3,5,5',6-Tetrabromo-2,2'-dihydroxydiphenyl ether

Details

• Internal ID: 89a81533-0e35-415d-8e29-f6e591e2b6c5
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylethers > Bromodiphenyl ethers
• IUPAC Name: 3,4,6-tribromo-2-(5-bromo-2-hydroxyphenoxy)phenol
• SMILES (Canonical): C1=CC(=C(C=C1Br)OC2=C(C(=CC(=C2Br)Br)Br)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1Br)OC2=C(C(=CC(=C2Br)Br)Br)O)O
• InChI: InChI=1S/C12H6Br4O3/c13-5-1-2-8(17)9(3-5)19-12-10(16)6(14)4-7(15)11(12)18/h1-4,17-18H
• InChI Key: FPPWQVRIMLACOZ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₆Br₄O₃
• Molecular Weight: 517.79 g/mol
• Exact Mass: 517.70095 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.94
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 3,5,5',6-Tetrabromo-2,2'-dihydroxydiphenyl ether

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	-	0.5787	57.87%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8649	86.49%
OATP2B1 inhibitior	-	0.5665	56.65%
OATP1B1 inhibitior	+	0.9323	93.23%
OATP1B3 inhibitior	+	0.8761	87.61%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7971	79.71%
P-glycoprotein inhibitior	-	0.9476	94.76%
P-glycoprotein substrate	-	0.9524	95.24%
CYP3A4 substrate	-	0.6067	60.67%
CYP2C9 substrate	-	0.7828	78.28%
CYP2D6 substrate	-	0.6883	68.83%
CYP3A4 inhibition	-	0.8459	84.59%
CYP2C9 inhibition	+	0.8967	89.67%
CYP2C19 inhibition	+	0.8687	86.87%
CYP2D6 inhibition	-	0.9149	91.49%
CYP1A2 inhibition	+	0.8090	80.90%
CYP2C8 inhibition	+	0.6290	62.90%
CYP inhibitory promiscuity	+	0.8226	82.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6548	65.48%
Carcinogenicity (trinary)	Warning	0.4037	40.37%
Eye corrosion	-	0.8345	83.45%
Eye irritation	+	0.9885	98.85%
Skin irritation	-	0.5591	55.91%
Skin corrosion	-	0.9824	98.24%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7607	76.07%
Micronuclear	-	0.5126	51.26%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	+	0.7233	72.33%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.7755	77.55%
Acute Oral Toxicity (c)	III	0.7840	78.40%
Estrogen receptor binding	+	0.6162	61.62%
Androgen receptor binding	+	0.6923	69.23%
Thyroid receptor binding	+	0.7698	76.98%
Glucocorticoid receptor binding	+	0.8498	84.98%
Aromatase binding	+	0.7653	76.53%
PPAR gamma	+	0.8937	89.37%
Honey bee toxicity	-	0.9352	93.52%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7001	70.01%
Fish aquatic toxicity	+	0.9910	99.10%

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	98.14%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.61%	99.15%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.74%	89.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.02%	94.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	88.17%	98.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.15%	95.56%
CHEMBL3194	P02766	Transthyretin	87.83%	90.71%
CHEMBL4208	P20618	Proteasome component C5	84.99%	90.00%
CHEMBL5994	O00574	C-X-C chemokine receptor type 6	83.94%	90.00%
CHEMBL4617	P11086	Phenylethanolamine N-methyltransferase	81.80%	81.00%

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: 16115958
• NPASS: NPC64130
• LOTUS: LTS0074390
• wikiData: Q104999331