3-[(Z)-2-carboxyethenoxy]-4-(4-carboxy-2-methoxyphenoxy)-5-methoxybenzoic acid

Details

• Internal ID: d74bc08e-8906-4a03-aac6-745688b2a225
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylethers
• IUPAC Name: 3-[(Z)-2-carboxyethenoxy]-4-(4-carboxy-2-methoxyphenoxy)-5-methoxybenzoic acid
• SMILES (Canonical): COC1=C(C=CC(=C1)C(=O)O)OC2=C(C=C(C=C2OC=CC(=O)O)C(=O)O)OC
• SMILES (Isomeric): COC1=C(C=CC(=C1)C(=O)O)OC2=C(C=C(C=C2O/C=C\C(=O)O)C(=O)O)OC
• InChI: InChI=1S/C19H16O10/c1-26-13-7-10(18(22)23)3-4-12(13)29-17-14(27-2)8-11(19(24)25)9-15(17)28-6-5-16(20)21/h3-9H,1-2H3,(H,20,21)(H,22,23)(H,24,25)/b6-5-
• InChI Key: MBXGPCYEZGQNPY-WAYWQWQTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₆O₁₀
• Molecular Weight: 404.30 g/mol
• Exact Mass: 404.07434670 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.87
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9746	97.46%
Caco-2	+	0.5062	50.62%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8206	82.06%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9308	93.08%
OATP1B3 inhibitior	+	0.9013	90.13%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8206	82.06%
P-glycoprotein inhibitior	-	0.4811	48.11%
P-glycoprotein substrate	-	0.8401	84.01%
CYP3A4 substrate	-	0.5557	55.57%
CYP2C9 substrate	-	0.7898	78.98%
CYP2D6 substrate	-	0.8621	86.21%
CYP3A4 inhibition	-	0.8423	84.23%
CYP2C9 inhibition	-	0.5172	51.72%
CYP2C19 inhibition	-	0.6339	63.39%
CYP2D6 inhibition	-	0.8232	82.32%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.8149	81.49%
CYP inhibitory promiscuity	-	0.6788	67.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7399	73.99%
Carcinogenicity (trinary)	Non-required	0.6263	62.63%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.6961	69.61%
Skin irritation	-	0.7217	72.17%
Skin corrosion	-	0.9411	94.11%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5404	54.04%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8718	87.18%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.5742	57.42%
Acute Oral Toxicity (c)	III	0.4952	49.52%
Estrogen receptor binding	+	0.7852	78.52%
Androgen receptor binding	+	0.5479	54.79%
Thyroid receptor binding	+	0.5146	51.46%
Glucocorticoid receptor binding	+	0.8075	80.75%
Aromatase binding	-	0.6946	69.46%
PPAR gamma	+	0.6913	69.13%
Honey bee toxicity	-	0.9202	92.02%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.8952	89.52%
Fish aquatic toxicity	+	0.9944	99.44%

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	96.09%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	94.10%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.79%	99.17%
CHEMBL3194	P02766	Transthyretin	93.57%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.93%	95.56%
CHEMBL4208	P20618	Proteasome component C5	86.85%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.69%	96.00%
CHEMBL2535	P11166	Glucose transporter	85.95%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.01%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.63%	95.50%

Plants that contains it

• Elaeagnus pungens

Cross-Links

• PubChem: 46217194
• LOTUS: LTS0136691
• wikiData: Q105161019