3,5-Dihydroxy-4-[2,3-dihydroxy-4-methoxy-6-(ethoxycarbonyl)phenoxy]benzoic acid

Details

• Internal ID: e5486116-bd20-4f0e-987b-2f5f3611ec45
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylethers
• IUPAC Name: 4-(6-ethoxycarbonyl-2,3-dihydroxy-4-methoxyphenoxy)-3,5-dihydroxybenzoic acid
• SMILES (Canonical): CCOC(=O)C1=CC(=C(C(=C1OC2=C(C=C(C=C2O)C(=O)O)O)O)O)OC
• SMILES (Isomeric): CCOC(=O)C1=CC(=C(C(=C1OC2=C(C=C(C=C2O)C(=O)O)O)O)O)OC
• InChI: InChI=1S/C17H16O10/c1-3-26-17(24)8-6-11(25-2)12(20)13(21)14(8)27-15-9(18)4-7(16(22)23)5-10(15)19/h4-6,18-21H,3H2,1-2H3,(H,22,23)
• InChI Key: WOSPOYQELBCKSX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₁₀
• Molecular Weight: 380.30 g/mol
• Exact Mass: 380.07434670 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8799	87.99%
Caco-2	-	0.6860	68.60%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8455	84.55%
OATP2B1 inhibitior	-	0.7060	70.60%
OATP1B1 inhibitior	+	0.8858	88.58%
OATP1B3 inhibitior	+	0.8668	86.68%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6784	67.84%
P-glycoprotein inhibitior	-	0.7719	77.19%
P-glycoprotein substrate	-	0.8862	88.62%
CYP3A4 substrate	-	0.5420	54.20%
CYP2C9 substrate	-	0.7603	76.03%
CYP2D6 substrate	-	0.8735	87.35%
CYP3A4 inhibition	-	0.8602	86.02%
CYP2C9 inhibition	+	0.5627	56.27%
CYP2C19 inhibition	-	0.7105	71.05%
CYP2D6 inhibition	-	0.8912	89.12%
CYP1A2 inhibition	-	0.5383	53.83%
CYP2C8 inhibition	+	0.7432	74.32%
CYP inhibitory promiscuity	-	0.7496	74.96%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8097	80.97%
Carcinogenicity (trinary)	Non-required	0.7612	76.12%
Eye corrosion	-	0.9904	99.04%
Eye irritation	+	0.5567	55.67%
Skin irritation	-	0.8143	81.43%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.6574	65.74%
Human Ether-a-go-go-Related Gene inhibition	-	0.6689	66.89%
Micronuclear	+	0.6107	61.07%
Hepatotoxicity	+	0.5531	55.31%
skin sensitisation	-	0.7789	77.89%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.7077	70.77%
Acute Oral Toxicity (c)	III	0.8367	83.67%
Estrogen receptor binding	+	0.8726	87.26%
Androgen receptor binding	+	0.5532	55.32%
Thyroid receptor binding	-	0.5734	57.34%
Glucocorticoid receptor binding	+	0.7331	73.31%
Aromatase binding	+	0.5676	56.76%
PPAR gamma	+	0.5252	52.52%
Honey bee toxicity	-	0.9402	94.02%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9860	98.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.65%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.91%	97.21%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	92.11%	94.42%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.79%	99.17%
CHEMBL3194	P02766	Transthyretin	90.36%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.63%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.16%	96.09%
CHEMBL2535	P11166	Glucose transporter	86.41%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.28%	96.95%
CHEMBL4208	P20618	Proteasome component C5	85.80%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.22%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.06%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.71%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	80.45%	94.73%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.38%	87.67%
CHEMBL2581	P07339	Cathepsin D	80.33%	98.95%

Plants that contains it

• Haematoxylum campechianum

Cross-Links

• PubChem: 100968203
• LOTUS: LTS0244099
• wikiData: Q105309666