2-Bromo-4-(2,4,6-trihydroxyphenyl)-6-[2,4,6-trihydroxy-3-(2,4,6-trihydroxyphenyl)phenyl]benzene-1,3,5-triol

Details

• Internal ID: b6580b8e-bf2f-45b1-a7da-715b9d9d0922
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Terphenyls > M-terphenyls
• IUPAC Name: 2-bromo-4-(2,4,6-trihydroxyphenyl)-6-[2,4,6-trihydroxy-3-(2,4,6-trihydroxyphenyl)phenyl]benzene-1,3,5-triol
• SMILES (Canonical): C1=C(C=C(C(=C1O)C2=C(C(=C(C=C2O)O)C3=C(C(=C(C(=C3O)C4=C(C=C(C=C4O)O)O)O)Br)O)O)O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)C2=C(C(=C(C=C2O)O)C3=C(C(=C(C(=C3O)C4=C(C=C(C=C4O)O)O)O)Br)O)O)O)O
• InChI: InChI=1S/C24H17BrO12/c25-20-23(36)18(15-10(30)3-7(27)4-11(15)31)22(35)19(24(20)37)17-13(33)5-12(32)16(21(17)34)14-8(28)1-6(26)2-9(14)29/h1-5,26-37H
• InChI Key: CJWINCMNQKZUII-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₁₇BrO₁₂
• Molecular Weight: 577.30 g/mol
• Exact Mass: 575.99034 g/mol
• Topological Polar Surface Area (TPSA): 243.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.92
• H-Bond Acceptor: 12
• H-Bond Donor: 12
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9659	96.59%
Caco-2	-	0.8388	83.88%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7737	77.37%
OATP2B1 inhibitior	+	0.5866	58.66%
OATP1B1 inhibitior	+	0.9076	90.76%
OATP1B3 inhibitior	+	0.8883	88.83%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6610	66.10%
P-glycoprotein inhibitior	-	0.7143	71.43%
P-glycoprotein substrate	-	0.9607	96.07%
CYP3A4 substrate	-	0.6581	65.81%
CYP2C9 substrate	-	0.7801	78.01%
CYP2D6 substrate	-	0.6567	65.67%
CYP3A4 inhibition	+	0.6017	60.17%
CYP2C9 inhibition	+	0.9196	91.96%
CYP2C19 inhibition	+	0.7094	70.94%
CYP2D6 inhibition	-	0.9145	91.45%
CYP1A2 inhibition	+	0.8228	82.28%
CYP2C8 inhibition	-	0.6462	64.62%
CYP inhibitory promiscuity	+	0.8947	89.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6187	61.87%
Carcinogenicity (trinary)	Non-required	0.5213	52.13%
Eye corrosion	-	0.9601	96.01%
Eye irritation	+	0.8046	80.46%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8847	88.47%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7645	76.45%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	+	0.5651	56.51%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6507	65.07%
Acute Oral Toxicity (c)	IV	0.6177	61.77%
Estrogen receptor binding	+	0.8179	81.79%
Androgen receptor binding	+	0.5969	59.69%
Thyroid receptor binding	+	0.6918	69.18%
Glucocorticoid receptor binding	+	0.7325	73.25%
Aromatase binding	+	0.5370	53.70%
PPAR gamma	+	0.9154	91.54%
Honey bee toxicity	-	0.9157	91.57%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9935	99.35%

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	98.39%	91.11%
CHEMBL1929	P47989	Xanthine dehydrogenase	91.46%	96.12%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.47%	99.15%
CHEMBL4208	P20618	Proteasome component C5	86.78%	90.00%
CHEMBL3194	P02766	Transthyretin	86.63%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.38%	95.56%
CHEMBL242	Q92731	Estrogen receptor beta	80.27%	98.35%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	80.01%	91.79%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101421585
• LOTUS: LTS0126084
• wikiData: Q104961779