Thalictroidine

Details

• Internal ID: 8f121212-95b5-49a5-b09a-30c04c58aee8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-(4-hydroxyphenyl)-2-(1-methylpiperidin-2-yl)ethanone
• SMILES (Canonical): CN1CCCCC1CC(=O)C2=CC=C(C=C2)O
• SMILES (Isomeric): CN1CCCCC1CC(=O)C2=CC=C(C=C2)O
• InChI: InChI=1S/C14H19NO2/c1-15-9-3-2-4-12(15)10-14(17)11-5-7-13(16)8-6-11/h5-8,12,16H,2-4,9-10H2,1H3
• InChI Key: DZUIOQIFAIDHJH-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₉NO₂
• Molecular Weight: 233.31 g/mol
• Exact Mass: 233.141578849 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.45
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• Thalichroidine
• CHEMBL451122
• SCHEMBL20138479
• CHEBI:184253
• DTXSID501195493
• 4'-Hydroxy-2-(1-methylpiperidin-2-yl)acetophenone
• 1-(4-hydroxyphenyl)-2-(1-methylpiperidin-2-yl)ethanone
• 1-(4-hydroxyphenyl)-2-(1-methylpiperidin-2-yl)ethan-1-one
• Ethanone, 1-(4-hydroxyphenyl)-2-(1-methyl-2-piperidinyl)-
• 248259-06-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9834	98.34%
Caco-2	+	0.9418	94.18%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8110	81.10%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8846	88.46%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.7250	72.50%
BSEP inhibitior	-	0.9138	91.38%
P-glycoprotein inhibitior	-	0.9833	98.33%
P-glycoprotein substrate	-	0.5428	54.28%
CYP3A4 substrate	-	0.5758	57.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.5974	59.74%
CYP3A4 inhibition	-	0.8517	85.17%
CYP2C9 inhibition	-	0.9074	90.74%
CYP2C19 inhibition	-	0.8608	86.08%
CYP2D6 inhibition	+	0.6360	63.60%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.8287	82.87%
CYP inhibitory promiscuity	-	0.9534	95.34%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6264	62.64%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9176	91.76%
Skin irritation	-	0.6398	63.98%
Skin corrosion	-	0.8107	81.07%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5504	55.04%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5974	59.74%
skin sensitisation	-	0.8610	86.10%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7712	77.12%
Acute Oral Toxicity (c)	III	0.7484	74.84%
Estrogen receptor binding	+	0.5880	58.80%
Androgen receptor binding	-	0.5227	52.27%
Thyroid receptor binding	-	0.6633	66.33%
Glucocorticoid receptor binding	-	0.7539	75.39%
Aromatase binding	+	0.6695	66.95%
PPAR gamma	-	0.5940	59.40%
Honey bee toxicity	-	0.9777	97.77%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.5157	51.57%

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	96.85%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.39%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.29%	95.56%
CHEMBL4208	P20618	Proteasome component C5	90.01%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.27%	97.25%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.10%	93.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.31%	95.89%
CHEMBL4072	P07858	Cathepsin B	85.57%	93.67%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.72%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.38%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.14%	100.00%

Plants that contains it

• Caulophyllum robustum
• Caulophyllum thalictroides

Cross-Links

• PubChem: 10489834
• NPASS: NPC305717
• LOTUS: LTS0014628
• wikiData: Q104992029