(E)-3-[3-methoxy-4-(3-oxohexoxy)phenyl]prop-2-enoic acid

Details

• Internal ID: 02dea3d5-a07e-4492-92a2-948dfa39869f
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: (E)-3-[3-methoxy-4-(3-oxohexoxy)phenyl]prop-2-enoic acid
• InChI: InChI=1S/C16H20O5/c1-3-4-13(17)9-10-21-14-7-5-12(6-8-16(18)19)11-15(14)20-2/h5-8,11H,3-4,9-10H2,1-2H3,(H,18,19)/b8-6+
• InChI Key: SNLLNWNLKJEPMG-SOFGYWHQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₅
• Molecular Weight: 292.33 g/mol
• Exact Mass: 292.13107373 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.93
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9847	98.47%
Caco-2	+	0.8376	83.76%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.9121	91.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9215	92.15%
OATP1B3 inhibitior	+	0.9440	94.40%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6813	68.13%
P-glycoprotein inhibitior	-	0.8663	86.63%
P-glycoprotein substrate	-	0.7483	74.83%
CYP3A4 substrate	-	0.5187	51.87%
CYP2C9 substrate	-	0.7760	77.60%
CYP2D6 substrate	-	0.8592	85.92%
CYP3A4 inhibition	-	0.6164	61.64%
CYP2C9 inhibition	-	0.8061	80.61%
CYP2C19 inhibition	+	0.5792	57.92%
CYP2D6 inhibition	-	0.8881	88.81%
CYP1A2 inhibition	+	0.5534	55.34%
CYP2C8 inhibition	+	0.8491	84.91%
CYP inhibitory promiscuity	-	0.8580	85.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7586	75.86%
Carcinogenicity (trinary)	Non-required	0.6978	69.78%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.5368	53.68%
Skin irritation	-	0.8616	86.16%
Skin corrosion	-	0.9841	98.41%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4860	48.60%
Micronuclear	-	0.8667	86.67%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.5898	58.98%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	-	0.9125	91.25%
Acute Oral Toxicity (c)	III	0.6563	65.63%
Estrogen receptor binding	+	0.6829	68.29%
Androgen receptor binding	+	0.7835	78.35%
Thyroid receptor binding	-	0.5484	54.84%
Glucocorticoid receptor binding	+	0.5465	54.65%
Aromatase binding	-	0.5650	56.50%
PPAR gamma	+	0.6078	60.78%
Honey bee toxicity	-	0.9503	95.03%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9924	99.24%

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	96.89%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.27%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.95%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.64%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	93.34%	89.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.45%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.59%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.12%	95.56%
CHEMBL2535	P11166	Glucose transporter	84.94%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.07%	95.50%
CHEMBL2581	P07339	Cathepsin D	82.43%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	81.44%	90.17%
CHEMBL1255126	O15151	Protein Mdm4	81.39%	90.20%

Plants that contains it

• Baccharis linearis

Cross-Links

• PubChem: 10379571
• LOTUS: LTS0044276
• wikiData: Q105256540