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

Details

• Internal ID: 7d6c2382-7fd5-4d5d-be9d-6653c9dd91b2
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: (2R)-3-(3-bromo-4,5-dihydroxyphenyl)-2-(3,5-dibromo-4-hydroxyphenyl)propanoic acid
• SMILES (Canonical): C1=C(C=C(C(=C1O)O)Br)CC(C2=CC(=C(C(=C2)Br)O)Br)C(=O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)O)Br)C[C@H](C2=CC(=C(C(=C2)Br)O)Br)C(=O)O
• InChI: InChI=1S/C15H11Br3O5/c16-9-2-6(3-12(19)14(9)21)1-8(15(22)23)7-4-10(17)13(20)11(18)5-7/h2-5,8,19-21H,1H2,(H,22,23)/t8-/m1/s1
• InChI Key: SVFYFOYQVOGZFH-MRVPVSSYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₁Br₃O₅
• Molecular Weight: 511.00 g/mol
• Exact Mass: 509.81361 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.50
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9034	90.34%
Caco-2	-	0.8066	80.66%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8474	84.74%
OATP2B1 inhibitior	+	0.5727	57.27%
OATP1B1 inhibitior	+	0.8864	88.64%
OATP1B3 inhibitior	+	0.8959	89.59%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5716	57.16%
P-glycoprotein inhibitior	-	0.9548	95.48%
P-glycoprotein substrate	-	0.9484	94.84%
CYP3A4 substrate	-	0.6597	65.97%
CYP2C9 substrate	+	0.6241	62.41%
CYP2D6 substrate	-	0.8220	82.20%
CYP3A4 inhibition	-	0.7318	73.18%
CYP2C9 inhibition	-	0.5476	54.76%
CYP2C19 inhibition	-	0.8270	82.70%
CYP2D6 inhibition	-	0.9222	92.22%
CYP1A2 inhibition	-	0.6810	68.10%
CYP2C8 inhibition	-	0.8196	81.96%
CYP inhibitory promiscuity	-	0.7451	74.51%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6588	65.88%
Carcinogenicity (trinary)	Non-required	0.4953	49.53%
Eye corrosion	-	0.9540	95.40%
Eye irritation	+	0.9125	91.25%
Skin irritation	-	0.5254	52.54%
Skin corrosion	-	0.9558	95.58%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5910	59.10%
Micronuclear	+	0.7007	70.07%
Hepatotoxicity	+	0.6675	66.75%
skin sensitisation	+	0.5502	55.02%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9356	93.56%
Acute Oral Toxicity (c)	III	0.7493	74.93%
Estrogen receptor binding	+	0.6610	66.10%
Androgen receptor binding	+	0.6540	65.40%
Thyroid receptor binding	+	0.6342	63.42%
Glucocorticoid receptor binding	+	0.6041	60.41%
Aromatase binding	-	0.5588	55.88%
PPAR gamma	+	0.7249	72.49%
Honey bee toxicity	-	0.9158	91.58%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9973	99.73%

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	95.87%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.14%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.87%	99.15%
CHEMBL2581	P07339	Cathepsin D	90.05%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	88.40%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.01%	94.45%
CHEMBL4208	P20618	Proteasome component C5	86.40%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.17%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.90%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.61%	90.71%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.69%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.95%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162870453
• LOTUS: LTS0064490
• wikiData: Q105261952