Ethyl 2-hydroxy-4-methoxy-6-propylbenzoate

Details

• Internal ID: 80aa9547-46db-4b89-9a8e-b4448bd51b6a
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Methoxybenzoic acids and derivatives > P-methoxybenzoic acids and derivatives
• IUPAC Name: ethyl 2-hydroxy-4-methoxy-6-propylbenzoate
• SMILES (Canonical): CCCC1=C(C(=CC(=C1)OC)O)C(=O)OCC
• SMILES (Isomeric): CCCC1=C(C(=CC(=C1)OC)O)C(=O)OCC
• InChI: InChI=1S/C13H18O4/c1-4-6-9-7-10(16-3)8-11(14)12(9)13(15)17-5-2/h7-8,14H,4-6H2,1-3H3
• InChI Key: ZTEGMSJYDACIAV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O₄
• Molecular Weight: 238.28 g/mol
• Exact Mass: 238.12050905 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.53
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• 53530-26-0
• ethyl divaricatinate
• Benzoic acid, 2-hydroxy-4-methoxy-6-propyl-, ethyl ester
• DTXSID10968283
• ZTEGMSJYDACIAV-UHFFFAOYSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9787	97.87%
Caco-2	+	0.9284	92.84%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.9193	91.93%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.9266	92.66%
OATP1B3 inhibitior	+	0.9635	96.35%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7290	72.90%
P-glycoprotein inhibitior	-	0.9138	91.38%
P-glycoprotein substrate	-	0.9152	91.52%
CYP3A4 substrate	-	0.5258	52.58%
CYP2C9 substrate	-	0.6240	62.40%
CYP2D6 substrate	-	0.8300	83.00%
CYP3A4 inhibition	-	0.8885	88.85%
CYP2C9 inhibition	-	0.5663	56.63%
CYP2C19 inhibition	-	0.6154	61.54%
CYP2D6 inhibition	-	0.8977	89.77%
CYP1A2 inhibition	+	0.6110	61.10%
CYP2C8 inhibition	+	0.5271	52.71%
CYP inhibitory promiscuity	-	0.7336	73.36%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6743	67.43%
Carcinogenicity (trinary)	Non-required	0.6583	65.83%
Eye corrosion	-	0.9568	95.68%
Eye irritation	+	0.9457	94.57%
Skin irritation	-	0.7851	78.51%
Skin corrosion	-	0.9677	96.77%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4347	43.47%
Micronuclear	-	0.8452	84.52%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.7816	78.16%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.5366	53.66%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.5188	51.88%
Acute Oral Toxicity (c)	III	0.6047	60.47%
Estrogen receptor binding	+	0.7446	74.46%
Androgen receptor binding	+	0.5435	54.35%
Thyroid receptor binding	-	0.6432	64.32%
Glucocorticoid receptor binding	-	0.5667	56.67%
Aromatase binding	-	0.4859	48.59%
PPAR gamma	-	0.5060	50.60%
Honey bee toxicity	-	0.9425	94.25%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6055	60.55%
Fish aquatic toxicity	+	0.9569	95.69%

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	94.38%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.17%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.89%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	89.73%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.11%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.76%	96.95%
CHEMBL4208	P20618	Proteasome component C5	87.54%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.78%	91.11%
CHEMBL2535	P11166	Glucose transporter	86.09%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.42%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.01%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.47%	97.21%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.15%	93.65%

Plants that contains it

• Pentaclethra eetveldeana

Cross-Links

• PubChem: 179627
• LOTUS: LTS0113338
• wikiData: Q77386567