(3R,4S)-4-ethoxy-4-(4-hydroxy-3-methoxyphenyl)-3-methylbutan-2-one

Details

• Internal ID: df751452-de42-4232-a71e-31ddc11d12c9
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: (3R,4S)-4-ethoxy-4-(4-hydroxy-3-methoxyphenyl)-3-methylbutan-2-one
• SMILES (Canonical): CCOC(C1=CC(=C(C=C1)O)OC)C(C)C(=O)C
• SMILES (Isomeric): CCO[C@H](C1=CC(=C(C=C1)O)OC)[C@@H](C)C(=O)C
• InChI: InChI=1S/C14H20O4/c1-5-18-14(9(2)10(3)15)11-6-7-12(16)13(8-11)17-4/h6-9,14,16H,5H2,1-4H3/t9-,14-/m0/s1
• InChI Key: YYHIZXWYZAXQKD-XPTSAGLGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₄
• Molecular Weight: 252.31 g/mol
• Exact Mass: 252.13615911 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.70
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9909	99.09%
Caco-2	+	0.7659	76.59%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.9008	90.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9179	91.79%
OATP1B3 inhibitior	+	0.9568	95.68%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7740	77.40%
P-glycoprotein inhibitior	-	0.9390	93.90%
P-glycoprotein substrate	-	0.7604	76.04%
CYP3A4 substrate	-	0.6196	61.96%
CYP2C9 substrate	-	0.5712	57.12%
CYP2D6 substrate	-	0.7145	71.45%
CYP3A4 inhibition	-	0.8703	87.03%
CYP2C9 inhibition	-	0.8820	88.20%
CYP2C19 inhibition	-	0.6687	66.87%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.5898	58.98%
CYP2C8 inhibition	-	0.8182	81.82%
CYP inhibitory promiscuity	-	0.6730	67.30%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7943	79.43%
Carcinogenicity (trinary)	Non-required	0.6787	67.87%
Eye corrosion	-	0.9127	91.27%
Eye irritation	-	0.6540	65.40%
Skin irritation	-	0.7067	70.67%
Skin corrosion	-	0.9770	97.70%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6529	65.29%
Micronuclear	-	0.6853	68.53%
Hepatotoxicity	+	0.5666	56.66%
skin sensitisation	+	0.4918	49.18%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5159	51.59%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	-	0.5938	59.38%
Acute Oral Toxicity (c)	III	0.8149	81.49%
Estrogen receptor binding	+	0.6559	65.59%
Androgen receptor binding	-	0.6530	65.30%
Thyroid receptor binding	-	0.5651	56.51%
Glucocorticoid receptor binding	-	0.6109	61.09%
Aromatase binding	-	0.6879	68.79%
PPAR gamma	-	0.5733	57.33%
Honey bee toxicity	-	0.9134	91.34%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7504	75.04%
Fish aquatic toxicity	+	0.8608	86.08%

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	98.01%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.40%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.07%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.87%	98.95%
CHEMBL4208	P20618	Proteasome component C5	91.10%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.96%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.78%	96.00%
CHEMBL2535	P11166	Glucose transporter	88.55%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.21%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.39%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.83%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	81.26%	90.20%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.20%	99.15%

Plants that contains it

• Machilus wangchiana

Cross-Links

• PubChem: 44613296
• LOTUS: LTS0179043
• wikiData: Q105368625