Ethyl 4-hydroxy-3-(2-hydroxy-3-methylbut-3-enyl)benzoate

Details

• Internal ID: 500847c4-623e-4023-8875-db20a7b09af5
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > p-Hydroxybenzoic acid esters > p-Hydroxybenzoic acid alkyl esters
• IUPAC Name: ethyl 4-hydroxy-3-(2-hydroxy-3-methylbut-3-enyl)benzoate
• SMILES (Canonical): CCOC(=O)C1=CC(=C(C=C1)O)CC(C(=C)C)O
• SMILES (Isomeric): CCOC(=O)C1=CC(=C(C=C1)O)CC(C(=C)C)O
• InChI: InChI=1S/C14H18O4/c1-4-18-14(17)10-5-6-12(15)11(7-10)8-13(16)9(2)3/h5-7,13,15-16H,2,4,8H2,1,3H3
• InChI Key: ODCPIXJSDDLDMP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₄
• Molecular Weight: 250.29 g/mol
• Exact Mass: 250.12050905 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	-	0.5922	59.22%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.9066	90.66%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9373	93.73%
OATP1B3 inhibitior	+	0.9610	96.10%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7710	77.10%
P-glycoprotein inhibitior	-	0.9512	95.12%
P-glycoprotein substrate	-	0.9103	91.03%
CYP3A4 substrate	-	0.5336	53.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7904	79.04%
CYP3A4 inhibition	-	0.7389	73.89%
CYP2C9 inhibition	-	0.6685	66.85%
CYP2C19 inhibition	-	0.5532	55.32%
CYP2D6 inhibition	-	0.7958	79.58%
CYP1A2 inhibition	+	0.5175	51.75%
CYP2C8 inhibition	+	0.5092	50.92%
CYP inhibitory promiscuity	-	0.6565	65.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7348	73.48%
Carcinogenicity (trinary)	Non-required	0.7622	76.22%
Eye corrosion	-	0.9886	98.86%
Eye irritation	+	0.6342	63.42%
Skin irritation	-	0.7195	71.95%
Skin corrosion	-	0.9517	95.17%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6050	60.50%
Micronuclear	-	0.6808	68.08%
Hepatotoxicity	-	0.5197	51.97%
skin sensitisation	+	0.6583	65.83%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.5812	58.12%
Acute Oral Toxicity (c)	III	0.6762	67.62%
Estrogen receptor binding	+	0.6898	68.98%
Androgen receptor binding	-	0.6198	61.98%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4767	47.67%
Aromatase binding	+	0.5786	57.86%
PPAR gamma	-	0.6512	65.12%
Honey bee toxicity	-	0.9094	90.94%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	+	0.9955	99.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	96.00%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.48%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.38%	97.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.40%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.45%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.00%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.92%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.40%	96.95%
CHEMBL4208	P20618	Proteasome component C5	87.58%	90.00%
CHEMBL4040	P28482	MAP kinase ERK2	86.58%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.80%	86.33%
CHEMBL2535	P11166	Glucose transporter	80.35%	98.75%

Plants that contains it

• Piper glabratum

Cross-Links

• PubChem: 102411350
• LOTUS: LTS0003637
• wikiData: Q105189752