(2,2-dimethyl-4,8-dioxo-3H-pyrano[3,2-g]chromen-3-yl) 2-methylbut-2-enoate

Details

• Internal ID: f78f49f3-256b-49eb-979b-c58736ad4c50
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Linear pyranocoumarins
• IUPAC Name: (2,2-dimethyl-4,8-dioxo-3H-pyrano[3,2-g]chromen-3-yl) 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(=O)C2=C(C=C3C(=C2)C=CC(=O)O3)OC1(C)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(=O)C2=C(C=C3C(=C2)C=CC(=O)O3)OC1(C)C
• InChI: InChI=1S/C19H18O6/c1-5-10(2)18(22)24-17-16(21)12-8-11-6-7-15(20)23-13(11)9-14(12)25-19(17,3)4/h5-9,17H,1-4H3
• InChI Key: DSGFOFJMGIHJRZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₆
• Molecular Weight: 342.30 g/mol
• Exact Mass: 342.11033829 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9868	98.68%
Caco-2	+	0.8756	87.56%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7240	72.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8586	85.86%
OATP1B3 inhibitior	+	0.9510	95.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7961	79.61%
P-glycoprotein inhibitior	+	0.7509	75.09%
P-glycoprotein substrate	-	0.7402	74.02%
CYP3A4 substrate	+	0.5781	57.81%
CYP2C9 substrate	-	0.6117	61.17%
CYP2D6 substrate	-	0.8918	89.18%
CYP3A4 inhibition	+	0.6239	62.39%
CYP2C9 inhibition	-	0.6806	68.06%
CYP2C19 inhibition	+	0.7432	74.32%
CYP2D6 inhibition	-	0.8778	87.78%
CYP1A2 inhibition	-	0.5415	54.15%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.6952	69.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4415	44.15%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.8738	87.38%
Skin irritation	-	0.7534	75.34%
Skin corrosion	-	0.9607	96.07%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7411	74.11%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.6848	68.48%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.6563	65.63%
Acute Oral Toxicity (c)	III	0.7765	77.65%
Estrogen receptor binding	+	0.8318	83.18%
Androgen receptor binding	+	0.6577	65.77%
Thyroid receptor binding	-	0.5381	53.81%
Glucocorticoid receptor binding	+	0.6997	69.97%
Aromatase binding	+	0.5207	52.07%
PPAR gamma	+	0.7264	72.64%
Honey bee toxicity	-	0.7361	73.61%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9954	99.54%

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	97.94%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.09%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.88%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.16%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.35%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.32%	96.09%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.95%	85.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.79%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.65%	95.56%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.62%	85.30%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.55%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	81.41%	94.73%

Plants that contains it

• Scutellaria lateriflora

Cross-Links

• PubChem: 74941510
• LOTUS: LTS0142074
• wikiData: Q104987824