2-[2-(2,4-Dihydroxy-6-methylbenzoyl)-3-hydroxybenzyl]-6-hydroxy-4H-pyran-4-one

Details

• Internal ID: 1ce1ea76-b079-4e4e-955e-3f84141bdbc2
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: 6-[[2-(2,4-dihydroxy-6-methylbenzoyl)-3-hydroxyphenyl]methyl]-4-hydroxypyran-2-one
• SMILES (Canonical): CC1=CC(=CC(=C1C(=O)C2=C(C=CC=C2O)CC3=CC(=CC(=O)O3)O)O)O
• SMILES (Isomeric): CC1=CC(=CC(=C1C(=O)C2=C(C=CC=C2O)CC3=CC(=CC(=O)O3)O)O)O
• InChI: InChI=1S/C20H16O7/c1-10-5-12(21)8-16(24)18(10)20(26)19-11(3-2-4-15(19)23)6-14-7-13(22)9-17(25)27-14/h2-5,7-9,21-24H,6H2,1H3
• InChI Key: ZWSSQWDRDJCCKW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₆O₇
• Molecular Weight: 368.30 g/mol
• Exact Mass: 368.08960285 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• SCHEMBL16432725
• AKOS004902583

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5755	57.55%
Caco-2	+	0.5519	55.19%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8385	83.85%
OATP2B1 inhibitior	+	0.5685	56.85%
OATP1B1 inhibitior	+	0.9308	93.08%
OATP1B3 inhibitior	+	0.9070	90.70%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5669	56.69%
P-glycoprotein inhibitior	-	0.8143	81.43%
P-glycoprotein substrate	-	0.8275	82.75%
CYP3A4 substrate	+	0.5435	54.35%
CYP2C9 substrate	+	0.6779	67.79%
CYP2D6 substrate	-	0.8699	86.99%
CYP3A4 inhibition	+	0.5887	58.87%
CYP2C9 inhibition	+	0.7251	72.51%
CYP2C19 inhibition	-	0.7629	76.29%
CYP2D6 inhibition	-	0.8884	88.84%
CYP1A2 inhibition	-	0.9170	91.70%
CYP2C8 inhibition	+	0.6050	60.50%
CYP inhibitory promiscuity	-	0.6456	64.56%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9011	90.11%
Carcinogenicity (trinary)	Non-required	0.7095	70.95%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.6911	69.11%
Skin irritation	-	0.7076	70.76%
Skin corrosion	-	0.8639	86.39%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4158	41.58%
Micronuclear	+	0.7259	72.59%
Hepatotoxicity	+	0.6427	64.27%
skin sensitisation	-	0.9041	90.41%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5788	57.88%
Acute Oral Toxicity (c)	III	0.3781	37.81%
Estrogen receptor binding	+	0.9009	90.09%
Androgen receptor binding	+	0.8272	82.72%
Thyroid receptor binding	-	0.5911	59.11%
Glucocorticoid receptor binding	+	0.8198	81.98%
Aromatase binding	+	0.6613	66.13%
PPAR gamma	+	0.8416	84.16%
Honey bee toxicity	-	0.9186	91.86%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9184	91.84%

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	98.36%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	97.51%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.74%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.56%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.59%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.39%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.69%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.40%	99.15%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.01%	96.95%
CHEMBL1929	P47989	Xanthine dehydrogenase	87.33%	96.12%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.70%	93.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.05%	89.00%
CHEMBL4530	P00488	Coagulation factor XIII	85.24%	96.00%
CHEMBL4208	P20618	Proteasome component C5	80.49%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54704800
• LOTUS: LTS0045821
• wikiData: Q105385197