9-[3-methyl-4-(4-methyl-5-oxo-2H-furan-2-yl)but-2-enoxy]furo[3,2-g]chromen-7-one

Details

• Internal ID: 29720463-7132-4e32-b0a0-f3506e17629e
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 9-[3-methyl-4-(4-methyl-5-oxo-2H-furan-2-yl)but-2-enoxy]furo[3,2-g]chromen-7-one
• SMILES (Canonical): CC1=CC(OC1=O)CC(=CCOC2=C3C(=CC4=C2OC=C4)C=CC(=O)O3)C
• SMILES (Isomeric): CC1=CC(OC1=O)CC(=CCOC2=C3C(=CC4=C2OC=C4)C=CC(=O)O3)C
• InChI: InChI=1S/C21H18O6/c1-12(9-16-10-13(2)21(23)26-16)5-7-25-20-18-15(6-8-24-18)11-14-3-4-17(22)27-19(14)20/h3-6,8,10-11,16H,7,9H2,1-2H3
• InChI Key: XVVBVBKVMMNZHB-UHFFFAOYSA-N
• Popularity: 0 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: 3.70
• Atomic LogP (AlogP): 4.13
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9904	99.04%
Caco-2	+	0.5871	58.71%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7915	79.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8909	89.09%
OATP1B3 inhibitior	+	0.8333	83.33%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8989	89.89%
P-glycoprotein inhibitior	+	0.8438	84.38%
P-glycoprotein substrate	-	0.7158	71.58%
CYP3A4 substrate	+	0.5536	55.36%
CYP2C9 substrate	-	0.6141	61.41%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	+	0.7344	73.44%
CYP2C9 inhibition	-	0.6126	61.26%
CYP2C19 inhibition	+	0.6332	63.32%
CYP2D6 inhibition	-	0.8193	81.93%
CYP1A2 inhibition	+	0.6248	62.48%
CYP2C8 inhibition	+	0.6192	61.92%
CYP inhibitory promiscuity	+	0.8003	80.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5331	53.31%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.8997	89.97%
Skin irritation	-	0.7330	73.30%
Skin corrosion	-	0.9494	94.94%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8532	85.32%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.8105	81.05%
skin sensitisation	-	0.7170	71.70%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7530	75.30%
Acute Oral Toxicity (c)	III	0.4915	49.15%
Estrogen receptor binding	+	0.7796	77.96%
Androgen receptor binding	+	0.8060	80.60%
Thyroid receptor binding	+	0.6051	60.51%
Glucocorticoid receptor binding	+	0.8840	88.40%
Aromatase binding	+	0.6029	60.29%
PPAR gamma	+	0.6805	68.05%
Honey bee toxicity	-	0.8373	83.73%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	94.74%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.35%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.19%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.87%	94.00%
CHEMBL2581	P07339	Cathepsin D	91.14%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	89.74%	94.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.18%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.50%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.30%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.79%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.67%	97.21%
CHEMBL4208	P20618	Proteasome component C5	81.34%	90.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.24%	94.03%

Plants that contains it

• Clausena lansium

Cross-Links

• PubChem: 137359
• LOTUS: LTS0178014
• wikiData: Q105343199