Diaporthelactone

Details

• Internal ID: a4367868-29ff-4f28-8ab5-0f58cbc2fa55
• Taxonomy: Organoheterocyclic compounds > Isocoumarans > Isobenzofuranones > Phthalides
• IUPAC Name: 4-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-carbaldehyde
• InChI: InChI=1S/C11H10O4/c1-6-3-7(4-12)10(14-2)9-8(6)5-15-11(9)13/h3-4H,5H2,1-2H3
• InChI Key: PDXSCKIICTZODY-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀O₄
• Molecular Weight: 206.19 g/mol
• Exact Mass: 206.05790880 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 4-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-carbaldehyde
• RefChem:920011
• CHEBI:225978
• 3-Oxo-4-methoxy-7-methyl-1,3-dihydroisobenzofuran-5-carbaldehyde
• 6-formyl-4-methyl-7-methoxy-3h-isobenzofuran-1-one
• 4-methoxy-7-methyl-3-oxo-1H-2-benzouran-5-carbaldehyde

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.6403	64.03%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5977	59.77%
OATP2B1 inhibitior	-	0.8622	86.22%
OATP1B1 inhibitior	+	0.9016	90.16%
OATP1B3 inhibitior	+	0.9753	97.53%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7671	76.71%
P-glycoprotein inhibitior	-	0.9668	96.68%
P-glycoprotein substrate	-	0.9493	94.93%
CYP3A4 substrate	-	0.5305	53.05%
CYP2C9 substrate	-	0.8123	81.23%
CYP2D6 substrate	-	0.8484	84.84%
CYP3A4 inhibition	-	0.8821	88.21%
CYP2C9 inhibition	+	0.6543	65.43%
CYP2C19 inhibition	-	0.6068	60.68%
CYP2D6 inhibition	-	0.9295	92.95%
CYP1A2 inhibition	+	0.8582	85.82%
CYP2C8 inhibition	-	0.8879	88.79%
CYP inhibitory promiscuity	-	0.6364	63.64%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8840	88.40%
Carcinogenicity (trinary)	Non-required	0.6539	65.39%
Eye corrosion	-	0.9125	91.25%
Eye irritation	+	0.9740	97.40%
Skin irritation	-	0.7510	75.10%
Skin corrosion	-	0.9552	95.52%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7416	74.16%
Micronuclear	-	0.5067	50.67%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.6943	69.43%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.5931	59.31%
Acute Oral Toxicity (c)	III	0.5043	50.43%
Estrogen receptor binding	-	0.7516	75.16%
Androgen receptor binding	-	0.5507	55.07%
Thyroid receptor binding	-	0.8191	81.91%
Glucocorticoid receptor binding	-	0.7575	75.75%
Aromatase binding	-	0.7085	70.85%
PPAR gamma	-	0.7604	76.04%
Honey bee toxicity	-	0.9039	90.39%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9682	96.82%

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	97.61%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.15%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	95.01%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.53%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.44%	94.45%
CHEMBL4302	P08183	P-glycoprotein 1	89.81%	92.98%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	89.53%	98.11%
CHEMBL4208	P20618	Proteasome component C5	88.65%	90.00%
CHEMBL2581	P07339	Cathepsin D	88.57%	98.95%
CHEMBL2535	P11166	Glucose transporter	85.67%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	84.01%	94.73%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.89%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.19%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21778496
• LOTUS: LTS0199151
• wikiData: Q104194464