N-[2,5-dihydroxy-4-(methoxymethyl)phenyl]acetamide

Details

• Internal ID: 9e586520-db39-425d-a69a-61d6c47d5488
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Anilides > Acetanilides
• IUPAC Name: N-[2,5-dihydroxy-4-(methoxymethyl)phenyl]acetamide
• InChI: InChI=1S/C10H13NO4/c1-6(12)11-8-4-9(13)7(5-15-2)3-10(8)14/h3-4,13-14H,5H2,1-2H3,(H,11,12)
• InChI Key: WCSXQBAXPUYDDV-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₃NO₄
• Molecular Weight: 211.21 g/mol
• Exact Mass: 211.08445790 g/mol
• Topological Polar Surface Area (TPSA): 78.80 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 1.20
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• N-[2,5-dihydroxy-4-(methoxymethyl)phenyl]acetamide
• 2,5-Dihydroxy-4-methoxymethyl-acetanilide
• ACETAMIDE,N-[2,5-DIHYDROXY-4-(METHOXYMETHYL)PHENYL]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6636	66.36%
Caco-2	+	0.4878	48.78%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8178	81.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9224	92.24%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9665	96.65%
P-glycoprotein inhibitior	-	0.9685	96.85%
P-glycoprotein substrate	-	0.8579	85.79%
CYP3A4 substrate	-	0.5735	57.35%
CYP2C9 substrate	+	0.5581	55.81%
CYP2D6 substrate	-	0.8116	81.16%
CYP3A4 inhibition	-	0.9242	92.42%
CYP2C9 inhibition	-	0.8399	83.99%
CYP2C19 inhibition	-	0.7521	75.21%
CYP2D6 inhibition	-	0.8585	85.85%
CYP1A2 inhibition	+	0.5099	50.99%
CYP2C8 inhibition	-	0.8560	85.60%
CYP inhibitory promiscuity	-	0.8837	88.37%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8423	84.23%
Carcinogenicity (trinary)	Non-required	0.7591	75.91%
Eye corrosion	-	0.9902	99.02%
Eye irritation	+	0.8231	82.31%
Skin irritation	-	0.8461	84.61%
Skin corrosion	-	0.9669	96.69%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5425	54.25%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8599	85.99%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6612	66.12%
Acute Oral Toxicity (c)	III	0.7453	74.53%
Estrogen receptor binding	+	0.6287	62.87%
Androgen receptor binding	-	0.6456	64.56%
Thyroid receptor binding	-	0.5629	56.29%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6153	61.53%
PPAR gamma	-	0.6938	69.38%
Honey bee toxicity	-	0.9413	94.13%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.7804	78.04%

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	98.01%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.66%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	93.07%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.12%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.70%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.78%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.82%	97.21%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.45%	94.33%
CHEMBL4208	P20618	Proteasome component C5	84.43%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.97%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.71%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.21%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	81.02%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.70%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11805978
• LOTUS: LTS0206400
• wikiData: Q77369265