2-Methoxy-5-[2-(methylamino)ethyl]phenol

Details

• Internal ID: ffbd1332-eff0-492e-8c52-348728973762
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 2-methoxy-5-[2-(methylamino)ethyl]phenol
• SMILES (Canonical): CNCCC1=CC(=C(C=C1)OC)O
• SMILES (Isomeric): CNCCC1=CC(=C(C=C1)OC)O
• InChI: InChI=1S/C10H15NO2/c1-11-6-5-8-3-4-10(13-2)9(12)7-8/h3-4,7,11-12H,5-6H2,1-2H3
• InChI Key: RXFHZXFNOINZJF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₅NO₂
• Molecular Weight: 181.23 g/mol
• Exact Mass: 181.110278721 g/mol
• Topological Polar Surface Area (TPSA): 41.50 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.16
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• AKOS014198486
• 35266-68-3
• 2-methoxy-5-[2-(methylamino)ethyl]phenol
• EN300-1837562

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.8092	80.92%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6675	66.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9378	93.78%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9001	90.01%
P-glycoprotein inhibitior	-	0.9714	97.14%
P-glycoprotein substrate	-	0.5247	52.47%
CYP3A4 substrate	-	0.5422	54.22%
CYP2C9 substrate	-	0.5340	53.40%
CYP2D6 substrate	+	0.7072	70.72%
CYP3A4 inhibition	-	0.9411	94.11%
CYP2C9 inhibition	-	0.9501	95.01%
CYP2C19 inhibition	-	0.9289	92.89%
CYP2D6 inhibition	-	0.6882	68.82%
CYP1A2 inhibition	-	0.5846	58.46%
CYP2C8 inhibition	+	0.6900	69.00%
CYP inhibitory promiscuity	-	0.9245	92.45%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6900	69.00%
Carcinogenicity (trinary)	Non-required	0.7748	77.48%
Eye corrosion	-	0.8018	80.18%
Eye irritation	-	0.8435	84.35%
Skin irritation	+	0.6520	65.20%
Skin corrosion	-	0.5909	59.09%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5288	52.88%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.6243	62.43%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7674	76.74%
Acute Oral Toxicity (c)	II	0.4368	43.68%
Estrogen receptor binding	-	0.6872	68.72%
Androgen receptor binding	-	0.6156	61.56%
Thyroid receptor binding	-	0.7286	72.86%
Glucocorticoid receptor binding	-	0.8596	85.96%
Aromatase binding	-	0.7358	73.58%
PPAR gamma	-	0.9176	91.76%
Honey bee toxicity	-	0.8923	89.23%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5351	53.51%
Fish aquatic toxicity	-	0.7340	73.40%

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	96.26%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	94.30%	90.20%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.48%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.91%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.44%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.28%	94.00%
CHEMBL2535	P11166	Glucose transporter	88.37%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.69%	86.33%
CHEMBL4208	P20618	Proteasome component C5	86.50%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.10%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.35%	94.45%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.15%	90.24%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.35%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.75%	95.89%

Plants that contains it

• Vachellia rigidula

Cross-Links

• PubChem: 64868996
• LOTUS: LTS0248513
• wikiData: Q105246976