N-[2-[1-(4-hydroxy-3-methoxyphenyl)-4-oxocyclohexa-2,5-dien-1-yl]ethyl]-N-methylacetamide

Details

• Internal ID: 2f2d696c-2b79-49ef-9729-366cbf74e7aa
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: N-[2-[1-(4-hydroxy-3-methoxyphenyl)-4-oxocyclohexa-2,5-dien-1-yl]ethyl]-N-methylacetamide
• InChI: InChI=1S/C18H21NO4/c1-13(20)19(2)11-10-18(8-6-15(21)7-9-18)14-4-5-16(22)17(12-14)23-3/h4-9,12,22H,10-11H2,1-3H3
• InChI Key: JYGLNKMOZROCGM-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₁NO₄
• Molecular Weight: 315.40 g/mol
• Exact Mass: 315.14705815 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

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	+	0.7353	73.53%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7953	79.53%
OATP2B1 inhibitior	-	0.7186	71.86%
OATP1B1 inhibitior	+	0.9099	90.99%
OATP1B3 inhibitior	+	0.9334	93.34%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7341	73.41%
P-glycoprotein inhibitior	-	0.8336	83.36%
P-glycoprotein substrate	-	0.7206	72.06%
CYP3A4 substrate	+	0.6115	61.15%
CYP2C9 substrate	-	0.8041	80.41%
CYP2D6 substrate	-	0.8466	84.66%
CYP3A4 inhibition	+	0.6949	69.49%
CYP2C9 inhibition	-	0.5645	56.45%
CYP2C19 inhibition	-	0.6627	66.27%
CYP2D6 inhibition	-	0.8714	87.14%
CYP1A2 inhibition	-	0.7361	73.61%
CYP2C8 inhibition	-	0.7503	75.03%
CYP inhibitory promiscuity	-	0.8929	89.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7394	73.94%
Carcinogenicity (trinary)	Non-required	0.6546	65.46%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.8243	82.43%
Skin irritation	-	0.7718	77.18%
Skin corrosion	-	0.9353	93.53%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6033	60.33%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8698	86.98%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7285	72.85%
Acute Oral Toxicity (c)	III	0.6501	65.01%
Estrogen receptor binding	-	0.4801	48.01%
Androgen receptor binding	+	0.6735	67.35%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6440	64.40%
Aromatase binding	+	0.6947	69.47%
PPAR gamma	-	0.6409	64.09%
Honey bee toxicity	-	0.8480	84.80%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6849	68.49%
Fish aquatic toxicity	+	0.9463	94.63%

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	98.14%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.73%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.36%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.99%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.60%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.97%	99.17%
CHEMBL4208	P20618	Proteasome component C5	85.89%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.51%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.31%	96.00%
CHEMBL2535	P11166	Glucose transporter	83.97%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.87%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.97%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.86%	99.15%

Plants that contains it

• Mesembryanthemum tortuosum

Cross-Links

• PubChem: 162955914
• LOTUS: LTS0023805
• wikiData: Q105136994