4-[(1S)-2-amino-1-hydroxyethyl]-2-methoxyphenol

Details

• Internal ID: 5e09dd77-7c11-47b8-8336-41acb86a5a74
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 4-[(1S)-2-amino-1-hydroxyethyl]-2-methoxyphenol
• SMILES (Canonical): COC1=C(C=CC(=C1)C(CN)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)[C@@H](CN)O)O
• InChI: InChI=1S/C9H13NO3/c1-13-9-4-6(8(12)5-10)2-3-7(9)11/h2-4,8,11-12H,5,10H2,1H3/t8-/m1/s1
• InChI Key: YNYAYWLBAHXHLL-MRVPVSSYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₃NO₃
• Molecular Weight: 183.20 g/mol
• Exact Mass: 183.08954328 g/mol
• Topological Polar Surface Area (TPSA): 75.70 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): 0.39
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• DTXSID201204091
• 35778-41-7
• EN300-1867932
• (alphaS)-alpha-(Aminomethyl)-4-hydroxy-3-methoxybenzenemethanol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9837	98.37%
Caco-2	-	0.7682	76.82%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6513	65.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9444	94.44%
OATP1B3 inhibitior	+	0.9624	96.24%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9604	96.04%
P-glycoprotein inhibitior	-	0.9832	98.32%
P-glycoprotein substrate	-	0.7894	78.94%
CYP3A4 substrate	-	0.7129	71.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.5587	55.87%
CYP3A4 inhibition	-	0.8773	87.73%
CYP2C9 inhibition	-	0.9601	96.01%
CYP2C19 inhibition	-	0.9036	90.36%
CYP2D6 inhibition	-	0.9743	97.43%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.7117	71.17%
CYP inhibitory promiscuity	-	0.8992	89.92%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7808	78.08%
Carcinogenicity (trinary)	Non-required	0.6055	60.55%
Eye corrosion	-	0.7561	75.61%
Eye irritation	-	0.5519	55.19%
Skin irritation	-	0.6095	60.95%
Skin corrosion	-	0.7317	73.17%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6349	63.49%
Micronuclear	-	0.6368	63.68%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.5920	59.20%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8584	85.84%
Acute Oral Toxicity (c)	III	0.5220	52.20%
Estrogen receptor binding	-	0.6659	66.59%
Androgen receptor binding	-	0.8185	81.85%
Thyroid receptor binding	-	0.6624	66.24%
Glucocorticoid receptor binding	-	0.6579	65.79%
Aromatase binding	-	0.9046	90.46%
PPAR gamma	-	0.7421	74.21%
Honey bee toxicity	-	0.9387	93.87%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.9363	93.63%

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	98.61%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.72%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.54%	99.15%
CHEMBL3492	P49721	Proteasome Macropain subunit	91.44%	90.24%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.83%	85.14%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.26%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.03%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.01%	99.17%
CHEMBL4208	P20618	Proteasome component C5	88.94%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.03%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.63%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	86.62%	90.20%
CHEMBL2535	P11166	Glucose transporter	84.74%	98.75%
CHEMBL2581	P07339	Cathepsin D	82.33%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.15%	86.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.88%	100.00%

Plants that contains it

• Solanum tuberosum

Cross-Links

• PubChem: 688099
• LOTUS: LTS0165824
• wikiData: Q105351157