3-(3,4-Dihydroxy-5-methoxyphenyl)propyl 3-phenylprop-2-enoate

Details

• Internal ID: 64b02d3f-beb3-47f2-a6fb-7428619b6253
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: 3-(3,4-dihydroxy-5-methoxyphenyl)propyl 3-phenylprop-2-enoate
• SMILES (Canonical): COC1=CC(=CC(=C1O)O)CCCOC(=O)C=CC2=CC=CC=C2
• SMILES (Isomeric): COC1=CC(=CC(=C1O)O)CCCOC(=O)C=CC2=CC=CC=C2
• InChI: InChI=1S/C19H20O5/c1-23-17-13-15(12-16(20)19(17)22)8-5-11-24-18(21)10-9-14-6-3-2-4-7-14/h2-4,6-7,9-10,12-13,20,22H,5,8,11H2,1H3
• InChI Key: WOBGSVRSEAQMSW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₅
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.13107373 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8987	89.87%
Caco-2	+	0.6255	62.55%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.9048	90.48%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8057	80.57%
OATP1B3 inhibitior	+	0.9694	96.94%
MATE1 inhibitior	+	0.6600	66.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8907	89.07%
P-glycoprotein inhibitior	+	0.6617	66.17%
P-glycoprotein substrate	-	0.7310	73.10%
CYP3A4 substrate	+	0.5853	58.53%
CYP2C9 substrate	-	0.7923	79.23%
CYP2D6 substrate	-	0.8228	82.28%
CYP3A4 inhibition	-	0.8208	82.08%
CYP2C9 inhibition	+	0.6292	62.92%
CYP2C19 inhibition	+	0.6449	64.49%
CYP2D6 inhibition	-	0.8624	86.24%
CYP1A2 inhibition	+	0.8629	86.29%
CYP2C8 inhibition	+	0.9374	93.74%
CYP inhibitory promiscuity	-	0.6466	64.66%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8043	80.43%
Carcinogenicity (trinary)	Non-required	0.7147	71.47%
Eye corrosion	-	0.9902	99.02%
Eye irritation	+	0.6263	62.63%
Skin irritation	-	0.7961	79.61%
Skin corrosion	-	0.9558	95.58%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8010	80.10%
Micronuclear	-	0.6008	60.08%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.7996	79.96%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.8326	83.26%
Acute Oral Toxicity (c)	III	0.7632	76.32%
Estrogen receptor binding	+	0.9243	92.43%
Androgen receptor binding	+	0.8720	87.20%
Thyroid receptor binding	+	0.6224	62.24%
Glucocorticoid receptor binding	+	0.8106	81.06%
Aromatase binding	+	0.8132	81.32%
PPAR gamma	+	0.6682	66.82%
Honey bee toxicity	-	0.9302	93.02%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9628	96.28%

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	98.74%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.36%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.61%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.77%	96.00%
CHEMBL2581	P07339	Cathepsin D	94.01%	98.95%
CHEMBL3194	P02766	Transthyretin	93.34%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.09%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.98%	91.71%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.79%	80.78%
CHEMBL1255126	O15151	Protein Mdm4	82.44%	90.20%
CHEMBL5028	O14672	ADAM10	82.26%	97.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.45%	95.89%

Plants that contains it

• Ozothamnus stirlingii

Cross-Links

• PubChem: 163034940
• LOTUS: LTS0221004
• wikiData: Q105309418