3-(4-Hydroxy-3-methoxyphenyl)propyl 3-phenylprop-2-enoate

Details

• Internal ID: 36585605-500a-4dac-952c-6d9f21e43e7c
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: 3-(4-hydroxy-3-methoxyphenyl)propyl 3-phenylprop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)CCCOC(=O)C=CC2=CC=CC=C2)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)CCCOC(=O)C=CC2=CC=CC=C2)O
• InChI: InChI=1S/C19H20O4/c1-22-18-14-16(9-11-17(18)20)8-5-13-23-19(21)12-10-15-6-3-2-4-7-15/h2-4,6-7,9-12,14,20H,5,8,13H2,1H3
• InChI Key: DDUUXAFUHDOCTG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₄
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.13615911 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.59
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	+	0.6728	67.28%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.9244	92.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8506	85.06%
OATP1B3 inhibitior	+	0.9659	96.59%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9170	91.70%
P-glycoprotein inhibitior	-	0.4503	45.03%
P-glycoprotein substrate	-	0.7986	79.86%
CYP3A4 substrate	+	0.5701	57.01%
CYP2C9 substrate	-	0.7914	79.14%
CYP2D6 substrate	-	0.8167	81.67%
CYP3A4 inhibition	-	0.7771	77.71%
CYP2C9 inhibition	+	0.6915	69.15%
CYP2C19 inhibition	+	0.7037	70.37%
CYP2D6 inhibition	-	0.9032	90.32%
CYP1A2 inhibition	+	0.7357	73.57%
CYP2C8 inhibition	+	0.9579	95.79%
CYP inhibitory promiscuity	-	0.5184	51.84%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7971	79.71%
Carcinogenicity (trinary)	Non-required	0.6984	69.84%
Eye corrosion	-	0.9850	98.50%
Eye irritation	+	0.7237	72.37%
Skin irritation	-	0.8058	80.58%
Skin corrosion	-	0.9850	98.50%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7971	79.71%
Micronuclear	-	0.6816	68.16%
Hepatotoxicity	-	0.7449	74.49%
skin sensitisation	-	0.8847	88.47%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	-	0.8235	82.35%
Acute Oral Toxicity (c)	III	0.7858	78.58%
Estrogen receptor binding	+	0.9253	92.53%
Androgen receptor binding	+	0.9237	92.37%
Thyroid receptor binding	+	0.5496	54.96%
Glucocorticoid receptor binding	+	0.8120	81.20%
Aromatase binding	+	0.8331	83.31%
PPAR gamma	-	0.5309	53.09%
Honey bee toxicity	-	0.9196	91.96%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
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
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.60%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.69%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.71%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.26%	99.17%
CHEMBL2581	P07339	Cathepsin D	94.59%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.69%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.63%	95.56%
CHEMBL3194	P02766	Transthyretin	90.26%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.63%	91.71%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	86.45%	80.78%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.84%	95.50%
CHEMBL2535	P11166	Glucose transporter	85.57%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	85.19%	90.20%
CHEMBL5028	O14672	ADAM10	83.17%	97.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.67%	96.95%

Plants that contains it

• Ozothamnus stirlingii

Cross-Links

• PubChem: 162909068
• LOTUS: LTS0088397
• wikiData: Q104976866