4-[(3-Methylbut-2-en-1-yl)oxy]-2H,7H-[1,3]dioxolo[4,5-f][1]benzopyran-7-one

Details

• Internal ID: cee9546b-4877-484b-87a9-40f0c65c015a
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 4-(3-methylbut-2-enoxy)-[1,3]dioxolo[4,5-f]chromen-7-one
• SMILES (Canonical): CC(=CCOC1=C2C(=C3C=CC(=O)OC3=C1)OCO2)C
• SMILES (Isomeric): CC(=CCOC1=C2C(=C3C=CC(=O)OC3=C1)OCO2)C
• InChI: InChI=1S/C15H14O5/c1-9(2)5-6-17-12-7-11-10(3-4-13(16)20-11)14-15(12)19-8-18-14/h3-5,7H,6,8H2,1-2H3
• InChI Key: JHGZOAUSPBHOGM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₅
• Molecular Weight: 274.27 g/mol
• Exact Mass: 274.08412354 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.87
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• DTXSID70564604
• 4-[(3-Methylbut-2-en-1-yl)oxy]-2H,7H-[1,3]dioxolo[4,5-f][1]benzopyran-7-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.9393	93.93%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7509	75.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9517	95.17%
OATP1B3 inhibitior	+	0.9361	93.61%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6971	69.71%
P-glycoprotein inhibitior	-	0.5638	56.38%
P-glycoprotein substrate	-	0.6341	63.41%
CYP3A4 substrate	-	0.5224	52.24%
CYP2C9 substrate	-	0.6755	67.55%
CYP2D6 substrate	-	0.8540	85.40%
CYP3A4 inhibition	+	0.8950	89.50%
CYP2C9 inhibition	+	0.8327	83.27%
CYP2C19 inhibition	+	0.9623	96.23%
CYP2D6 inhibition	+	0.7952	79.52%
CYP1A2 inhibition	+	0.7846	78.46%
CYP2C8 inhibition	-	0.7137	71.37%
CYP inhibitory promiscuity	+	0.9616	96.16%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5780	57.80%
Eye corrosion	-	0.9794	97.94%
Eye irritation	+	0.6149	61.49%
Skin irritation	-	0.7510	75.10%
Skin corrosion	-	0.9475	94.75%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6556	65.56%
Micronuclear	-	0.5226	52.26%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	+	0.4924	49.24%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.5515	55.15%
Acute Oral Toxicity (c)	III	0.6459	64.59%
Estrogen receptor binding	+	0.7057	70.57%
Androgen receptor binding	+	0.8096	80.96%
Thyroid receptor binding	-	0.5898	58.98%
Glucocorticoid receptor binding	+	0.5909	59.09%
Aromatase binding	+	0.7223	72.23%
PPAR gamma	+	0.7901	79.01%
Honey bee toxicity	-	0.8869	88.69%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9928	99.28%

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	98.89%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.95%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.30%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.14%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.84%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.15%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.86%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.38%	89.62%
CHEMBL1951	P21397	Monoamine oxidase A	85.81%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.63%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.57%	86.33%
CHEMBL4208	P20618	Proteasome component C5	84.34%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.12%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.59%	92.62%

Plants that contains it

• Pterocaulon balansae

Cross-Links

• PubChem: 14841896
• LOTUS: LTS0170267
• wikiData: Q82449378