1-(furan-3-yl)-5,8a-dimethyl-7,8-dihydro-1H-isochromen-3-one

Details

• Internal ID: 05bab8c5-fbfd-4ab4-bdb9-4bb8cdad6000
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: 1-(furan-3-yl)-5,8a-dimethyl-7,8-dihydro-1H-isochromen-3-one
• SMILES (Canonical): CC1=CCCC2(C1=CC(=O)OC2C3=COC=C3)C
• SMILES (Isomeric): CC1=CCCC2(C1=CC(=O)OC2C3=COC=C3)C
• InChI: InChI=1S/C15H16O3/c1-10-4-3-6-15(2)12(10)8-13(16)18-14(15)11-5-7-17-9-11/h4-5,7-9,14H,3,6H2,1-2H3
• InChI Key: PFXGEOGHUCCQPU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.109944368 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9975	99.75%
Caco-2	+	0.7781	77.81%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6801	68.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7299	72.99%
OATP1B3 inhibitior	+	0.9491	94.91%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7508	75.08%
P-glycoprotein inhibitior	-	0.9166	91.66%
P-glycoprotein substrate	-	0.8562	85.62%
CYP3A4 substrate	+	0.5632	56.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8757	87.57%
CYP3A4 inhibition	+	0.6896	68.96%
CYP2C9 inhibition	-	0.6977	69.77%
CYP2C19 inhibition	-	0.6646	66.46%
CYP2D6 inhibition	-	0.8524	85.24%
CYP1A2 inhibition	+	0.7616	76.16%
CYP2C8 inhibition	-	0.5808	58.08%
CYP inhibitory promiscuity	+	0.5972	59.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.3801	38.01%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9568	95.68%
Skin irritation	-	0.5590	55.90%
Skin corrosion	-	0.8499	84.99%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6859	68.59%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.6716	67.16%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5347	53.47%
Acute Oral Toxicity (c)	II	0.4890	48.90%
Estrogen receptor binding	-	0.5321	53.21%
Androgen receptor binding	-	0.6057	60.57%
Thyroid receptor binding	-	0.6302	63.02%
Glucocorticoid receptor binding	-	0.6605	66.05%
Aromatase binding	-	0.5204	52.04%
PPAR gamma	+	0.6503	65.03%
Honey bee toxicity	-	0.9078	90.78%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9894	98.94%

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	92.08%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.05%	94.45%
CHEMBL3038469	P24941	CDK2/Cyclin A	88.57%	91.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.35%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.55%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.23%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	86.35%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.15%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.47%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.41%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	85.20%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.60%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	82.90%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.93%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.62%	97.25%

Plants that contains it

• Melia azedarach

Cross-Links

• PubChem: 4394576
• LOTUS: LTS0233700
• wikiData: Q105208213