(E)-3-[4-[4-[(E)-2-carboxyethenyl]-2-methoxyphenoxy]-3-methoxyphenyl]prop-2-enoic acid

Details

• Internal ID: 92bac392-a700-4b85-882b-4c1e44ec8046
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylethers
• IUPAC Name: (E)-3-[4-[4-[(E)-2-carboxyethenyl]-2-methoxyphenoxy]-3-methoxyphenyl]prop-2-enoic acid
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)O)OC2=C(C=C(C=C2)C=CC(=O)O)OC
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)O)OC2=C(C=C(C=C2)/C=C/C(=O)O)OC
• InChI: InChI=1S/C20H18O7/c1-25-17-11-13(5-9-19(21)22)3-7-15(17)27-16-8-4-14(6-10-20(23)24)12-18(16)26-2/h3-12H,1-2H3,(H,21,22)(H,23,24)/b9-5+,10-6+
• InChI Key: BRYJSPGJWTUCLS-NXZHAISVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₇
• Molecular Weight: 370.40 g/mol
• Exact Mass: 370.10525291 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.69
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9757	97.57%
Caco-2	-	0.5190	51.90%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8474	84.74%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.9430	94.30%
OATP1B3 inhibitior	+	0.8893	88.93%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8223	82.23%
P-glycoprotein inhibitior	+	0.5768	57.68%
P-glycoprotein substrate	-	0.9535	95.35%
CYP3A4 substrate	-	0.6342	63.42%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8564	85.64%
CYP3A4 inhibition	-	0.8239	82.39%
CYP2C9 inhibition	+	0.6524	65.24%
CYP2C19 inhibition	+	0.5753	57.53%
CYP2D6 inhibition	-	0.7968	79.68%
CYP1A2 inhibition	+	0.6007	60.07%
CYP2C8 inhibition	+	0.5926	59.26%
CYP inhibitory promiscuity	-	0.6451	64.51%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7216	72.16%
Carcinogenicity (trinary)	Non-required	0.5940	59.40%
Eye corrosion	-	0.9829	98.29%
Eye irritation	-	0.6067	60.67%
Skin irritation	-	0.7294	72.94%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5071	50.71%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8855	88.55%
Respiratory toxicity	-	0.9222	92.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.7058	70.58%
Acute Oral Toxicity (c)	III	0.6093	60.93%
Estrogen receptor binding	+	0.8691	86.91%
Androgen receptor binding	+	0.8083	80.83%
Thyroid receptor binding	+	0.7598	75.98%
Glucocorticoid receptor binding	+	0.8453	84.53%
Aromatase binding	-	0.4925	49.25%
PPAR gamma	+	0.6083	60.83%
Honey bee toxicity	-	0.9430	94.30%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6107	61.07%
Fish aquatic toxicity	+	0.9951	99.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.11%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.76%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.58%	95.56%
CHEMBL3194	P02766	Transthyretin	92.43%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.85%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.22%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.74%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	84.57%	90.20%
CHEMBL4208	P20618	Proteasome component C5	83.31%	90.00%
CHEMBL2535	P11166	Glucose transporter	80.78%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.67%	89.62%

Plants that contains it

• Brassica fruticulosa
• Grazielia intermedia
• Grazielia serrata

Cross-Links

• PubChem: 10642886
• NPASS: NPC20737
• LOTUS: LTS0214439
• wikiData: Q104978870