uvaria mocoli
• Verbascum georgicum
• Zieria chevalieri

Cross-Links

• PubChem: 21637537
• NPASS: NPC264379
• LOTUS: LTS0031872
• wikiData: Q105174455