Methyl 3-(3,4,5-trimethoxyphenyl)propanoate

Details

• Internal ID: 4982948b-9143-4949-b920-f3f8613d954e
• Taxonomy: Benzenoids > Phenol ethers > Anisoles
• IUPAC Name: methyl 3-(3,4,5-trimethoxyphenyl)propanoate
• SMILES (Canonical): COC1=CC(=CC(=C1OC)OC)CCC(=O)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1OC)OC)CCC(=O)OC
• InChI: InChI=1S/C13H18O5/c1-15-10-7-9(5-6-12(14)17-3)8-11(16-2)13(10)18-4/h7-8H,5-6H2,1-4H3
• InChI Key: KCQHYTFTCZDNMC-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O₅
• Molecular Weight: 254.28 g/mol
• Exact Mass: 254.11542367 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• 53560-25-1
• Propanoic acid, 3-(3,4,5-trimethoxyphenyl), methyl ester
• SCHEMBL7431362
• CHEMBL2252075
• DTXSID00383941
• AKOS017002942
• Methyl 3-(3,4,5-trimethoxyphenyl)propanonate
• methyl 3-(3,4,5-trimethoxyphenyl)-propanoate
• 3-(3,4,5-trimethoxyphenyl)-propionic acid methyl ester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	+	0.8978	89.78%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8653	86.53%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.9244	92.44%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6560	65.60%
P-glycoprotein inhibitior	-	0.9367	93.67%
P-glycoprotein substrate	-	0.8559	85.59%
CYP3A4 substrate	-	0.5511	55.11%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7516	75.16%
CYP3A4 inhibition	-	0.9175	91.75%
CYP2C9 inhibition	-	0.9130	91.30%
CYP2C19 inhibition	-	0.5336	53.36%
CYP2D6 inhibition	-	0.9420	94.20%
CYP1A2 inhibition	-	0.6377	63.77%
CYP2C8 inhibition	+	0.5931	59.31%
CYP inhibitory promiscuity	-	0.7765	77.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7043	70.43%
Carcinogenicity (trinary)	Non-required	0.6673	66.73%
Eye corrosion	-	0.9075	90.75%
Eye irritation	+	0.8351	83.51%
Skin irritation	-	0.7489	74.89%
Skin corrosion	-	0.9786	97.86%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4259	42.59%
Micronuclear	-	0.8241	82.41%
Hepatotoxicity	-	0.7413	74.13%
skin sensitisation	-	0.9008	90.08%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.9250	92.50%
Nephrotoxicity	-	0.7900	79.00%
Acute Oral Toxicity (c)	III	0.7764	77.64%
Estrogen receptor binding	+	0.5558	55.58%
Androgen receptor binding	-	0.7915	79.15%
Thyroid receptor binding	-	0.5685	56.85%
Glucocorticoid receptor binding	-	0.6399	63.99%
Aromatase binding	-	0.6013	60.13%
PPAR gamma	-	0.8029	80.29%
Honey bee toxicity	-	0.9285	92.85%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5549	55.49%
Fish aquatic toxicity	+	0.8870	88.70%

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	97.69%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.86%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.11%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.11%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.00%	86.33%
CHEMBL2535	P11166	Glucose transporter	86.44%	98.75%
CHEMBL2581	P07339	Cathepsin D	83.90%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.77%	94.45%
CHEMBL4208	P20618	Proteasome component C5	82.60%	90.00%
CHEMBL1255126	O15151	Protein Mdm4	82.31%	90.20%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.23%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.02%	96.00%

Plants that contains it

• Piper swartzianum

Cross-Links

• PubChem: 2797678
• LOTUS: LTS0183424
• wikiData: Q82175773