6,7-Methylenedioxy-3-(1-oxopropyl)isocoumarin

Details

• Internal ID: 66265ca3-26af-4952-b63c-355a61aeab8c
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: 7-propanoyl-[1,3]dioxolo[4,5-g]isochromen-5-one
• InChI: InChI=1S/C13H10O5/c1-2-9(14)10-3-7-4-11-12(17-6-16-11)5-8(7)13(15)18-10/h3-5H,2,6H2,1H3
• InChI Key: QUGCGRKJBDNHBP-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₀O₅
• Molecular Weight: 246.21 g/mol
• Exact Mass: 246.05282342 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.11
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 6,7-methylenedioxy-3-(1-oxopropyl)isocoumarin

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	+	0.6899	68.99%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7945	79.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9304	93.04%
OATP1B3 inhibitior	+	0.9516	95.16%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7094	70.94%
P-glycoprotein inhibitior	-	0.8491	84.91%
P-glycoprotein substrate	-	0.9063	90.63%
CYP3A4 substrate	-	0.6187	61.87%
CYP2C9 substrate	-	0.5958	59.58%
CYP2D6 substrate	-	0.8604	86.04%
CYP3A4 inhibition	+	0.5618	56.18%
CYP2C9 inhibition	+	0.8412	84.12%
CYP2C19 inhibition	+	0.8414	84.14%
CYP2D6 inhibition	-	0.8121	81.21%
CYP1A2 inhibition	+	0.8634	86.34%
CYP2C8 inhibition	-	0.8681	86.81%
CYP inhibitory promiscuity	+	0.6691	66.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4547	45.47%
Eye corrosion	-	0.9767	97.67%
Eye irritation	+	0.5810	58.10%
Skin irritation	-	0.7460	74.60%
Skin corrosion	-	0.9278	92.78%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6017	60.17%
Micronuclear	+	0.5692	56.92%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.6336	63.36%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7830	78.30%
Acute Oral Toxicity (c)	III	0.7839	78.39%
Estrogen receptor binding	+	0.8286	82.86%
Androgen receptor binding	+	0.5995	59.95%
Thyroid receptor binding	-	0.7260	72.60%
Glucocorticoid receptor binding	+	0.5405	54.05%
Aromatase binding	+	0.7839	78.39%
PPAR gamma	+	0.6315	63.15%
Honey bee toxicity	-	0.9255	92.55%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9303	93.03%

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	96.91%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.80%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.87%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.07%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.00%	92.62%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.22%	94.80%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.38%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.26%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	83.13%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.13%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.39%	89.34%

Plants that contains it

• Xyris indica

Cross-Links

• PubChem: 10263920
• LOTUS: LTS0130346
• wikiData: Q105228147