(2S,9bR)-2,6-diacetyl-7,9-dihydroxy-8,9b-dimethyldibenzofuran-1,3-dione

Details

• Internal ID: b868248c-21d8-448d-9df4-8f77f64f4258
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: (2S,9bR)-2,6-diacetyl-7,9-dihydroxy-8,9b-dimethyldibenzofuran-1,3-dione
• SMILES (Canonical): CC1=C(C(=C2C(=C1O)C3(C(=CC(=O)C(C3=O)C(=O)C)O2)C)C(=O)C)O
• SMILES (Isomeric): CC1=C(C(=C2C(=C1O)[C@@]3(C(=CC(=O)[C@@H](C3=O)C(=O)C)O2)C)C(=O)C)O
• InChI: InChI=1S/C18H16O7/c1-6-14(22)12(8(3)20)16-13(15(6)23)18(4)10(25-16)5-9(21)11(7(2)19)17(18)24/h5,11,22-23H,1-4H3/t11-,18-/m0/s1
• InChI Key: CUCUKLJLRRAKFN-VOJFVSQTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₇
• Molecular Weight: 344.30 g/mol
• Exact Mass: 344.08960285 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	+	0.5830	58.30%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7601	76.01%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	-	0.4118	41.18%
OATP1B3 inhibitior	+	0.9426	94.26%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6490	64.90%
P-glycoprotein inhibitior	-	0.8669	86.69%
P-glycoprotein substrate	-	0.6341	63.41%
CYP3A4 substrate	+	0.6125	61.25%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.8632	86.32%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	+	0.8949	89.49%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9244	92.44%
CYP1A2 inhibition	+	0.9107	91.07%
CYP2C8 inhibition	-	0.7058	70.58%
CYP inhibitory promiscuity	+	0.8560	85.60%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Danger	0.5076	50.76%
Eye corrosion	-	0.9808	98.08%
Eye irritation	+	0.6053	60.53%
Skin irritation	-	0.5642	56.42%
Skin corrosion	-	0.8915	89.15%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7359	73.59%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.8375	83.75%
skin sensitisation	-	0.6882	68.82%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7167	71.67%
Acute Oral Toxicity (c)	III	0.4942	49.42%
Estrogen receptor binding	+	0.7636	76.36%
Androgen receptor binding	+	0.5885	58.85%
Thyroid receptor binding	-	0.5659	56.59%
Glucocorticoid receptor binding	-	0.5068	50.68%
Aromatase binding	-	0.6505	65.05%
PPAR gamma	+	0.6759	67.59%
Honey bee toxicity	-	0.8844	88.44%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9881	98.81%

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	96.76%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.40%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.29%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.81%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	84.89%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.54%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.28%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.83%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	82.17%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.80%	94.00%

Plants that contains it

• Allium cepa
• Calypogeia integristipula
• Cirsium brevistylum
• Gentiana dahurica
• Gymnanthemum amygdalinum
• Hylodesmum podocarpum subsp. oxyphyllum
• Lobelia chinensis
• Myrtus communis
• Putterlickia verrucosa

Cross-Links

• PubChem: 98044035
• NPASS: NPC186503
• LOTUS: LTS0218247
• wikiData: Q104888651