5-(2-Aminoethyl)-2,3-dimethoxyphenol

Details

• Internal ID: 40b11ed9-2b48-4399-9a9e-b80a8b29fb88
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 5-(2-aminoethyl)-2,3-dimethoxyphenol
• SMILES (Canonical): COC1=CC(=CC(=C1OC)O)CCN
• SMILES (Isomeric): COC1=CC(=CC(=C1OC)O)CCN
• InChI: InChI=1S/C10H15NO3/c1-13-9-6-7(3-4-11)5-8(12)10(9)14-2/h5-6,12H,3-4,11H2,1-2H3
• InChI Key: PDKPJPTZKPCMKR-UHFFFAOYSA-N
• Popularity: 12 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₅NO₃
• Molecular Weight: 197.23 g/mol
• Exact Mass: 197.10519334 g/mol
• Topological Polar Surface Area (TPSA): 64.70 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.91
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 16046-07-4
• 3-Demethyl Mescaline
• Phenol, 5-(2-aminoethyl)-2,3-dimethoxy-
• 3,4-Dimethoxy-5-hydroxyphenethylamine
• CHEMBL1187491
• DTXSID50659481
• AKOS006291416
• FT-0665729
• EN300-8580924
• J-009726

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9848	98.48%
Caco-2	+	0.8821	88.21%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6340	63.40%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.9226	92.26%
OATP1B3 inhibitior	+	0.9603	96.03%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8592	85.92%
P-glycoprotein inhibitior	-	0.9638	96.38%
P-glycoprotein substrate	-	0.8254	82.54%
CYP3A4 substrate	-	0.5865	58.65%
CYP2C9 substrate	-	0.8220	82.20%
CYP2D6 substrate	+	0.6598	65.98%
CYP3A4 inhibition	-	0.8896	88.96%
CYP2C9 inhibition	-	0.9281	92.81%
CYP2C19 inhibition	-	0.9070	90.70%
CYP2D6 inhibition	-	0.9327	93.27%
CYP1A2 inhibition	+	0.5465	54.65%
CYP2C8 inhibition	+	0.7384	73.84%
CYP inhibitory promiscuity	-	0.8800	88.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.7218	72.18%
Eye corrosion	+	0.4566	45.66%
Eye irritation	-	0.5819	58.19%
Skin irritation	+	0.6472	64.72%
Skin corrosion	-	0.6449	64.49%
Ames mutagenesis	-	0.6564	65.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6530	65.30%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.7297	72.97%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8370	83.70%
Acute Oral Toxicity (c)	III	0.5744	57.44%
Estrogen receptor binding	-	0.7732	77.32%
Androgen receptor binding	-	0.8569	85.69%
Thyroid receptor binding	-	0.6360	63.60%
Glucocorticoid receptor binding	-	0.7735	77.35%
Aromatase binding	-	0.7085	70.85%
PPAR gamma	-	0.7539	75.39%
Honey bee toxicity	-	0.9484	94.84%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6251	62.51%
Fish aquatic toxicity	-	0.9143	91.43%

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	98.09%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.46%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.23%	99.17%
CHEMBL4581	P52732	Kinesin-like protein 1	90.37%	93.18%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.38%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	87.68%	90.20%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.16%	94.45%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	86.74%	92.68%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.61%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.07%	96.95%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.76%	90.24%
CHEMBL2535	P11166	Glucose transporter	81.21%	98.75%
CHEMBL4208	P20618	Proteasome component C5	80.26%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.12%	89.62%

Plants that contains it

• Vachellia rigidula

Cross-Links

• PubChem: 44559361
• LOTUS: LTS0005948
• wikiData: Q82576175