Ethyl 3,5-dihydroxy-4-methoxybenzoate

Details

• Internal ID: 86c64c1b-195d-4bb7-8181-963edd0cd1fa
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives > Gallic acid and derivatives
• IUPAC Name: ethyl 3,5-dihydroxy-4-methoxybenzoate
• SMILES (Canonical): CCOC(=O)C1=CC(=C(C(=C1)O)OC)O
• SMILES (Isomeric): CCOC(=O)C1=CC(=C(C(=C1)O)OC)O
• InChI: InChI=1S/C10H12O5/c1-3-15-10(13)6-4-7(11)9(14-2)8(12)5-6/h4-5,11-12H,3H2,1-2H3
• InChI Key: GOZNKYAWCJCQEV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₅
• Molecular Weight: 212.20 g/mol
• Exact Mass: 212.06847348 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.28
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9480	94.80%
Caco-2	+	0.7447	74.47%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8542	85.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8746	87.46%
OATP1B3 inhibitior	+	0.9576	95.76%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8724	87.24%
P-glycoprotein inhibitior	-	0.9640	96.40%
P-glycoprotein substrate	-	0.9751	97.51%
CYP3A4 substrate	-	0.6112	61.12%
CYP2C9 substrate	-	0.6406	64.06%
CYP2D6 substrate	-	0.8008	80.08%
CYP3A4 inhibition	-	0.8826	88.26%
CYP2C9 inhibition	-	0.6764	67.64%
CYP2C19 inhibition	-	0.8075	80.75%
CYP2D6 inhibition	-	0.9193	91.93%
CYP1A2 inhibition	-	0.8405	84.05%
CYP2C8 inhibition	-	0.7284	72.84%
CYP inhibitory promiscuity	-	0.7170	71.70%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7963	79.63%
Carcinogenicity (trinary)	Non-required	0.7962	79.62%
Eye corrosion	-	0.9288	92.88%
Eye irritation	+	0.9687	96.87%
Skin irritation	-	0.5806	58.06%
Skin corrosion	-	0.9533	95.33%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6519	65.19%
Micronuclear	-	0.5753	57.53%
Hepatotoxicity	-	0.5822	58.22%
skin sensitisation	-	0.5381	53.81%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.8113	81.13%
Acute Oral Toxicity (c)	III	0.7963	79.63%
Estrogen receptor binding	+	0.5340	53.40%
Androgen receptor binding	-	0.7228	72.28%
Thyroid receptor binding	-	0.7844	78.44%
Glucocorticoid receptor binding	-	0.5699	56.99%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.7525	75.25%
Honey bee toxicity	-	0.9727	97.27%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7355	73.55%
Fish aquatic toxicity	+	0.8976	89.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.13%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.89%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.35%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.86%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.68%	97.21%
CHEMBL2535	P11166	Glucose transporter	84.62%	98.75%
CHEMBL4208	P20618	Proteasome component C5	84.00%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	83.49%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.95%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.57%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.31%	96.00%
CHEMBL2581	P07339	Cathepsin D	80.20%	98.95%

Plants that contains it

• Stocksia brahuica

Cross-Links

• PubChem: 53849849
• LOTUS: LTS0167405
• wikiData: Q104923627