7-(1,3-Benzodioxol-5-yl)-5-hydroxy-10-methoxy-2,2-dimethylpyrano[3,2-g]chromen-6-one

Details

• Internal ID: 694abea2-5f37-4ce7-b4e9-18c195b09adb
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 6-prenylated isoflavanones
• IUPAC Name: 7-(1,3-benzodioxol-5-yl)-5-hydroxy-10-methoxy-2,2-dimethylpyrano[3,2-g]chromen-6-one
• InChI: InChI=1S/C22H18O7/c1-22(2)7-6-12-17(23)16-18(24)13(9-26-20(16)21(25-3)19(12)29-22)11-4-5-14-15(8-11)28-10-27-14/h4-9,23H,10H2,1-3H3
• InChI Key: GPUNQFPZSMIZCV-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₈O₇
• Molecular Weight: 394.40 g/mol
• Exact Mass: 394.10525291 g/mol
• Topological Polar Surface Area (TPSA): 83.50 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.09
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9836	98.36%
Caco-2	+	0.7012	70.12%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8103	81.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9052	90.52%
OATP1B3 inhibitior	+	0.9375	93.75%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8962	89.62%
P-glycoprotein inhibitior	+	0.8237	82.37%
P-glycoprotein substrate	-	0.7443	74.43%
CYP3A4 substrate	+	0.6503	65.03%
CYP2C9 substrate	-	0.6219	62.19%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	+	0.9348	93.48%
CYP2C9 inhibition	+	0.7133	71.33%
CYP2C19 inhibition	+	0.8498	84.98%
CYP2D6 inhibition	-	0.5230	52.30%
CYP1A2 inhibition	-	0.8082	80.82%
CYP2C8 inhibition	+	0.6009	60.09%
CYP inhibitory promiscuity	+	0.8070	80.70%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4573	45.73%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.6050	60.50%
Skin irritation	-	0.7919	79.19%
Skin corrosion	-	0.9555	95.55%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4105	41.05%
Micronuclear	+	0.7374	73.74%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7719	77.19%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6041	60.41%
Acute Oral Toxicity (c)	III	0.4886	48.86%
Estrogen receptor binding	+	0.9425	94.25%
Androgen receptor binding	+	0.7519	75.19%
Thyroid receptor binding	+	0.7586	75.86%
Glucocorticoid receptor binding	+	0.8886	88.86%
Aromatase binding	+	0.6568	65.68%
PPAR gamma	+	0.8856	88.56%
Honey bee toxicity	-	0.7831	78.31%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9799	97.99%

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	99.63%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	99.19%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.95%	94.45%
CHEMBL2581	P07339	Cathepsin D	97.73%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.62%	89.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	94.48%	80.96%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.18%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.05%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.85%	85.14%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	88.81%	85.30%
CHEMBL1937	Q92769	Histone deacetylase 2	88.00%	94.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.00%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.90%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.75%	92.62%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.92%	94.80%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.39%	95.78%
CHEMBL4208	P20618	Proteasome component C5	85.39%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.24%	95.56%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	85.10%	82.67%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	84.67%	93.24%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.91%	95.53%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.61%	95.71%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	81.37%	85.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.01%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.92%	99.23%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.78%	94.42%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.31%	97.28%

Plants that contains it

• Lonchocarpus subglaucescens

Cross-Links

• PubChem: 101995344
• LOTUS: LTS0204710
• wikiData: Q105015196