1-[4-(Benzyloxy)-2-hydroxy-3-methoxyphenyl]ethan-1-one

Details

• Internal ID: 0b7d9c43-1e51-4226-bdb1-ec566681d1c1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-(2-hydroxy-3-methoxy-4-phenylmethoxyphenyl)ethanone
• InChI: InChI=1S/C16H16O4/c1-11(17)13-8-9-14(16(19-2)15(13)18)20-10-12-6-4-3-5-7-12/h3-9,18H,10H2,1-2H3
• InChI Key: DXSKBCGJZIJDSH-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.29 g/mol
• Exact Mass: 272.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.18
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• 52249-85-1
• 1-(2-hydroxy-3-methoxy-4-phenylmethoxyphenyl)ethanone
• FT-0714383

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	+	0.8786	87.86%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.9265	92.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9288	92.88%
OATP1B3 inhibitior	+	0.9551	95.51%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5630	56.30%
P-glycoprotein inhibitior	-	0.7779	77.79%
P-glycoprotein substrate	-	0.8044	80.44%
CYP3A4 substrate	-	0.5300	53.00%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8116	81.16%
CYP3A4 inhibition	-	0.7196	71.96%
CYP2C9 inhibition	-	0.7823	78.23%
CYP2C19 inhibition	+	0.7607	76.07%
CYP2D6 inhibition	-	0.8622	86.22%
CYP1A2 inhibition	+	0.7404	74.04%
CYP2C8 inhibition	+	0.7364	73.64%
CYP inhibitory promiscuity	+	0.6143	61.43%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8043	80.43%
Carcinogenicity (trinary)	Non-required	0.7240	72.40%
Eye corrosion	-	0.9588	95.88%
Eye irritation	+	0.7858	78.58%
Skin irritation	-	0.7331	73.31%
Skin corrosion	-	0.9872	98.72%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3838	38.38%
Micronuclear	+	0.5425	54.25%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8102	81.02%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	-	0.7436	74.36%
Acute Oral Toxicity (c)	III	0.7384	73.84%
Estrogen receptor binding	+	0.7956	79.56%
Androgen receptor binding	+	0.7443	74.43%
Thyroid receptor binding	+	0.6117	61.17%
Glucocorticoid receptor binding	-	0.5097	50.97%
Aromatase binding	+	0.5322	53.22%
PPAR gamma	-	0.5391	53.91%
Honey bee toxicity	-	0.9110	91.10%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6877	68.77%
Fish aquatic toxicity	+	0.9510	95.10%

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	97.04%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.45%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.43%	85.14%
CHEMBL2535	P11166	Glucose transporter	92.06%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.34%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.55%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.27%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.60%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.30%	94.00%
CHEMBL4208	P20618	Proteasome component C5	84.02%	90.00%
CHEMBL1255126	O15151	Protein Mdm4	83.68%	90.20%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.80%	91.11%

Plants that contains it

• Pojarkovia pojarkovae

Cross-Links

• PubChem: 2775157
• LOTUS: LTS0251886
• wikiData: Q104991174