6-Furo[2,3-f][1,3]benzodioxol-6-yl-2,2,8,8-tetramethylpyrano[2,3-f]chromene

Details

• Internal ID: 6258a58d-5d5c-444b-a771-fc22ceaa3b17
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 6-furo[2,3-f][1,3]benzodioxol-6-yl-2,2,8,8-tetramethylpyrano[2,3-f]chromene
• InChI: InChI=1S/C25H22O5/c1-24(2)7-5-14-9-17(23-16(22(14)29-24)6-8-25(3,4)30-23)19-10-15-11-20-21(27-13-26-20)12-18(15)28-19/h5-12H,13H2,1-4H3
• InChI Key: YQLBHQWZBYDSHX-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₂O₅
• Molecular Weight: 402.40 g/mol
• Exact Mass: 402.14672380 g/mol
• Topological Polar Surface Area (TPSA): 50.10 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 6.20
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	+	0.5202	52.02%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7627	76.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9218	92.18%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9387	93.87%
P-glycoprotein inhibitior	+	0.9021	90.21%
P-glycoprotein substrate	+	0.5187	51.87%
CYP3A4 substrate	+	0.5695	56.95%
CYP2C9 substrate	-	0.6179	61.79%
CYP2D6 substrate	-	0.7681	76.81%
CYP3A4 inhibition	+	0.8119	81.19%
CYP2C9 inhibition	+	0.6384	63.84%
CYP2C19 inhibition	+	0.6999	69.99%
CYP2D6 inhibition	-	0.6170	61.70%
CYP1A2 inhibition	+	0.6528	65.28%
CYP2C8 inhibition	-	0.6009	60.09%
CYP inhibitory promiscuity	+	0.9300	93.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.4544	45.44%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.6149	61.49%
Skin irritation	-	0.7437	74.37%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8922	89.22%
Micronuclear	+	0.5659	56.59%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.6679	66.79%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.4576	45.76%
Acute Oral Toxicity (c)	III	0.6872	68.72%
Estrogen receptor binding	+	0.9168	91.68%
Androgen receptor binding	+	0.8057	80.57%
Thyroid receptor binding	+	0.7353	73.53%
Glucocorticoid receptor binding	+	0.8629	86.29%
Aromatase binding	+	0.7566	75.66%
PPAR gamma	+	0.7584	75.84%
Honey bee toxicity	-	0.8259	82.59%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9803	98.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.96%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.97%	91.11%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	96.51%	85.30%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	94.42%	80.96%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.55%	85.14%
CHEMBL230	P35354	Cyclooxygenase-2	89.02%	89.63%
CHEMBL4208	P20618	Proteasome component C5	88.28%	90.00%
CHEMBL2581	P07339	Cathepsin D	87.62%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.77%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.05%	96.09%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.07%	90.24%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	82.91%	88.84%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.07%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.73%	92.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.14%	90.71%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	80.00%	85.49%

Plants that contains it

• Euchresta tubulosa

Cross-Links

• PubChem: 163049367
• LOTUS: LTS0136872
• wikiData: Q105352266