Pentabromo-2-hydroxy-diphenyl ether

Details

• Internal ID: 8b00adfd-7014-48e4-9ec6-9ddfc39f3601
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylethers > Bromodiphenyl ethers
• IUPAC Name: 2,3,4,5-tetrabromo-6-(2-bromophenoxy)phenol
• SMILES (Canonical): C1=CC=C(C(=C1)OC2=C(C(=C(C(=C2Br)Br)Br)Br)O)Br
• SMILES (Isomeric): C1=CC=C(C(=C1)OC2=C(C(=C(C(=C2Br)Br)Br)Br)O)Br
• InChI: InChI=1S/C12H5Br5O2/c13-5-3-1-2-4-6(5)19-12-10(17)8(15)7(14)9(16)11(12)18/h1-4,18H
• InChI Key: BOKPHTBEQUIUOX-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₅Br₅O₂
• Molecular Weight: 580.70 g/mol
• Exact Mass: 579.61654 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 7.00
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• pentabromo-2-hydroxy-diphenyl ether
• 2,2',3,4,5-Pentabromo-6-hydroxydiphenyl ether

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.7046	70.46%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8566	85.66%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.9135	91.35%
OATP1B3 inhibitior	+	0.9085	90.85%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4738	47.38%
P-glycoprotein inhibitior	-	0.9345	93.45%
P-glycoprotein substrate	-	0.9693	96.93%
CYP3A4 substrate	-	0.6147	61.47%
CYP2C9 substrate	-	0.7828	78.28%
CYP2D6 substrate	-	0.6883	68.83%
CYP3A4 inhibition	-	0.8564	85.64%
CYP2C9 inhibition	+	0.7706	77.06%
CYP2C19 inhibition	+	0.8979	89.79%
CYP2D6 inhibition	-	0.8962	89.62%
CYP1A2 inhibition	+	0.8775	87.75%
CYP2C8 inhibition	+	0.6015	60.15%
CYP inhibitory promiscuity	+	0.7282	72.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6326	63.26%
Carcinogenicity (trinary)	Warning	0.3992	39.92%
Eye corrosion	-	0.7800	78.00%
Eye irritation	+	0.9144	91.44%
Skin irritation	-	0.5447	54.47%
Skin corrosion	-	0.9849	98.49%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7273	72.73%
Micronuclear	-	0.6244	62.44%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	+	0.8603	86.03%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	-	0.5861	58.61%
Acute Oral Toxicity (c)	III	0.8429	84.29%
Estrogen receptor binding	+	0.6945	69.45%
Androgen receptor binding	-	0.4825	48.25%
Thyroid receptor binding	+	0.7995	79.95%
Glucocorticoid receptor binding	+	0.8204	82.04%
Aromatase binding	+	0.7363	73.63%
PPAR gamma	+	0.9394	93.94%
Honey bee toxicity	-	0.9010	90.10%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7900	79.00%
Fish aquatic toxicity	+	0.9856	98.56%

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	96.93%	91.11%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.37%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.05%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.10%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.54%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.91%	99.15%

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: 14636503
• NPASS: NPC25134
• LOTUS: LTS0056030
• wikiData: Q104939290