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

Details

• Internal ID: 923c36eb-144b-4614-be12-a5fd79a0dec5
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: (3R,4S)-4-(4-hydroxy-3-methoxyphenyl)-4-methoxy-3-methylbutan-2-one
• SMILES (Canonical): CC(C(C1=CC(=C(C=C1)O)OC)OC)C(=O)C
• SMILES (Isomeric): C[C@H]([C@@H](C1=CC(=C(C=C1)O)OC)OC)C(=O)C
• InChI: InChI=1S/C13H18O4/c1-8(9(2)14)13(17-4)10-5-6-11(15)12(7-10)16-3/h5-8,13,15H,1-4H3/t8-,13-/m0/s1
• InChI Key: WLUGKAVAULDYKC-SDBXPKJASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O₄
• Molecular Weight: 238.28 g/mol
• Exact Mass: 238.12050905 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.31
• H-Bond Acceptor: 4
• 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	+	0.9881	98.81%
Caco-2	+	0.7010	70.10%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8813	88.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9284	92.84%
OATP1B3 inhibitior	+	0.9718	97.18%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8660	86.60%
P-glycoprotein inhibitior	-	0.9343	93.43%
P-glycoprotein substrate	-	0.8543	85.43%
CYP3A4 substrate	-	0.6503	65.03%
CYP2C9 substrate	-	0.5712	57.12%
CYP2D6 substrate	-	0.7145	71.45%
CYP3A4 inhibition	-	0.8467	84.67%
CYP2C9 inhibition	-	0.9944	99.44%
CYP2C19 inhibition	-	0.7886	78.86%
CYP2D6 inhibition	-	0.9374	93.74%
CYP1A2 inhibition	-	0.7261	72.61%
CYP2C8 inhibition	-	0.8804	88.04%
CYP inhibitory promiscuity	-	0.8362	83.62%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7554	75.54%
Carcinogenicity (trinary)	Non-required	0.6658	66.58%
Eye corrosion	+	0.6642	66.42%
Eye irritation	-	0.5625	56.25%
Skin irritation	+	0.5756	57.56%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3887	38.87%
Micronuclear	-	0.5067	50.67%
Hepatotoxicity	-	0.5428	54.28%
skin sensitisation	-	0.8203	82.03%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	-	0.5643	56.43%
Acute Oral Toxicity (c)	III	0.6252	62.52%
Estrogen receptor binding	+	0.6934	69.34%
Androgen receptor binding	-	0.6477	64.77%
Thyroid receptor binding	-	0.6604	66.04%
Glucocorticoid receptor binding	-	0.7156	71.56%
Aromatase binding	-	0.5870	58.70%
PPAR gamma	-	0.5095	50.95%
Honey bee toxicity	-	0.8783	87.83%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7404	74.04%
Fish aquatic toxicity	+	0.8371	83.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.94%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.83%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.09%	99.15%
CHEMBL4208	P20618	Proteasome component C5	90.91%	90.00%
CHEMBL2581	P07339	Cathepsin D	89.73%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.15%	95.56%
CHEMBL2535	P11166	Glucose transporter	86.91%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.50%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.13%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	85.89%	90.20%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.28%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.68%	86.33%

Plants that contains it

• Machilus wangchiana

Cross-Links

• PubChem: 44613168
• LOTUS: LTS0031541
• wikiData: Q105308223