(2R)-4-[(3-acetyl-2,6-dihydroxy-5-methylphenyl)methyl]-3-hydroxy-2-methyl-2H-furan-5-one

Details

• Internal ID: 66427ad3-c7c3-4dfb-acbf-321c82318253
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (2R)-4-[(3-acetyl-2,6-dihydroxy-5-methylphenyl)methyl]-3-hydroxy-2-methyl-2H-furan-5-one
• SMILES (Canonical): CC1C(=C(C(=O)O1)CC2=C(C(=CC(=C2O)C(=O)C)C)O)O
• SMILES (Isomeric): C[C@@H]1C(=C(C(=O)O1)CC2=C(C(=CC(=C2O)C(=O)C)C)O)O
• InChI: InChI=1S/C15H16O6/c1-6-4-9(7(2)16)14(19)10(12(6)17)5-11-13(18)8(3)21-15(11)20/h4,8,17-19H,5H2,1-3H3/t8-/m1/s1
• InChI Key: YLIUZRWENFNXMA-MRVPVSSYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₆
• Molecular Weight: 292.28 g/mol
• Exact Mass: 292.09468823 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.91
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9299	92.99%
Caco-2	-	0.5596	55.96%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6141	61.41%
OATP2B1 inhibitior	-	0.5722	57.22%
OATP1B1 inhibitior	+	0.7627	76.27%
OATP1B3 inhibitior	+	0.8935	89.35%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8551	85.51%
P-glycoprotein inhibitior	-	0.8801	88.01%
P-glycoprotein substrate	-	0.8773	87.73%
CYP3A4 substrate	-	0.5099	50.99%
CYP2C9 substrate	-	0.7795	77.95%
CYP2D6 substrate	-	0.8763	87.63%
CYP3A4 inhibition	-	0.7679	76.79%
CYP2C9 inhibition	+	0.6084	60.84%
CYP2C19 inhibition	+	0.5691	56.91%
CYP2D6 inhibition	-	0.9264	92.64%
CYP1A2 inhibition	+	0.6331	63.31%
CYP2C8 inhibition	-	0.7394	73.94%
CYP inhibitory promiscuity	+	0.6725	67.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9371	93.71%
Carcinogenicity (trinary)	Non-required	0.4637	46.37%
Eye corrosion	-	0.9740	97.40%
Eye irritation	+	0.8277	82.77%
Skin irritation	-	0.6638	66.38%
Skin corrosion	-	0.9199	91.99%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7254	72.54%
Micronuclear	+	0.6859	68.59%
Hepatotoxicity	+	0.6483	64.83%
skin sensitisation	-	0.5504	55.04%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7237	72.37%
Acute Oral Toxicity (c)	III	0.4874	48.74%
Estrogen receptor binding	+	0.6712	67.12%
Androgen receptor binding	+	0.5261	52.61%
Thyroid receptor binding	-	0.6129	61.29%
Glucocorticoid receptor binding	+	0.6855	68.55%
Aromatase binding	-	0.5537	55.37%
PPAR gamma	+	0.5592	55.92%
Honey bee toxicity	-	0.9186	91.86%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9827	98.27%

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	96.49%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.57%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.43%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.08%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.06%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.05%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.73%	94.00%
CHEMBL4530	P00488	Coagulation factor XIII	80.72%	96.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.59%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.42%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 98049909
• LOTUS: LTS0091105
• wikiData: Q105350150