methyl (E)-3-[3-[(E)-3-hydroxy-3-methylbut-1-enyl]-4-methoxyphenyl]prop-2-enoate

Details

• Internal ID: 6cd1879d-e2bd-4c49-9c0d-4a7796c980c1
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: methyl (E)-3-[3-[(E)-3-hydroxy-3-methylbut-1-enyl]-4-methoxyphenyl]prop-2-enoate
• SMILES (Canonical): CC(C)(C=CC1=C(C=CC(=C1)C=CC(=O)OC)OC)O
• SMILES (Isomeric): CC(C)(/C=C/C1=C(C=CC(=C1)/C=C/C(=O)OC)OC)O
• InChI: InChI=1S/C16H20O4/c1-16(2,18)10-9-13-11-12(5-7-14(13)19-3)6-8-15(17)20-4/h5-11,18H,1-4H3/b8-6+,10-9+
• InChI Key: FMRWLSIFAAUVQU-QGHYKFKQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₄
• Molecular Weight: 276.33 g/mol
• Exact Mass: 276.13615911 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• ACon1_000346
• NCGC00169164-01
• BRD-K67754711-001-01-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	+	0.9151	91.51%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.9121	91.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9298	92.98%
OATP1B3 inhibitior	+	0.9693	96.93%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8281	82.81%
P-glycoprotein inhibitior	-	0.8734	87.34%
P-glycoprotein substrate	-	0.8858	88.58%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7984	79.84%
CYP2D6 substrate	-	0.8667	86.67%
CYP3A4 inhibition	-	0.5825	58.25%
CYP2C9 inhibition	-	0.7779	77.79%
CYP2C19 inhibition	-	0.7570	75.70%
CYP2D6 inhibition	-	0.9379	93.79%
CYP1A2 inhibition	-	0.7229	72.29%
CYP2C8 inhibition	+	0.5789	57.89%
CYP inhibitory promiscuity	-	0.8198	81.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6891	68.91%
Carcinogenicity (trinary)	Non-required	0.5983	59.83%
Eye corrosion	-	0.8442	84.42%
Eye irritation	+	0.7021	70.21%
Skin irritation	-	0.5961	59.61%
Skin corrosion	-	0.9621	96.21%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7136	71.36%
Micronuclear	-	0.7126	71.26%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8562	85.62%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	-	0.6826	68.26%
Acute Oral Toxicity (c)	III	0.6887	68.87%
Estrogen receptor binding	+	0.9597	95.97%
Androgen receptor binding	+	0.6326	63.26%
Thyroid receptor binding	+	0.6582	65.82%
Glucocorticoid receptor binding	-	0.4640	46.40%
Aromatase binding	+	0.8629	86.29%
PPAR gamma	+	0.7082	70.82%
Honey bee toxicity	-	0.9001	90.01%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9848	98.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.31%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.70%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.04%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.51%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.31%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.02%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.73%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	83.71%	90.20%
CHEMBL3401	O75469	Pregnane X receptor	83.43%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.26%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.31%	89.62%
CHEMBL2535	P11166	Glucose transporter	81.29%	98.75%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.18%	89.50%

Plants that contains it

• Werneria nubigena

Cross-Links

• PubChem: 23955901
• LOTUS: LTS0149119
• wikiData: Q104998005