3,4-Dibromo-2-(5-bromo-2-hydroxy-phenoxy)-phenol

Details

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Internal ID ecc03857-85da-4d1e-9539-caa685f9129a
Taxonomy Benzenoids > Benzene and substituted derivatives > Diphenylethers > Bromodiphenyl ethers
IUPAC Name 3,4-dibromo-2-(5-bromo-2-hydroxyphenoxy)phenol
SMILES (Canonical) C1=CC(=C(C=C1Br)OC2=C(C=CC(=C2Br)Br)O)O
SMILES (Isomeric) C1=CC(=C(C=C1Br)OC2=C(C=CC(=C2Br)Br)O)O
InChI InChI=1S/C12H7Br3O3/c13-6-1-3-8(16)10(5-6)18-12-9(17)4-2-7(14)11(12)15/h1-5,16-17H
InChI Key MQTQEJZMDKSDNZ-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C12H7Br3O3
Molecular Weight 438.89 g/mol
Exact Mass 437.79248 g/mol
Topological Polar Surface Area (TPSA) 49.70 Ų
XlogP 4.80
Atomic LogP (AlogP) 5.18
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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3,4-Dibromo-2-(5-bromo-2-hydroxy-phenoxy)-phenol
D0F1VR
BDBM50150781
PD181098
5,5',6-Tribromo-2,2'-dihydroxydiphenyl ether

2D Structure

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2D Structure of 3,4-Dibromo-2-(5-bromo-2-hydroxy-phenoxy)-phenol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9893 98.93%
Caco-2 - 0.5220 52.20%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.6571 65.71%
Subcellular localzation Mitochondria 0.8649 86.49%
OATP2B1 inhibitior - 0.5684 56.84%
OATP1B1 inhibitior + 0.9381 93.81%
OATP1B3 inhibitior + 0.8761 87.61%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.7732 77.32%
P-glycoprotein inhibitior - 0.9399 93.99%
P-glycoprotein substrate - 0.9774 97.74%
CYP3A4 substrate - 0.6254 62.54%
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 + 0.5445 54.45%
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 + 0.9843 98.43%
Skin irritation - 0.5591 55.91%
Skin corrosion - 0.9824 98.24%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7013 70.13%
Micronuclear - 0.5126 51.26%
Hepatotoxicity + 0.6625 66.25%
skin sensitisation + 0.7233 72.33%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity - 0.7250 72.50%
Nephrotoxicity - 0.6773 67.73%
Acute Oral Toxicity (c) III 0.7840 78.40%
Estrogen receptor binding + 0.7715 77.15%
Androgen receptor binding + 0.7089 70.89%
Thyroid receptor binding + 0.8145 81.45%
Glucocorticoid receptor binding + 0.8584 85.84%
Aromatase binding + 0.8645 86.45%
PPAR gamma + 0.9062 90.62%
Honey bee toxicity - 0.9007 90.07%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.7050 70.50%
Fish aquatic toxicity + 0.9910 99.10%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL3687 P18054 Arachidonate 12-lipoxygenase 47000 nM
IC50
PMID: 15267244
CHEMBL2903 P16050 Arachidonate 15-lipoxygenase 11000 nM
IC50
PMID: 15267244

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.17% 91.11%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 96.02% 99.15%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 91.17% 89.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.80% 95.56%
CHEMBL3194 P02766 Transthyretin 85.96% 90.71%
CHEMBL4208 P20618 Proteasome component C5 85.16% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.54% 94.00%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 80.71% 80.78%
CHEMBL4617 P11086 Phenylethanolamine N-methyltransferase 80.26% 81.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.12% 99.17%
CHEMBL1951 P21397 Monoamine oxidase A 80.02% 91.49%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Achillea leptophylla
Aldama cordifolia
Cordiera macrophylla
Dioscorea futschauensis
Dorstenia barnimiana
Petrosedum forsterianum
Rubia yunnanensis
Uvaria mocoli
Verbascum georgicum
Zieria chevalieri

Cross-Links

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PubChem 44396194
NPASS NPC191194
ChEMBL CHEMBL187472
LOTUS LTS0156478
wikiData Q105170274