9-(3-Methylbut-2-enoxy)-2,3-dihydrofuro[3,2-g]chromen-7-one

Details

• Internal ID: f05b2c43-ca68-40a8-9395-8558600fc58b
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 9-(3-methylbut-2-enoxy)-2,3-dihydrofuro[3,2-g]chromen-7-one
• SMILES (Canonical): CC(=CCOC1=C2C(=CC3=C1OCC3)C=CC(=O)O2)C
• SMILES (Isomeric): CC(=CCOC1=C2C(=CC3=C1OCC3)C=CC(=O)O2)C
• InChI: InChI=1S/C16H16O4/c1-10(2)5-7-19-16-14-12(6-8-18-14)9-11-3-4-13(17)20-15(11)16/h3-5,9H,6-8H2,1-2H3
• InChI Key: XKVWLLRDBHAWBL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.29 g/mol
• Exact Mass: 272.10485899 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.07
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	+	0.9224	92.24%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8415	84.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9532	95.32%
OATP1B3 inhibitior	+	0.9170	91.70%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6995	69.95%
P-glycoprotein inhibitior	-	0.4918	49.18%
P-glycoprotein substrate	-	0.8727	87.27%
CYP3A4 substrate	-	0.5314	53.14%
CYP2C9 substrate	-	0.6607	66.07%
CYP2D6 substrate	-	0.8073	80.73%
CYP3A4 inhibition	-	0.5940	59.40%
CYP2C9 inhibition	+	0.6714	67.14%
CYP2C19 inhibition	+	0.8825	88.25%
CYP2D6 inhibition	+	0.6637	66.37%
CYP1A2 inhibition	+	0.8381	83.81%
CYP2C8 inhibition	-	0.7795	77.95%
CYP inhibitory promiscuity	+	0.8751	87.51%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5922	59.22%
Eye corrosion	-	0.9817	98.17%
Eye irritation	+	0.6783	67.83%
Skin irritation	-	0.8171	81.71%
Skin corrosion	-	0.9529	95.29%
Ames mutagenesis	+	0.5163	51.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7890	78.90%
Micronuclear	-	0.6967	69.67%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.6262	62.62%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.7863	78.63%
Acute Oral Toxicity (c)	III	0.5727	57.27%
Estrogen receptor binding	+	0.6537	65.37%
Androgen receptor binding	+	0.7978	79.78%
Thyroid receptor binding	-	0.5473	54.73%
Glucocorticoid receptor binding	+	0.7083	70.83%
Aromatase binding	+	0.7116	71.16%
PPAR gamma	+	0.8573	85.73%
Honey bee toxicity	-	0.8831	88.31%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9777	97.77%

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	97.78%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.34%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.21%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	92.48%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	91.70%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.92%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.97%	94.00%
CHEMBL4208	P20618	Proteasome component C5	88.38%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.37%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.33%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.64%	85.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.83%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.18%	100.00%

Plants that contains it

• Aegle marmelos

Cross-Links

• PubChem: 162867119
• LOTUS: LTS0111726
• wikiData: Q105329729