1-[9-(3-acetyl-4-hydroxybenzoyl)-6-hydroxy-6,8-dimethyl-8,9-dihydro-7H-dibenzofuran-2-yl]ethanone

Details

• Internal ID: f4c3d371-399b-4f9e-abfe-8e52950ebfff
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[9-(3-acetyl-4-hydroxybenzoyl)-6-hydroxy-6,8-dimethyl-8,9-dihydro-7H-dibenzofuran-2-yl]ethanone
• SMILES (Canonical): CC1CC(C2=C(C1C(=O)C3=CC(=C(C=C3)O)C(=O)C)C4=C(O2)C=CC(=C4)C(=O)C)(C)O
• SMILES (Isomeric): CC1CC(C2=C(C1C(=O)C3=CC(=C(C=C3)O)C(=O)C)C4=C(O2)C=CC(=C4)C(=O)C)(C)O
• InChI: InChI=1S/C25H24O6/c1-12-11-25(4,30)24-22(18-9-15(13(2)26)6-8-20(18)31-24)21(12)23(29)16-5-7-19(28)17(10-16)14(3)27/h5-10,12,21,28,30H,11H2,1-4H3
• InChI Key: ISZNBGSYLBIBDP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₄O₆
• Molecular Weight: 420.50 g/mol
• Exact Mass: 420.15728848 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.76
• H-Bond Acceptor: 6
• 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	+	0.9898	98.98%
Caco-2	-	0.6413	64.13%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6798	67.98%
OATP2B1 inhibitior	-	0.5766	57.66%
OATP1B1 inhibitior	+	0.9211	92.11%
OATP1B3 inhibitior	+	0.9162	91.62%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8648	86.48%
P-glycoprotein inhibitior	-	0.4763	47.63%
P-glycoprotein substrate	-	0.5572	55.72%
CYP3A4 substrate	+	0.6015	60.15%
CYP2C9 substrate	+	0.7955	79.55%
CYP2D6 substrate	-	0.8349	83.49%
CYP3A4 inhibition	-	0.9039	90.39%
CYP2C9 inhibition	-	0.8222	82.22%
CYP2C19 inhibition	-	0.9391	93.91%
CYP2D6 inhibition	-	0.9042	90.42%
CYP1A2 inhibition	+	0.6440	64.40%
CYP2C8 inhibition	+	0.7305	73.05%
CYP inhibitory promiscuity	-	0.8248	82.48%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4111	41.11%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9362	93.62%
Skin irritation	-	0.7024	70.24%
Skin corrosion	-	0.9181	91.81%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4239	42.39%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.5830	58.30%
skin sensitisation	-	0.7947	79.47%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8475	84.75%
Acute Oral Toxicity (c)	III	0.5294	52.94%
Estrogen receptor binding	+	0.7738	77.38%
Androgen receptor binding	+	0.8146	81.46%
Thyroid receptor binding	+	0.5809	58.09%
Glucocorticoid receptor binding	+	0.7286	72.86%
Aromatase binding	+	0.6374	63.74%
PPAR gamma	+	0.7334	73.34%
Honey bee toxicity	-	0.9058	90.58%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9669	96.69%

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	99.72%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.58%	91.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	96.45%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.92%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	90.17%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.44%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.22%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.71%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.08%	94.00%
CHEMBL2535	P11166	Glucose transporter	81.21%	98.75%

Plants that contains it

• Ophryosporus charua

Cross-Links

• PubChem: 163038171
• LOTUS: LTS0045659
• wikiData: Q105119925