methyl (2R)-2-methyl-4-[4-[(E)-3-oxoprop-1-enyl]phenoxy]butanoate

Details

• Internal ID: 03a91cae-f923-4621-bd62-cf4e6b8ccc8f
• Taxonomy: Phenylpropanoids and polyketides > Cinnamaldehydes
• IUPAC Name: methyl (2R)-2-methyl-4-[4-[(E)-3-oxoprop-1-enyl]phenoxy]butanoate
• InChI: InChI=1S/C15H18O4/c1-12(15(17)18-2)9-11-19-14-7-5-13(6-8-14)4-3-10-16/h3-8,10,12H,9,11H2,1-2H3/b4-3+/t12-/m1/s1
• InChI Key: HTNLOKKMGKFIFP-AAOUONPWSA-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): 52.60 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.48
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	+	0.8319	83.19%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8880	88.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9240	92.40%
OATP1B3 inhibitior	+	0.9413	94.13%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6956	69.56%
P-glycoprotein inhibitior	-	0.8671	86.71%
P-glycoprotein substrate	-	0.7984	79.84%
CYP3A4 substrate	+	0.5404	54.04%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.8641	86.41%
CYP3A4 inhibition	-	0.7138	71.38%
CYP2C9 inhibition	-	0.8660	86.60%
CYP2C19 inhibition	-	0.6841	68.41%
CYP2D6 inhibition	-	0.8940	89.40%
CYP1A2 inhibition	+	0.6383	63.83%
CYP2C8 inhibition	-	0.7159	71.59%
CYP inhibitory promiscuity	-	0.7887	78.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7081	70.81%
Carcinogenicity (trinary)	Non-required	0.6812	68.12%
Eye corrosion	-	0.9738	97.38%
Eye irritation	-	0.7582	75.82%
Skin irritation	-	0.8440	84.40%
Skin corrosion	-	0.9896	98.96%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3990	39.90%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6428	64.28%
skin sensitisation	-	0.8556	85.56%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	-	0.9750	97.50%
Nephrotoxicity	-	0.6834	68.34%
Acute Oral Toxicity (c)	III	0.6254	62.54%
Estrogen receptor binding	+	0.7400	74.00%
Androgen receptor binding	+	0.8943	89.43%
Thyroid receptor binding	-	0.6501	65.01%
Glucocorticoid receptor binding	+	0.5866	58.66%
Aromatase binding	+	0.7608	76.08%
PPAR gamma	-	0.7304	73.04%
Honey bee toxicity	-	0.9442	94.42%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9741	97.41%

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	96.84%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.93%	96.09%
CHEMBL2039	P27338	Monoamine oxidase B	94.69%	92.51%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.96%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.59%	91.11%
CHEMBL4208	P20618	Proteasome component C5	92.06%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	90.32%	94.73%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.27%	100.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.91%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.80%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.31%	95.56%
CHEMBL2581	P07339	Cathepsin D	82.73%	98.95%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.87%	89.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.07%	90.71%

Plants that contains it

• Aralia bipinnata

Cross-Links

• PubChem: 101884621
• LOTUS: LTS0190227
• wikiData: Q105033528