Phyllosterone

Details

• Internal ID: 06a07715-4331-4b2b-b501-29697e0681a0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-(4-hydroxy-3-methoxyphenyl)-2-(1-methylpyrrolidin-2-yl)ethanone
• SMILES (Canonical): CN1CCCC1CC(=O)C2=CC(=C(C=C2)O)OC
• SMILES (Isomeric): CN1CCCC1CC(=O)C2=CC(=C(C=C2)O)OC
• InChI: InChI=1S/C14H19NO3/c1-15-7-3-4-11(15)9-13(17)10-5-6-12(16)14(8-10)18-2/h5-6,8,11,16H,3-4,7,9H2,1-2H3
• InChI Key: LBNRVYIIEPDWHO-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₉NO₃
• Molecular Weight: 249.30 g/mol
• Exact Mass: 249.13649347 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• CHEMBL1086632
• 1-(4-hydroxy-3-methoxyphenyl)-2-(1-methyl-2-pyrrolidinyl)ethanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9819	98.19%
Caco-2	+	0.8822	88.22%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8220	82.20%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.9349	93.49%
OATP1B3 inhibitior	+	0.9417	94.17%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.7000	70.00%
BSEP inhibitior	-	0.7281	72.81%
P-glycoprotein inhibitior	-	0.9648	96.48%
P-glycoprotein substrate	-	0.5076	50.76%
CYP3A4 substrate	-	0.5397	53.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.6392	63.92%
CYP3A4 inhibition	-	0.9095	90.95%
CYP2C9 inhibition	-	0.9203	92.03%
CYP2C19 inhibition	-	0.8165	81.65%
CYP2D6 inhibition	+	0.6442	64.42%
CYP1A2 inhibition	-	0.7330	73.30%
CYP2C8 inhibition	-	0.7056	70.56%
CYP inhibitory promiscuity	-	0.9312	93.12%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6788	67.88%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9120	91.20%
Skin irritation	-	0.7674	76.74%
Skin corrosion	-	0.9249	92.49%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6860	68.60%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.5580	55.80%
skin sensitisation	-	0.8566	85.66%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.9006	90.06%
Acute Oral Toxicity (c)	III	0.7089	70.89%
Estrogen receptor binding	+	0.5473	54.73%
Androgen receptor binding	-	0.6525	65.25%
Thyroid receptor binding	-	0.6960	69.60%
Glucocorticoid receptor binding	-	0.6919	69.19%
Aromatase binding	+	0.5179	51.79%
PPAR gamma	-	0.6309	63.09%
Honey bee toxicity	-	0.9627	96.27%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5166	51.66%
Fish aquatic toxicity	+	0.7159	71.59%

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	98.48%	96.09%
CHEMBL4208	P20618	Proteasome component C5	95.75%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.13%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.78%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.26%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.80%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.23%	91.11%
CHEMBL2535	P11166	Glucose transporter	86.25%	98.75%
CHEMBL2581	P07339	Cathepsin D	85.36%	98.95%
CHEMBL5203	P33316	dUTP pyrophosphatase	85.23%	99.18%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.97%	99.17%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.67%	90.24%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.06%	80.78%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.04%	90.24%

Plants that contains it

• Cryptocarya phyllostemon
• Ficus septica

Cross-Links

• PubChem: 14489133
• LOTUS: LTS0062578
• wikiData: Q104401213