4-O-Methyldopamine

Details

• Internal ID: 666bc424-9ae0-4063-8b8d-408ecd74c8b3
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 5-(2-aminoethyl)-2-methoxyphenol
• InChI: InChI=1S/C9H13NO2/c1-12-9-3-2-7(4-5-10)6-8(9)11/h2-3,6,11H,4-5,10H2,1H3
• InChI Key: WJXQFVMTIGJBFX-UHFFFAOYSA-N
• Popularity: 63 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₃NO₂
• Molecular Weight: 167.20 g/mol
• Exact Mass: 167.094628657 g/mol
• Topological Polar Surface Area (TPSA): 55.50 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.90
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 3213-30-7
• 4-O-methyldopamine
• 3-Hydroxy-4-methoxyphenethylamine
• Phenol, 5-(2-aminoethyl)-2-methoxy-
• 4-methoxytyramine
• 5-(2-AMINO-ETHYL)-2-METHOXY-PHENOL
• P-METHOXYDOPAMINE
• 4-METHOXYDOPAMINE
• 4-Methoxy-3-hydroxyphenethylamine hydrochloride
• Lopac-H-3132
• 4-METHOXY-M-TYRAMINE
• CHEBI:89641
• 62MI76A89G
• 3-hydroxy-4-methoxyphenylethylamine
• MFCD00044603
• 5-hydroxy-4-methoxy-Benzeneethanamine
• 2-(3-HYDROXY-4-METHOXYPHENYL)ETHYLAMINE
• 4-(2-Aminoethyl)guaiacol hydrochloride
• UNII-62MI76A89G
• 5-(2-aminoethyl)-2-(methyloxy)phenol
• DOPAMINE IMPURITY A
• Lopac0_000574
• SCHEMBL347613
• CHEMBL1492473
• DTXSID90954003
• 4-Methoxy-3-hydroxyphenethylamine
• 4-methoxy-3-hydroxyphenylethylamine
• AMY14158
• 3-hydroxy-4-methoxy-Benzeneethanamine
• 5-(2-Aminoethyl)-2-methoxyphenol #
• AKOS000163417
• CCG-204663
• GUAIACOL, 5-(2-AMINOETHYL)-
• Benzeneethanamine, 3-hydroxy-4-methoxy-
• Benzeneethanamine, 5-hydroxy-4-methoxy-
• NCGC00015505-01
• NCGC00015505-02
• NCGC00015505-03
• NCGC00162191-01
• NCGC00162191-02
• LS-13654
• PD166073
• SY184603
• EN300-58688
• A13871
• J-018643
• DOPAMINE HYDROCHLORIDE IMPURITY A [EP IMPURITY]
• Q27161836

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9909	99.09%
Caco-2	+	0.9211	92.11%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6109	61.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9550	95.50%
OATP1B3 inhibitior	+	0.9557	95.57%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8854	88.54%
P-glycoprotein inhibitior	-	0.9863	98.63%
P-glycoprotein substrate	-	0.7371	73.71%
CYP3A4 substrate	-	0.6559	65.59%
CYP2C9 substrate	-	0.8220	82.20%
CYP2D6 substrate	+	0.6598	65.98%
CYP3A4 inhibition	-	0.8344	83.44%
CYP2C9 inhibition	-	0.9320	93.20%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9272	92.72%
CYP1A2 inhibition	-	0.7046	70.46%
CYP2C8 inhibition	+	0.7373	73.73%
CYP inhibitory promiscuity	-	0.7910	79.10%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7000	70.00%
Carcinogenicity (trinary)	Non-required	0.7006	70.06%
Eye corrosion	+	0.7518	75.18%
Eye irritation	-	0.6243	62.43%
Skin irritation	+	0.7583	75.83%
Skin corrosion	+	0.5930	59.30%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4457	44.57%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.6406	64.06%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8409	84.09%
Acute Oral Toxicity (c)	III	0.5488	54.88%
Estrogen receptor binding	-	0.6725	67.25%
Androgen receptor binding	-	0.7688	76.88%
Thyroid receptor binding	-	0.8038	80.38%
Glucocorticoid receptor binding	-	0.7596	75.96%
Aromatase binding	-	0.7822	78.22%
PPAR gamma	-	0.8278	82.78%
Honey bee toxicity	-	0.9525	95.25%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6051	60.51%
Fish aquatic toxicity	-	0.9469	94.69%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	3.5 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.22%	91.11%
CHEMBL3492	P49721	Proteasome Macropain subunit	95.03%	90.24%
CHEMBL1255126	O15151	Protein Mdm4	94.26%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.42%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.04%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.82%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.81%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.28%	94.45%
CHEMBL3194	P02766	Transthyretin	85.61%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.30%	95.89%
CHEMBL2535	P11166	Glucose transporter	83.46%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.46%	95.56%
CHEMBL4208	P20618	Proteasome component C5	83.24%	90.00%
CHEMBL4581	P52732	Kinesin-like protein 1	82.73%	93.18%
CHEMBL2581	P07339	Cathepsin D	82.57%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.52%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.90%	96.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.78%	92.94%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.07%	86.92%

Plants that contains it

• Vachellia rigidula

Cross-Links

• PubChem: 1748
• LOTUS: LTS0049478
• wikiData: Q27161836