2-[(4-Methoxyphenyl)methylidene]butanoate

Details

• Internal ID: b7078d93-380b-44b9-8de6-918a6f64e954
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acids
• IUPAC Name: 2-[(4-methoxyphenyl)methylidene]butanoate
• SMILES (Canonical): CCC(=CC1=CC=C(C=C1)OC)C(=O)[O-]
• SMILES (Isomeric): CCC(=CC1=CC=C(C=C1)OC)C(=O)[O-]
• InChI: InChI=1S/C12H14O3/c1-3-10(12(13)14)8-9-4-6-11(15-2)7-5-9/h4-8H,3H2,1-2H3,(H,13,14)/p-1
• InChI Key: KUPCCVYANAHYEX-UHFFFAOYSA-M
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₃O₃-
• Molecular Weight: 205.23 g/mol
• Exact Mass: 205.086469272 g/mol
• Topological Polar Surface Area (TPSA): 49.40 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 1.24
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.9127	91.27%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8755	87.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9418	94.18%
OATP1B3 inhibitior	+	0.9580	95.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.5693	56.93%
P-glycoprotein inhibitior	-	0.9852	98.52%
P-glycoprotein substrate	-	0.9442	94.42%
CYP3A4 substrate	-	0.6047	60.47%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8507	85.07%
CYP3A4 inhibition	-	0.9033	90.33%
CYP2C9 inhibition	-	0.8482	84.82%
CYP2C19 inhibition	-	0.6307	63.07%
CYP2D6 inhibition	-	0.9224	92.24%
CYP1A2 inhibition	+	0.5256	52.56%
CYP2C8 inhibition	-	0.7702	77.02%
CYP inhibitory promiscuity	+	0.6050	60.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5457	54.57%
Carcinogenicity (trinary)	Non-required	0.5967	59.67%
Eye corrosion	-	0.8335	83.35%
Eye irritation	+	0.9766	97.66%
Skin irritation	-	0.6134	61.34%
Skin corrosion	-	0.9831	98.31%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5887	58.87%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.6841	68.41%
skin sensitisation	-	0.5463	54.63%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	-	0.7069	70.69%
Acute Oral Toxicity (c)	III	0.8160	81.60%
Estrogen receptor binding	-	0.6598	65.98%
Androgen receptor binding	+	0.7768	77.68%
Thyroid receptor binding	-	0.7887	78.87%
Glucocorticoid receptor binding	-	0.6457	64.57%
Aromatase binding	-	0.5922	59.22%
PPAR gamma	-	0.6596	65.96%
Honey bee toxicity	-	0.9618	96.18%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9725	97.25%

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	96.27%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.82%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.38%	91.11%
CHEMBL4208	P20618	Proteasome component C5	89.65%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.37%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.15%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.78%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.12%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.54%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	80.48%	94.73%

Plants that contains it

• Angelica sinensis
• Artemisia capillaris
• Curcuma kwangsiensis
• Curcuma phaeocaulis
• Curcuma wenyujin
• Curcuma zedoaria
• Hedychium spicatum
• Kaempferia galanga

Cross-Links

• PubChem: 53445188
• NPASS: NPC196081