[(E)-2-methylbut-2-enyl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: fae61320-7da2-414e-91df-02e887afd582
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [(E)-2-methylbut-2-enyl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• InChI: InChI=1S/C14H16O4/c1-3-10(2)9-18-14(17)7-5-11-4-6-12(15)13(16)8-11/h3-8,15-16H,9H2,1-2H3/b7-5+,10-3+
• InChI Key: JQOPZEVLBYDIEB-JJUFPRCNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₄
• Molecular Weight: 248.27 g/mol
• Exact Mass: 248.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.62
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9860	98.60%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8733	87.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9385	93.85%
OATP1B3 inhibitior	+	0.9524	95.24%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5282	52.82%
P-glycoprotein inhibitior	-	0.9754	97.54%
P-glycoprotein substrate	-	0.9392	93.92%
CYP3A4 substrate	-	0.5865	58.65%
CYP2C9 substrate	-	0.7914	79.14%
CYP2D6 substrate	-	0.8741	87.41%
CYP3A4 inhibition	-	0.8774	87.74%
CYP2C9 inhibition	+	0.5140	51.40%
CYP2C19 inhibition	-	0.5656	56.56%
CYP2D6 inhibition	-	0.6424	64.24%
CYP1A2 inhibition	+	0.7897	78.97%
CYP2C8 inhibition	-	0.6060	60.60%
CYP inhibitory promiscuity	-	0.6477	64.77%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7370	73.70%
Carcinogenicity (trinary)	Non-required	0.7026	70.26%
Eye corrosion	-	0.9790	97.90%
Eye irritation	+	0.6422	64.22%
Skin irritation	-	0.6818	68.18%
Skin corrosion	-	0.9450	94.50%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6976	69.76%
Micronuclear	-	0.6371	63.71%
Hepatotoxicity	-	0.6197	61.97%
skin sensitisation	+	0.6552	65.52%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.7268	72.68%
Acute Oral Toxicity (c)	III	0.5926	59.26%
Estrogen receptor binding	+	0.8141	81.41%
Androgen receptor binding	+	0.8215	82.15%
Thyroid receptor binding	-	0.5400	54.00%
Glucocorticoid receptor binding	-	0.7184	71.84%
Aromatase binding	+	0.5212	52.12%
PPAR gamma	+	0.5795	57.95%
Honey bee toxicity	-	0.9256	92.56%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6555	65.55%
Fish aquatic toxicity	+	0.9971	99.71%

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	98.90%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.14%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	96.93%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.35%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.22%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.88%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	87.59%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.46%	99.17%
CHEMBL3194	P02766	Transthyretin	87.36%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.04%	95.56%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.86%	80.78%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.73%	89.00%
CHEMBL4208	P20618	Proteasome component C5	85.23%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.82%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14767362
• LOTUS: LTS0198984
• wikiData: Q105133571