1-[5-[(1R)-1-hydroxyethyl]-2-methoxyphenyl]-3-methylbut-2-en-1-one

Details

• Internal ID: 7800d414-25c3-42bf-96c9-38746c50bb41
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoyl derivatives
• IUPAC Name: 1-[5-[(1R)-1-hydroxyethyl]-2-methoxyphenyl]-3-methylbut-2-en-1-one
• InChI: InChI=1S/C14H18O3/c1-9(2)7-13(16)12-8-11(10(3)15)5-6-14(12)17-4/h5-8,10,15H,1-4H3/t10-/m1/s1
• InChI Key: KYKMIUJSMAJYRA-SNVBAGLBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₃
• Molecular Weight: 234.29 g/mol
• Exact Mass: 234.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7943	79.43%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.9048	90.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9434	94.34%
OATP1B3 inhibitior	+	0.9746	97.46%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7829	78.29%
P-glycoprotein inhibitior	-	0.9387	93.87%
P-glycoprotein substrate	-	0.8196	81.96%
CYP3A4 substrate	-	0.6412	64.12%
CYP2C9 substrate	-	0.6023	60.23%
CYP2D6 substrate	-	0.8245	82.45%
CYP3A4 inhibition	-	0.7665	76.65%
CYP2C9 inhibition	-	0.8298	82.98%
CYP2C19 inhibition	+	0.7476	74.76%
CYP2D6 inhibition	-	0.9278	92.78%
CYP1A2 inhibition	+	0.7314	73.14%
CYP2C8 inhibition	-	0.9176	91.76%
CYP inhibitory promiscuity	+	0.6310	63.10%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6977	69.77%
Carcinogenicity (trinary)	Non-required	0.6860	68.60%
Eye corrosion	-	0.7636	76.36%
Eye irritation	+	0.7006	70.06%
Skin irritation	+	0.5357	53.57%
Skin corrosion	-	0.9746	97.46%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5668	56.68%
Micronuclear	-	0.5226	52.26%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.5781	57.81%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	-	0.7534	75.34%
Acute Oral Toxicity (c)	III	0.8134	81.34%
Estrogen receptor binding	+	0.5626	56.26%
Androgen receptor binding	-	0.5272	52.72%
Thyroid receptor binding	-	0.4885	48.85%
Glucocorticoid receptor binding	-	0.7322	73.22%
Aromatase binding	-	0.5333	53.33%
PPAR gamma	-	0.6775	67.75%
Honey bee toxicity	-	0.8163	81.63%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7852	78.52%
Fish aquatic toxicity	+	0.9724	97.24%

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	97.35%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.38%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.05%	85.14%
CHEMBL2581	P07339	Cathepsin D	92.46%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.49%	91.11%
CHEMBL1255126	O15151	Protein Mdm4	89.74%	90.20%
CHEMBL2535	P11166	Glucose transporter	89.42%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.85%	96.00%
CHEMBL4208	P20618	Proteasome component C5	87.58%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.02%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.99%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.32%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.56%	89.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.16%	89.50%
CHEMBL3401	O75469	Pregnane X receptor	82.07%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.96%	90.71%

Plants that contains it

• Urolepis hecatantha

Cross-Links

• PubChem: 162985346
• LOTUS: LTS0030628
• wikiData: Q105147751