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

Details

• Internal ID: 097d56fe-13ab-45ca-938e-e090c107ad77
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: 1-(furan-3-yl)-5-(hydroxymethyl)-8a-methyl-7,8-dihydro-1H-isochromen-3-one
• SMILES (Canonical): CC12CCC=C(C1=CC(=O)OC2C3=COC=C3)CO
• SMILES (Isomeric): CC12CCC=C(C1=CC(=O)OC2C3=COC=C3)CO
• InChI: InChI=1S/C15H16O4/c1-15-5-2-3-10(8-16)12(15)7-13(17)19-14(15)11-4-6-18-9-11/h3-4,6-7,9,14,16H,2,5,8H2,1H3
• InChI Key: OVWYWAKWCKVABI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	+	0.6141	61.41%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7906	79.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3400	34.00%
OATP1B3 inhibitior	+	0.9485	94.85%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8084	80.84%
P-glycoprotein inhibitior	-	0.9516	95.16%
P-glycoprotein substrate	-	0.8082	80.82%
CYP3A4 substrate	+	0.5601	56.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8715	87.15%
CYP3A4 inhibition	+	0.5426	54.26%
CYP2C9 inhibition	-	0.7625	76.25%
CYP2C19 inhibition	-	0.7606	76.06%
CYP2D6 inhibition	-	0.8845	88.45%
CYP1A2 inhibition	-	0.5440	54.40%
CYP2C8 inhibition	+	0.4797	47.97%
CYP inhibitory promiscuity	-	0.5898	58.98%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4715	47.15%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9157	91.57%
Skin irritation	-	0.5853	58.53%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3889	38.89%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5149	51.49%
skin sensitisation	-	0.8684	86.84%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7050	70.50%
Acute Oral Toxicity (c)	I	0.4131	41.31%
Estrogen receptor binding	+	0.6164	61.64%
Androgen receptor binding	-	0.6506	65.06%
Thyroid receptor binding	-	0.6922	69.22%
Glucocorticoid receptor binding	-	0.6438	64.38%
Aromatase binding	+	0.5616	56.16%
PPAR gamma	+	0.6520	65.20%
Honey bee toxicity	-	0.9406	94.06%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9946	99.46%

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	98.36%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.75%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.55%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.26%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.62%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.99%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.41%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	84.83%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.18%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.05%	95.56%
CHEMBL2581	P07339	Cathepsin D	83.68%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.68%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.75%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	82.67%	94.73%
CHEMBL4208	P20618	Proteasome component C5	80.03%	90.00%

Plants that contains it

• Melia azedarach

Cross-Links

• PubChem: 85231361
• LOTUS: LTS0157577
• wikiData: Q105201475