(4-Prop-1-en-2-ylcyclohexyl)methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: 0a9b438e-b497-486f-9b7f-c46185fb13a2
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: (4-prop-1-en-2-ylcyclohexyl)methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate
• InChI: InChI=1S/C19H24O4/c1-13(2)16-7-3-15(4-8-16)12-23-19(22)10-6-14-5-9-17(20)18(21)11-14/h5-6,9-11,15-16,20-21H,1,3-4,7-8,12H2,2H3
• InChI Key: SSVXLIRLGPMWSL-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₄
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.16745924 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 4.04
• 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	+	0.9808	98.08%
Caco-2	-	0.5282	52.82%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.9376	93.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9442	94.42%
OATP1B3 inhibitior	+	0.9371	93.71%
MATE1 inhibitior	+	0.5600	56.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6023	60.23%
P-glycoprotein inhibitior	-	0.8432	84.32%
P-glycoprotein substrate	-	0.8357	83.57%
CYP3A4 substrate	+	0.5321	53.21%
CYP2C9 substrate	-	0.5862	58.62%
CYP2D6 substrate	-	0.8721	87.21%
CYP3A4 inhibition	-	0.7164	71.64%
CYP2C9 inhibition	+	0.5274	52.74%
CYP2C19 inhibition	+	0.6573	65.73%
CYP2D6 inhibition	-	0.7524	75.24%
CYP1A2 inhibition	+	0.7882	78.82%
CYP2C8 inhibition	+	0.6482	64.82%
CYP inhibitory promiscuity	-	0.5262	52.62%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8023	80.23%
Carcinogenicity (trinary)	Non-required	0.7248	72.48%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.6997	69.97%
Skin irritation	-	0.7500	75.00%
Skin corrosion	-	0.9602	96.02%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4881	48.81%
Micronuclear	-	0.8241	82.41%
Hepatotoxicity	-	0.6726	67.26%
skin sensitisation	+	0.5169	51.69%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5641	56.41%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.8486	84.86%
Acute Oral Toxicity (c)	III	0.6142	61.42%
Estrogen receptor binding	+	0.8602	86.02%
Androgen receptor binding	+	0.7301	73.01%
Thyroid receptor binding	-	0.6124	61.24%
Glucocorticoid receptor binding	+	0.6079	60.79%
Aromatase binding	+	0.6107	61.07%
PPAR gamma	+	0.7316	73.16%
Honey bee toxicity	-	0.8921	89.21%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.69%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.44%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.23%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.58%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.08%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.66%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.06%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.99%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.71%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.25%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.04%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.35%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.13%	97.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.47%	95.89%
CHEMBL3194	P02766	Transthyretin	80.61%	90.71%

Plants that contains it

• Perilla frutescens

Cross-Links

• PubChem: 70152895
• LOTUS: LTS0094486
• wikiData: Q105259992