(r)-1-[5-(1-Hydroxyethyl)-2-methoxyphenyl]-3-methyl-1-butanone

Details

• Internal ID: 16c378c6-b78f-406b-8d02-72e6f32bc604
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[5-[(1R)-1-hydroxyethyl]-2-methoxyphenyl]-3-methylbutan-1-one
• SMILES (Canonical): CC(C)CC(=O)C1=C(C=CC(=C1)C(C)O)OC
• SMILES (Isomeric): C[C@H](C1=CC(=C(C=C1)OC)C(=O)CC(C)C)O
• InChI: InChI=1S/C14H20O3/c1-9(2)7-13(16)12-8-11(10(3)15)5-6-14(12)17-4/h5-6,8-10,15H,7H2,1-4H3/t10-/m1/s1
• InChI Key: YHYRBUCCRJARNJ-SNVBAGLBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₃
• Molecular Weight: 236.31 g/mol
• Exact Mass: 236.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.98
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.8854	88.54%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.9391	93.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9272	92.72%
OATP1B3 inhibitior	+	0.9684	96.84%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8043	80.43%
P-glycoprotein inhibitior	-	0.9383	93.83%
P-glycoprotein substrate	-	0.7450	74.50%
CYP3A4 substrate	-	0.6517	65.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6978	69.78%
CYP3A4 inhibition	-	0.8982	89.82%
CYP2C9 inhibition	-	0.9303	93.03%
CYP2C19 inhibition	+	0.5274	52.74%
CYP2D6 inhibition	-	0.7906	79.06%
CYP1A2 inhibition	+	0.7149	71.49%
CYP2C8 inhibition	-	0.9265	92.65%
CYP inhibitory promiscuity	-	0.8342	83.42%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6788	67.88%
Carcinogenicity (trinary)	Non-required	0.6523	65.23%
Eye corrosion	-	0.6050	60.50%
Eye irritation	-	0.5522	55.22%
Skin irritation	-	0.7273	72.73%
Skin corrosion	-	0.9599	95.99%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5703	57.03%
Micronuclear	-	0.7626	76.26%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	+	0.4730	47.30%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.9125	91.25%
Nephrotoxicity	-	0.7052	70.52%
Acute Oral Toxicity (c)	III	0.7471	74.71%
Estrogen receptor binding	-	0.6134	61.34%
Androgen receptor binding	-	0.7310	73.10%
Thyroid receptor binding	-	0.5360	53.60%
Glucocorticoid receptor binding	-	0.7351	73.51%
Aromatase binding	-	0.7598	75.98%
PPAR gamma	-	0.7417	74.17%
Honey bee toxicity	-	0.8756	87.56%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.8934	89.34%

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	98.46%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	95.21%	90.20%
CHEMBL2581	P07339	Cathepsin D	94.36%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.86%	85.14%
CHEMBL2535	P11166	Glucose transporter	90.86%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.55%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.45%	94.45%
CHEMBL4208	P20618	Proteasome component C5	89.91%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.92%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.69%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.10%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.83%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.39%	89.62%

Plants that contains it

• Verbesina luetzelburgii

Cross-Links

• PubChem: 146680968
• LOTUS: LTS0172580
• wikiData: Q105348681