4-[3-(5,5-Dimethyl-4-oxofuran-2-yl)but-2-enoxy]furo[3,2-g]chromen-7-one

Details

• Internal ID: eaaf0b73-3c6d-4491-a13b-a936ecdba365
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 4-[3-(5,5-dimethyl-4-oxofuran-2-yl)but-2-enoxy]furo[3,2-g]chromen-7-one
• InChI: InChI=1S/C21H18O6/c1-12(15-11-18(22)21(2,3)27-15)6-8-25-20-13-4-5-19(23)26-17(13)10-16-14(20)7-9-24-16/h4-7,9-11H,8H2,1-3H3
• InChI Key: WKJCDUXJDYTMBC-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₈O₆
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.11033829 g/mol
• Topological Polar Surface Area (TPSA): 75.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.13
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	+	0.5754	57.54%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7888	78.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8900	89.00%
OATP1B3 inhibitior	+	0.8154	81.54%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9011	90.11%
P-glycoprotein inhibitior	+	0.8498	84.98%
P-glycoprotein substrate	-	0.6990	69.90%
CYP3A4 substrate	+	0.5888	58.88%
CYP2C9 substrate	-	0.8147	81.47%
CYP2D6 substrate	-	0.8739	87.39%
CYP3A4 inhibition	+	0.5854	58.54%
CYP2C9 inhibition	+	0.5218	52.18%
CYP2C19 inhibition	+	0.7435	74.35%
CYP2D6 inhibition	-	0.8091	80.91%
CYP1A2 inhibition	+	0.6654	66.54%
CYP2C8 inhibition	+	0.5971	59.71%
CYP inhibitory promiscuity	+	0.8219	82.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5091	50.91%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.8254	82.54%
Skin irritation	-	0.7379	73.79%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8116	81.16%
Micronuclear	-	0.5326	53.26%
Hepatotoxicity	+	0.8104	81.04%
skin sensitisation	-	0.6129	61.29%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8647	86.47%
Acute Oral Toxicity (c)	III	0.6577	65.77%
Estrogen receptor binding	+	0.9186	91.86%
Androgen receptor binding	+	0.8335	83.35%
Thyroid receptor binding	+	0.6354	63.54%
Glucocorticoid receptor binding	+	0.8024	80.24%
Aromatase binding	-	0.5456	54.56%
PPAR gamma	+	0.7222	72.22%
Honey bee toxicity	-	0.7925	79.25%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9969	99.69%

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	99.31%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	96.61%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.20%	94.45%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	94.07%	94.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.98%	89.00%
CHEMBL2581	P07339	Cathepsin D	93.62%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	91.85%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.75%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.11%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.09%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.83%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	88.48%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.67%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.15%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.78%	96.00%

Plants that contains it

• Dorstenia brasiliensis

Cross-Links

• PubChem: 163005481
• LOTUS: LTS0209880
• wikiData: Q105307374