4,10-dimethyl-2H-pyrano[3,2-c]chromen-5-one

Details

• Internal ID: c46e3a63-de27-43d2-a197-90284aabff2f
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: 4,10-dimethyl-2H-pyrano[3,2-c]chromen-5-one
• InChI: InChI=1S/C14H12O3/c1-8-4-3-5-10-11(8)13-12(14(15)17-10)9(2)6-7-16-13/h3-6H,7H2,1-2H3
• InChI Key: NVVIMDIUKCPJBI-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₃
• Molecular Weight: 228.24 g/mol
• Exact Mass: 228.078644241 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7867	78.67%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7468	74.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9482	94.82%
OATP1B3 inhibitior	+	0.9707	97.07%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5798	57.98%
P-glycoprotein inhibitior	-	0.8209	82.09%
P-glycoprotein substrate	-	0.8799	87.99%
CYP3A4 substrate	-	0.5372	53.72%
CYP2C9 substrate	-	0.6796	67.96%
CYP2D6 substrate	-	0.8519	85.19%
CYP3A4 inhibition	-	0.5880	58.80%
CYP2C9 inhibition	-	0.5123	51.23%
CYP2C19 inhibition	+	0.8022	80.22%
CYP2D6 inhibition	-	0.7049	70.49%
CYP1A2 inhibition	+	0.9222	92.22%
CYP2C8 inhibition	-	0.8736	87.36%
CYP inhibitory promiscuity	+	0.7717	77.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.7198	71.98%
Eye corrosion	-	0.9698	96.98%
Eye irritation	+	0.8926	89.26%
Skin irritation	-	0.6039	60.39%
Skin corrosion	-	0.9705	97.05%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5515	55.15%
Micronuclear	+	0.5733	57.33%
Hepatotoxicity	+	0.7315	73.15%
skin sensitisation	-	0.6237	62.37%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.7389	73.89%
Acute Oral Toxicity (c)	III	0.5048	50.48%
Estrogen receptor binding	+	0.7958	79.58%
Androgen receptor binding	+	0.5875	58.75%
Thyroid receptor binding	-	0.7332	73.32%
Glucocorticoid receptor binding	+	0.7043	70.43%
Aromatase binding	+	0.6865	68.65%
PPAR gamma	+	0.6401	64.01%
Honey bee toxicity	-	0.9415	94.15%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9886	98.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.72%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.69%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.52%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.31%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	89.78%	93.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.96%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.44%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.94%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.68%	86.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.20%	96.67%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.79%	94.80%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.41%	96.77%
CHEMBL240	Q12809	HERG	80.51%	89.76%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.39%	97.09%

Plants that contains it

• Nassauvia magellanica
• Triptilion spinosum

Cross-Links

• PubChem: 14104261
• LOTUS: LTS0241090
• wikiData: Q105186439