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

Details

• Internal ID: 20de98b8-49ac-40cd-b15a-35e1f6824792
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: (3R,4S)-4-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-3-methylbutan-2-one
• SMILES (Canonical): CC(C(C1=CC(=C(C=C1)O)OC)O)C(=O)C
• SMILES (Isomeric): C[C@H]([C@@H](C1=CC(=C(C=C1)O)OC)O)C(=O)C
• InChI: InChI=1S/C12H16O4/c1-7(8(2)13)12(15)9-4-5-10(14)11(6-9)16-3/h4-7,12,14-15H,1-3H3/t7-,12-/m0/s1
• InChI Key: DCKJTOQHNMSFBW-MADCSZMMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₄
• Molecular Weight: 224.25 g/mol
• Exact Mass: 224.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9811	98.11%
Caco-2	-	0.6441	64.41%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8715	87.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9437	94.37%
OATP1B3 inhibitior	+	0.9515	95.15%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8849	88.49%
P-glycoprotein inhibitior	-	0.9668	96.68%
P-glycoprotein substrate	-	0.8696	86.96%
CYP3A4 substrate	-	0.6542	65.42%
CYP2C9 substrate	-	0.5799	57.99%
CYP2D6 substrate	-	0.6852	68.52%
CYP3A4 inhibition	-	0.8738	87.38%
CYP2C9 inhibition	-	0.9714	97.14%
CYP2C19 inhibition	-	0.7216	72.16%
CYP2D6 inhibition	-	0.9070	90.70%
CYP1A2 inhibition	-	0.6791	67.91%
CYP2C8 inhibition	-	0.8997	89.97%
CYP inhibitory promiscuity	-	0.7773	77.73%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7454	74.54%
Carcinogenicity (trinary)	Non-required	0.6683	66.83%
Eye corrosion	+	0.5401	54.01%
Eye irritation	-	0.7200	72.00%
Skin irritation	+	0.5421	54.21%
Skin corrosion	-	0.9267	92.67%
Ames mutagenesis	-	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5232	52.32%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.7779	77.79%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	-	0.6772	67.72%
Acute Oral Toxicity (c)	III	0.6273	62.73%
Estrogen receptor binding	-	0.4938	49.38%
Androgen receptor binding	-	0.7423	74.23%
Thyroid receptor binding	-	0.6382	63.82%
Glucocorticoid receptor binding	-	0.7256	72.56%
Aromatase binding	-	0.8045	80.45%
PPAR gamma	-	0.6073	60.73%
Honey bee toxicity	-	0.9024	90.24%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.8492	84.92%

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	96.90%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.65%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.35%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.37%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.18%	98.95%
CHEMBL4208	P20618	Proteasome component C5	93.05%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.25%	99.15%
CHEMBL2535	P11166	Glucose transporter	91.10%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.15%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.76%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.28%	99.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.14%	90.24%
CHEMBL1255126	O15151	Protein Mdm4	85.06%	90.20%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.03%	89.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.03%	90.71%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	80.05%	95.48%

Plants that contains it

• Machilus wangchiana

Cross-Links

• PubChem: 44613161
• LOTUS: LTS0030178
• wikiData: Q104975484