4-(4-hydroxy-3-methoxyphenyl)-N-[2-(3-hydroxy-4-methoxyphenyl)ethyl]but-2-enamide

Details

• Internal ID: 38438fb5-f884-41bb-aed8-0631a42c4d3e
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 4-(4-hydroxy-3-methoxyphenyl)-N-[2-(3-hydroxy-4-methoxyphenyl)ethyl]but-2-enamide
• InChI: InChI=1S/C20H23NO5/c1-25-18-9-7-15(12-17(18)23)10-11-21-20(24)5-3-4-14-6-8-16(22)19(13-14)26-2/h3,5-9,12-13,22-23H,4,10-11H2,1-2H3,(H,21,24)
• InChI Key: ZGCSDBMDEGSSAY-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₃NO₅
• Molecular Weight: 357.40 g/mol
• Exact Mass: 357.15762283 g/mol
• Topological Polar Surface Area (TPSA): 88.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9675	96.75%
Caco-2	-	0.5138	51.38%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8240	82.40%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.9010	90.10%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8823	88.23%
P-glycoprotein inhibitior	+	0.6031	60.31%
P-glycoprotein substrate	+	0.5842	58.42%
CYP3A4 substrate	+	0.5609	56.09%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	-	0.8254	82.54%
CYP3A4 inhibition	+	0.5921	59.21%
CYP2C9 inhibition	-	0.6965	69.65%
CYP2C19 inhibition	-	0.7425	74.25%
CYP2D6 inhibition	-	0.6758	67.58%
CYP1A2 inhibition	-	0.5679	56.79%
CYP2C8 inhibition	+	0.8718	87.18%
CYP inhibitory promiscuity	-	0.5658	56.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7771	77.71%
Carcinogenicity (trinary)	Non-required	0.7168	71.68%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.8725	87.25%
Skin irritation	-	0.6788	67.88%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7781	77.81%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9116	91.16%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8115	81.15%
Acute Oral Toxicity (c)	III	0.6603	66.03%
Estrogen receptor binding	+	0.8158	81.58%
Androgen receptor binding	+	0.6749	67.49%
Thyroid receptor binding	+	0.7605	76.05%
Glucocorticoid receptor binding	+	0.7754	77.54%
Aromatase binding	+	0.6302	63.02%
PPAR gamma	+	0.7239	72.39%
Honey bee toxicity	-	0.9003	90.03%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7046	70.46%

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	97.29%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.11%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.38%	99.17%
CHEMBL2581	P07339	Cathepsin D	95.33%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	94.95%	90.20%
CHEMBL2535	P11166	Glucose transporter	91.03%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.58%	86.33%
CHEMBL4208	P20618	Proteasome component C5	89.28%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.56%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.39%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.61%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.28%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.04%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	80.46%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	80.30%	91.19%

Plants that contains it

• Pisonia aculeata

Cross-Links

• PubChem: 163093777
• LOTUS: LTS0255863
• wikiData: Q105375071