Bocconin

Details

• Internal ID: 5cb04a9c-b974-4db8-9631-403cfa85619b
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: [(9R,10R)-10-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl] 2-methylpropanoate
• InChI: InChI=1S/C20H22O7/c1-10(2)19(23)26-18-17(24-11(3)21)15-13(27-20(18,4)5)8-6-12-7-9-14(22)25-16(12)15/h6-10,17-18H,1-5H3/t17-,18-/m1/s1
• InChI Key: RBYMMRNOMSMIHJ-QZTJIDSGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₇
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.13655304 g/mol
• Topological Polar Surface Area (TPSA): 88.10 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.14
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• [(9R,10R)-10-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl] 2-methylpropanoate
• 8,8-Dimethyl-9alpha-(isobutyryloxy)-10alpha-acetoxy-9,10-dihydro-2H,8H-benzo[1,2-b:3,4-b/']dipyran-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9715	97.15%
Caco-2	+	0.6968	69.68%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6516	65.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9438	94.38%
OATP1B3 inhibitior	+	0.9771	97.71%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7506	75.06%
P-glycoprotein inhibitior	+	0.8205	82.05%
P-glycoprotein substrate	-	0.8068	80.68%
CYP3A4 substrate	+	0.5653	56.53%
CYP2C9 substrate	-	0.8149	81.49%
CYP2D6 substrate	-	0.8610	86.10%
CYP3A4 inhibition	-	0.6567	65.67%
CYP2C9 inhibition	-	0.8846	88.46%
CYP2C19 inhibition	-	0.7743	77.43%
CYP2D6 inhibition	-	0.9492	94.92%
CYP1A2 inhibition	+	0.5719	57.19%
CYP2C8 inhibition	-	0.6318	63.18%
CYP inhibitory promiscuity	-	0.7412	74.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5057	50.57%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.9094	90.94%
Skin irritation	-	0.8002	80.02%
Skin corrosion	-	0.9603	96.03%
Ames mutagenesis	+	0.5163	51.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7702	77.02%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.6519	65.19%
skin sensitisation	-	0.8551	85.51%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.6354	63.54%
Acute Oral Toxicity (c)	III	0.7279	72.79%
Estrogen receptor binding	+	0.7635	76.35%
Androgen receptor binding	+	0.7175	71.75%
Thyroid receptor binding	-	0.5210	52.10%
Glucocorticoid receptor binding	+	0.6472	64.72%
Aromatase binding	-	0.5148	51.48%
PPAR gamma	+	0.5890	58.90%
Honey bee toxicity	-	0.7138	71.38%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9829	98.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.73%	94.45%
CHEMBL2581	P07339	Cathepsin D	97.61%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.53%	91.11%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	89.95%	85.30%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.33%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.96%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.69%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.38%	92.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.07%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.48%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	82.70%	91.19%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.12%	95.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.00%	86.33%

Plants that contains it

• Kitagawia praeruptora

Cross-Links

• PubChem: 12048031
• LOTUS: LTS0156615
• wikiData: Q105233424