2-Methoxy-4-[3-(3,4,5-trimethoxyphenyl)prop-2-enoxymethyl]phenol

Details

• Internal ID: bee8cb49-3b78-4bb3-a756-71c28fb8db65
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 2-methoxy-4-[3-(3,4,5-trimethoxyphenyl)prop-2-enoxymethyl]phenol
• InChI: InChI=1S/C20H24O6/c1-22-17-12-15(7-8-16(17)21)13-26-9-5-6-14-10-18(23-2)20(25-4)19(11-14)24-3/h5-8,10-12,21H,9,13H2,1-4H3
• InChI Key: WHWQODMTPANPLY-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₆
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.15728848 g/mol
• Topological Polar Surface Area (TPSA): 66.40 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.66
• H-Bond Acceptor: 6
• 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	+	0.9855	98.55%
Caco-2	+	0.6413	64.13%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8504	85.04%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8818	88.18%
OATP1B3 inhibitior	+	0.9636	96.36%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8539	85.39%
P-glycoprotein inhibitior	+	0.5719	57.19%
P-glycoprotein substrate	-	0.8812	88.12%
CYP3A4 substrate	+	0.5078	50.78%
CYP2C9 substrate	-	0.5969	59.69%
CYP2D6 substrate	-	0.6790	67.90%
CYP3A4 inhibition	-	0.6204	62.04%
CYP2C9 inhibition	-	0.8657	86.57%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8679	86.79%
CYP1A2 inhibition	-	0.5748	57.48%
CYP2C8 inhibition	+	0.8785	87.85%
CYP inhibitory promiscuity	+	0.6405	64.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7878	78.78%
Carcinogenicity (trinary)	Non-required	0.6633	66.33%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.6121	61.21%
Skin irritation	-	0.8622	86.22%
Skin corrosion	-	0.9790	97.90%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8269	82.69%
Micronuclear	-	0.5493	54.93%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.6168	61.68%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	-	0.7144	71.44%
Acute Oral Toxicity (c)	III	0.6761	67.61%
Estrogen receptor binding	+	0.9273	92.73%
Androgen receptor binding	+	0.7048	70.48%
Thyroid receptor binding	+	0.8010	80.10%
Glucocorticoid receptor binding	+	0.8365	83.65%
Aromatase binding	+	0.7258	72.58%
PPAR gamma	+	0.7631	76.31%
Honey bee toxicity	-	0.8078	80.78%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9516	95.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.15%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.58%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.80%	96.09%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	92.38%	92.68%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.48%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.27%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.26%	86.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	89.02%	91.71%
CHEMBL3194	P02766	Transthyretin	87.84%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.59%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	86.55%	90.20%
CHEMBL2535	P11166	Glucose transporter	84.51%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.83%	99.15%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.89%	90.24%
CHEMBL2581	P07339	Cathepsin D	81.27%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	81.13%	94.73%

Plants that contains it

• Stereospermum acuminatissimum

Cross-Links

• PubChem: 73033485
• LOTUS: LTS0154517
• wikiData: Q105306048