p-Hydroxyphenethyl vanillate

Details

• Internal ID: 9fdc5459-07cc-492b-afa5-8c5984ff972a
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Methoxybenzoic acids and derivatives > M-methoxybenzoic acids and derivatives
• IUPAC Name: 2-(4-hydroxyphenyl)ethyl 4-hydroxy-3-methoxybenzoate
• InChI: InChI=1S/C16H16O5/c1-20-15-10-12(4-7-14(15)18)16(19)21-9-8-11-2-5-13(17)6-3-11/h2-7,10,17-18H,8-9H2,1H3
• InChI Key: OFWLQIYIQOGIJW-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₅
• Molecular Weight: 288.29 g/mol
• Exact Mass: 288.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 1539303-03-1
• 4-Hydroxyphenethyl 4-hydroxy-3-methoxybenzoate
• 2-(4-hydroxyphenyl)ethyl 4-hydroxy-3-methoxybenzoate
• starbld0020783
• AKOS040762157
• 2-(4-hydroxyphenyl)ethyl 4-hydroxy-3-methoxy-benzoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9694	96.94%
Caco-2	+	0.7897	78.97%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.9496	94.96%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.9148	91.48%
OATP1B3 inhibitior	+	0.9192	91.92%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4900	49.00%
P-glycoprotein inhibitior	-	0.7623	76.23%
P-glycoprotein substrate	-	0.7764	77.64%
CYP3A4 substrate	-	0.5079	50.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7372	73.72%
CYP3A4 inhibition	-	0.8897	88.97%
CYP2C9 inhibition	+	0.8109	81.09%
CYP2C19 inhibition	+	0.7138	71.38%
CYP2D6 inhibition	-	0.9198	91.98%
CYP1A2 inhibition	+	0.7120	71.20%
CYP2C8 inhibition	+	0.9452	94.52%
CYP inhibitory promiscuity	-	0.6148	61.48%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8143	81.43%
Carcinogenicity (trinary)	Non-required	0.7058	70.58%
Eye corrosion	-	0.9832	98.32%
Eye irritation	+	0.9191	91.91%
Skin irritation	-	0.8256	82.56%
Skin corrosion	-	0.9793	97.93%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5362	53.62%
Micronuclear	-	0.6490	64.90%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.9331	93.31%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.8145	81.45%
Acute Oral Toxicity (c)	III	0.8427	84.27%
Estrogen receptor binding	+	0.9173	91.73%
Androgen receptor binding	+	0.8626	86.26%
Thyroid receptor binding	+	0.5265	52.65%
Glucocorticoid receptor binding	+	0.7410	74.10%
Aromatase binding	-	0.4846	48.46%
PPAR gamma	-	0.5359	53.59%
Honey bee toxicity	-	0.9083	90.83%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6815	68.15%
Fish aquatic toxicity	+	0.9034	90.34%

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	96.77%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.65%	99.17%
CHEMBL3194	P02766	Transthyretin	93.09%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.99%	86.33%
CHEMBL2535	P11166	Glucose transporter	92.10%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.93%	91.11%
CHEMBL4208	P20618	Proteasome component C5	90.36%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.13%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.79%	94.00%
CHEMBL1255126	O15151	Protein Mdm4	87.56%	90.20%
CHEMBL2581	P07339	Cathepsin D	86.04%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.98%	97.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.62%	90.71%

Plants that contains it

• Buddleja salviifolia

Cross-Links

• PubChem: 86574876
• LOTUS: LTS0205188
• wikiData: Q105191439