2-(4'-Hydroxy-3'-methoxyphenyl)-2-oxoacetamide

Details

• Internal ID: fb6686f3-0dae-4285-95ab-e170074ee3b6
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 2-(4-hydroxy-3-methoxyphenyl)-2-oxoacetamide
• SMILES (Canonical): COC1=C(C=CC(=C1)C(=O)C(=O)N)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C(=O)C(=O)N)O
• InChI: InChI=1S/C9H9NO4/c1-14-7-4-5(2-3-6(7)11)8(12)9(10)13/h2-4,11H,1H3,(H2,10,13)
• InChI Key: WYENAAOBQDROIB-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₉NO₄
• Molecular Weight: 195.17 g/mol
• Exact Mass: 195.05315777 g/mol
• Topological Polar Surface Area (TPSA): 89.60 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.07
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9570	95.70%
Caco-2	+	0.6495	64.95%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7720	77.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9730	97.30%
OATP1B3 inhibitior	+	0.9628	96.28%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9543	95.43%
P-glycoprotein inhibitior	-	0.9826	98.26%
P-glycoprotein substrate	-	0.8883	88.83%
CYP3A4 substrate	-	0.6557	65.57%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8078	80.78%
CYP3A4 inhibition	-	0.9537	95.37%
CYP2C9 inhibition	-	0.9646	96.46%
CYP2C19 inhibition	-	0.9590	95.90%
CYP2D6 inhibition	-	0.9680	96.80%
CYP1A2 inhibition	-	0.8917	89.17%
CYP2C8 inhibition	+	0.5710	57.10%
CYP inhibitory promiscuity	-	0.9736	97.36%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7554	75.54%
Carcinogenicity (trinary)	Non-required	0.6054	60.54%
Eye corrosion	-	0.9867	98.67%
Eye irritation	+	0.9638	96.38%
Skin irritation	-	0.8506	85.06%
Skin corrosion	-	0.9735	97.35%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8258	82.58%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5159	51.59%
skin sensitisation	-	0.9318	93.18%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7482	74.82%
Acute Oral Toxicity (c)	III	0.6235	62.35%
Estrogen receptor binding	+	0.5629	56.29%
Androgen receptor binding	-	0.6188	61.88%
Thyroid receptor binding	-	0.7168	71.68%
Glucocorticoid receptor binding	-	0.6773	67.73%
Aromatase binding	-	0.6556	65.56%
PPAR gamma	-	0.7237	72.37%
Honey bee toxicity	-	0.9722	97.22%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7315	73.15%
Fish aquatic toxicity	-	0.6311	63.11%

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	96.83%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.55%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.39%	86.33%
CHEMBL4208	P20618	Proteasome component C5	92.64%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.50%	99.17%
CHEMBL2535	P11166	Glucose transporter	89.72%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	89.17%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.11%	95.56%
CHEMBL3194	P02766	Transthyretin	85.36%	90.71%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	83.72%	95.48%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.70%	89.62%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.74%	90.24%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.08%	92.94%

Plants that contains it

• Populus euphratica

Cross-Links

• PubChem: 129881716
• LOTUS: LTS0209437
• wikiData: Q105322134