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

Details

• Internal ID: ac9afc5b-4a74-483a-a17a-e348ae1b47fb
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: methyl (E)-3-[3-[(E)-4-hydroxy-3-methylbut-2-enyl]-4-methoxyphenyl]prop-2-enoate
• SMILES (Canonical): CC(=CCC1=C(C=CC(=C1)C=CC(=O)OC)OC)CO
• SMILES (Isomeric): C/C(=C\CC1=C(C=CC(=C1)/C=C/C(=O)OC)OC)/CO
• InChI: InChI=1S/C16H20O4/c1-12(11-17)4-7-14-10-13(5-8-15(14)19-2)6-9-16(18)20-3/h4-6,8-10,17H,7,11H2,1-3H3/b9-6+,12-4+
• InChI Key: MBVNGKCANVTTFZ-IKQKLUSLSA-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: 2.80
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	+	0.9249	92.49%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8667	86.67%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9287	92.87%
OATP1B3 inhibitior	+	0.9316	93.16%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6898	68.98%
P-glycoprotein inhibitior	-	0.9396	93.96%
P-glycoprotein substrate	-	0.7476	74.76%
CYP3A4 substrate	-	0.5067	50.67%
CYP2C9 substrate	-	0.6019	60.19%
CYP2D6 substrate	-	0.8505	85.05%
CYP3A4 inhibition	+	0.5609	56.09%
CYP2C9 inhibition	-	0.6700	67.00%
CYP2C19 inhibition	-	0.5157	51.57%
CYP2D6 inhibition	-	0.8075	80.75%
CYP1A2 inhibition	+	0.6563	65.63%
CYP2C8 inhibition	+	0.5310	53.10%
CYP inhibitory promiscuity	-	0.5092	50.92%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.7000	70.00%
Carcinogenicity (trinary)	Non-required	0.7184	71.84%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.6377	63.77%
Skin irritation	-	0.7539	75.39%
Skin corrosion	-	0.9796	97.96%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7604	76.04%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6823	68.23%
skin sensitisation	-	0.7030	70.30%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.6849	68.49%
Acute Oral Toxicity (c)	III	0.5998	59.98%
Estrogen receptor binding	+	0.7466	74.66%
Androgen receptor binding	+	0.6320	63.20%
Thyroid receptor binding	+	0.5419	54.19%
Glucocorticoid receptor binding	+	0.5527	55.27%
Aromatase binding	+	0.7300	73.00%
PPAR gamma	-	0.6098	60.98%
Honey bee toxicity	-	0.9287	92.87%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9962	99.62%

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	97.10%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.07%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.57%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.68%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	92.09%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.60%	99.17%
CHEMBL2581	P07339	Cathepsin D	88.05%	98.95%
CHEMBL2535	P11166	Glucose transporter	87.18%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.70%	95.56%
CHEMBL4208	P20618	Proteasome component C5	83.52%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	82.28%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.39%	89.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.06%	89.50%

Plants that contains it

• Artemisia xanthochroa

Cross-Links

• PubChem: 14730871
• LOTUS: LTS0274422
• wikiData: Q105160975