(2R)-2-(3-bromo-5-hydroxy-4-methoxyphenyl)-3-(2,3-dibromo-4,5-dihydroxyphenyl)propanoic acid

Details

• Internal ID: 78c4ac07-9503-4245-a1e1-d379c5ddb543
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: (2R)-2-(3-bromo-5-hydroxy-4-methoxyphenyl)-3-(2,3-dibromo-4,5-dihydroxyphenyl)propanoic acid
• InChI: InChI=1S/C16H13Br3O6/c1-25-15-9(17)3-6(4-11(15)21)8(16(23)24)2-7-5-10(20)14(22)13(19)12(7)18/h3-5,8,20-22H,2H2,1H3,(H,23,24)/t8-/m1/s1
• InChI Key: FUZVJQBFHDTDIO-MRVPVSSYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₃Br₃O₆
• Molecular Weight: 541.00 g/mol
• Exact Mass: 539.82418 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.51
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9174	91.74%
Caco-2	-	0.7162	71.62%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8585	85.85%
OATP2B1 inhibitior	+	0.5776	57.76%
OATP1B1 inhibitior	+	0.8728	87.28%
OATP1B3 inhibitior	+	0.9215	92.15%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5476	54.76%
P-glycoprotein inhibitior	-	0.9307	93.07%
P-glycoprotein substrate	-	0.9029	90.29%
CYP3A4 substrate	-	0.5496	54.96%
CYP2C9 substrate	+	0.5905	59.05%
CYP2D6 substrate	-	0.7968	79.68%
CYP3A4 inhibition	-	0.7882	78.82%
CYP2C9 inhibition	+	0.5955	59.55%
CYP2C19 inhibition	-	0.6947	69.47%
CYP2D6 inhibition	-	0.9060	90.60%
CYP1A2 inhibition	+	0.5572	55.72%
CYP2C8 inhibition	-	0.6576	65.76%
CYP inhibitory promiscuity	-	0.6102	61.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6298	62.98%
Carcinogenicity (trinary)	Non-required	0.4327	43.27%
Eye corrosion	-	0.9548	95.48%
Eye irritation	-	0.5436	54.36%
Skin irritation	-	0.7090	70.90%
Skin corrosion	-	0.9688	96.88%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4031	40.31%
Micronuclear	+	0.6907	69.07%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8246	82.46%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9127	91.27%
Acute Oral Toxicity (c)	III	0.7715	77.15%
Estrogen receptor binding	+	0.8113	81.13%
Androgen receptor binding	+	0.5395	53.95%
Thyroid receptor binding	+	0.7135	71.35%
Glucocorticoid receptor binding	+	0.6045	60.45%
Aromatase binding	-	0.6437	64.37%
PPAR gamma	+	0.6210	62.10%
Honey bee toxicity	-	0.9222	92.22%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9952	99.52%

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	98.34%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.73%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.69%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.09%	99.17%
CHEMBL2581	P07339	Cathepsin D	89.25%	98.95%
CHEMBL4208	P20618	Proteasome component C5	88.62%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.37%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.28%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.91%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.90%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.55%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.01%	94.00%
CHEMBL1255126	O15151	Protein Mdm4	82.66%	90.20%
CHEMBL2535	P11166	Glucose transporter	81.47%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	81.42%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162928454
• LOTUS: LTS0267505
• wikiData: Q105002220