2-Methylpropyl 10-hydroxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromene-9-carboxylate

Details

• Internal ID: 1dd0c41f-a2ba-4622-a754-9ba7d40e68b7
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: 2-methylpropyl 10-hydroxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromene-9-carboxylate
• SMILES (Canonical): CC(C)COC(=O)C1C(C2=C(C=CC3=C2OC(=O)C=C3)OC1(C)C)O
• SMILES (Isomeric): CC(C)COC(=O)C1C(C2=C(C=CC3=C2OC(=O)C=C3)OC1(C)C)O
• InChI: InChI=1S/C19H22O6/c1-10(2)9-23-18(22)15-16(21)14-12(25-19(15,3)4)7-5-11-6-8-13(20)24-17(11)14/h5-8,10,15-16,21H,9H2,1-4H3
• InChI Key: VEOXDBNEEKPSCV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₆
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.14163842 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9545	95.45%
Caco-2	+	0.7344	73.44%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7999	79.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8778	87.78%
OATP1B3 inhibitior	+	0.9000	90.00%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8183	81.83%
P-glycoprotein inhibitior	+	0.6466	64.66%
P-glycoprotein substrate	-	0.7685	76.85%
CYP3A4 substrate	+	0.5531	55.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8443	84.43%
CYP3A4 inhibition	-	0.8241	82.41%
CYP2C9 inhibition	+	0.7208	72.08%
CYP2C19 inhibition	+	0.5101	51.01%
CYP2D6 inhibition	-	0.9167	91.67%
CYP1A2 inhibition	+	0.5362	53.62%
CYP2C8 inhibition	-	0.7424	74.24%
CYP inhibitory promiscuity	-	0.8053	80.53%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.6206	62.06%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.8809	88.09%
Skin irritation	-	0.8493	84.93%
Skin corrosion	-	0.9680	96.80%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6441	64.41%
Micronuclear	+	0.5074	50.74%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8543	85.43%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6087	60.87%
Acute Oral Toxicity (c)	III	0.6109	61.09%
Estrogen receptor binding	+	0.8808	88.08%
Androgen receptor binding	+	0.6887	68.87%
Thyroid receptor binding	+	0.5746	57.46%
Glucocorticoid receptor binding	+	0.7828	78.28%
Aromatase binding	+	0.6622	66.22%
PPAR gamma	+	0.5682	56.82%
Honey bee toxicity	-	0.7828	78.28%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9891	98.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.92%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.92%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.87%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.05%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	86.63%	83.82%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.09%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.91%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.40%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.37%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.30%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163028180
• LOTUS: LTS0119851
• wikiData: Q105284744