2-(2-Hydroxy-2-phenylethyl)-1-methylpiperidin-4-ol

Details

• Internal ID: a62025b0-809a-44b7-845e-bb8b0f7be5f5
• Taxonomy: Organic nitrogen compounds > Organonitrogen compounds > Amines > Aralkylamines
• IUPAC Name: 2-(2-hydroxy-2-phenylethyl)-1-methylpiperidin-4-ol
• SMILES (Canonical): CN1CCC(CC1CC(C2=CC=CC=C2)O)O
• SMILES (Isomeric): CN1CCC(CC1CC(C2=CC=CC=C2)O)O
• InChI: InChI=1S/C14H21NO2/c1-15-8-7-13(16)9-12(15)10-14(17)11-5-3-2-4-6-11/h2-6,12-14,16-17H,7-10H2,1H3
• InChI Key: QGPUVHJCWMROIW-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₁NO₂
• Molecular Weight: 235.32 g/mol
• Exact Mass: 235.157228913 g/mol
• Topological Polar Surface Area (TPSA): 43.70 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.57
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9744	97.44%
Caco-2	+	0.8650	86.50%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7465	74.65%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.9533	95.33%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	-	0.9231	92.31%
P-glycoprotein inhibitior	-	0.9817	98.17%
P-glycoprotein substrate	+	0.5798	57.98%
CYP3A4 substrate	-	0.5577	55.77%
CYP2C9 substrate	-	0.6306	63.06%
CYP2D6 substrate	+	0.7717	77.17%
CYP3A4 inhibition	-	0.9004	90.04%
CYP2C9 inhibition	-	0.9300	93.00%
CYP2C19 inhibition	-	0.9087	90.87%
CYP2D6 inhibition	+	0.6382	63.82%
CYP1A2 inhibition	-	0.6474	64.74%
CYP2C8 inhibition	-	0.9641	96.41%
CYP inhibitory promiscuity	-	0.9832	98.32%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6411	64.11%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9765	97.65%
Skin irritation	-	0.5705	57.05%
Skin corrosion	-	0.7703	77.03%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4780	47.80%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.6198	61.98%
skin sensitisation	-	0.8701	87.01%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.9381	93.81%
Acute Oral Toxicity (c)	III	0.6037	60.37%
Estrogen receptor binding	-	0.7096	70.96%
Androgen receptor binding	-	0.7777	77.77%
Thyroid receptor binding	-	0.7157	71.57%
Glucocorticoid receptor binding	-	0.7243	72.43%
Aromatase binding	-	0.7859	78.59%
PPAR gamma	-	0.8294	82.94%
Honey bee toxicity	-	0.8828	88.28%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.6990	69.90%

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	98.80%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.15%	90.17%
CHEMBL2581	P07339	Cathepsin D	96.40%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.51%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.94%	89.62%
CHEMBL3902	P09211	Glutathione S-transferase Pi	85.69%	93.81%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.41%	94.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.51%	85.14%
CHEMBL4208	P20618	Proteasome component C5	81.42%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.13%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	80.77%	83.82%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.28%	95.89%

Plants that contains it

• Sedum acre

Cross-Links

• PubChem: 73824800
• LOTUS: LTS0172607
• wikiData: Q104375987