Methyl 2-{(E)-2-[4-(formyloxy)phenyl]ethenyl}-4-methyl-3-oxopentanoate

Details

• Internal ID: af3c268a-4a11-4a4c-9ca8-17bde99b9895
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: methyl (2E)-2-[(4-formyloxyphenyl)methylidene]-4-methyl-3-oxopentanoate
• InChI: InChI=1S/C15H16O5/c1-10(2)14(17)13(15(18)19-3)8-11-4-6-12(7-5-11)20-9-16/h4-10H,1-3H3/b13-8+
• InChI Key: YVIBGCJVWKRHDN-MDWZMJQESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.00
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.7241	72.41%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8657	86.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9390	93.90%
OATP1B3 inhibitior	+	0.9538	95.38%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5109	51.09%
P-glycoprotein inhibitior	-	0.8555	85.55%
P-glycoprotein substrate	-	0.8337	83.37%
CYP3A4 substrate	-	0.5343	53.43%
CYP2C9 substrate	-	0.5795	57.95%
CYP2D6 substrate	-	0.8913	89.13%
CYP3A4 inhibition	-	0.7565	75.65%
CYP2C9 inhibition	-	0.8450	84.50%
CYP2C19 inhibition	-	0.6015	60.15%
CYP2D6 inhibition	-	0.9417	94.17%
CYP1A2 inhibition	-	0.6344	63.44%
CYP2C8 inhibition	-	0.8414	84.14%
CYP inhibitory promiscuity	-	0.6451	64.51%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5414	54.14%
Carcinogenicity (trinary)	Non-required	0.6017	60.17%
Eye corrosion	-	0.8941	89.41%
Eye irritation	-	0.7002	70.02%
Skin irritation	-	0.7896	78.96%
Skin corrosion	-	0.9873	98.73%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5265	52.65%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.6601	66.01%
skin sensitisation	-	0.7259	72.59%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	+	0.6996	69.96%
Acute Oral Toxicity (c)	III	0.4611	46.11%
Estrogen receptor binding	+	0.8517	85.17%
Androgen receptor binding	+	0.5424	54.24%
Thyroid receptor binding	-	0.6167	61.67%
Glucocorticoid receptor binding	-	0.6450	64.50%
Aromatase binding	+	0.5935	59.35%
PPAR gamma	-	0.7463	74.63%
Honey bee toxicity	-	0.8601	86.01%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9862	98.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.77%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.60%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.11%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.09%	95.56%
CHEMBL4208	P20618	Proteasome component C5	91.10%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	88.85%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.99%	94.45%
CHEMBL2581	P07339	Cathepsin D	86.91%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.97%	99.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.02%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.01%	86.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.66%	90.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139591644
• LOTUS: LTS0068797
• wikiData: Q105365393