methyl (Z)-3-[4-[(E)-4-hydroxy-3-methylbut-2-enoxy]phenyl]prop-2-enoate

Details

• Internal ID: e059a8eb-9f0a-44e0-8b29-ffa680ec280c
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: methyl (Z)-3-[4-[(E)-4-hydroxy-3-methylbut-2-enoxy]phenyl]prop-2-enoate
• InChI: InChI=1S/C15H18O4/c1-12(11-16)9-10-19-14-6-3-13(4-7-14)5-8-15(17)18-2/h3-9,16H,10-11H2,1-2H3/b8-5-,12-9+
• InChI Key: QAECPSQOZQCMIG-JWAJRPJHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.19
• 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	+	0.9831	98.31%
Caco-2	+	0.7803	78.03%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8616	86.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9450	94.50%
OATP1B3 inhibitior	+	0.9397	93.97%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6962	69.62%
P-glycoprotein inhibitior	-	0.9342	93.42%
P-glycoprotein substrate	-	0.8751	87.51%
CYP3A4 substrate	+	0.5092	50.92%
CYP2C9 substrate	-	0.7984	79.84%
CYP2D6 substrate	-	0.8629	86.29%
CYP3A4 inhibition	-	0.7245	72.45%
CYP2C9 inhibition	-	0.8178	81.78%
CYP2C19 inhibition	-	0.6256	62.56%
CYP2D6 inhibition	-	0.8315	83.15%
CYP1A2 inhibition	-	0.5964	59.64%
CYP2C8 inhibition	-	0.5978	59.78%
CYP inhibitory promiscuity	-	0.6824	68.24%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6817	68.17%
Carcinogenicity (trinary)	Non-required	0.7029	70.29%
Eye corrosion	-	0.9768	97.68%
Eye irritation	-	0.7728	77.28%
Skin irritation	-	0.7615	76.15%
Skin corrosion	-	0.9804	98.04%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6877	68.77%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.6868	68.68%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.5386	53.86%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.4709	47.09%
Acute Oral Toxicity (c)	III	0.6846	68.46%
Estrogen receptor binding	+	0.7331	73.31%
Androgen receptor binding	+	0.7645	76.45%
Thyroid receptor binding	-	0.6801	68.01%
Glucocorticoid receptor binding	-	0.4871	48.71%
Aromatase binding	+	0.8412	84.12%
PPAR gamma	-	0.5326	53.26%
Honey bee toxicity	-	0.9366	93.66%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9881	98.81%

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	95.22%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.56%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.96%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.59%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.28%	86.33%
CHEMBL4208	P20618	Proteasome component C5	91.33%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	86.29%	94.73%
CHEMBL2039	P27338	Monoamine oxidase B	85.34%	92.51%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.45%	95.56%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.42%	97.53%
CHEMBL2581	P07339	Cathepsin D	81.12%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.06%	89.34%

Plants that contains it

• Zanthoxylum nitidum

Cross-Links

• PubChem: 101783384
• LOTUS: LTS0134642
• wikiData: Q105217348