(3'S)-(E)-7-hydroxy-5-methoxy-4-methyl-6-(2-(2-methyl-5-oxotetrahydrofuran-2-yl)vinyl)isobenzofuran-1(3H)-one

Details

• Internal ID: 558aa365-c8dd-4a6f-b38a-d8f8f30f11a2
• Taxonomy: Organoheterocyclic compounds > Isocoumarans > Isobenzofuranones > Phthalides
• IUPAC Name: 7-hydroxy-5-methoxy-4-methyl-6-[(E)-2-[(2S)-2-methyl-5-oxooxolan-2-yl]ethenyl]-3H-2-benzofuran-1-one
• InChI: InChI=1S/C17H18O6/c1-9-11-8-22-16(20)13(11)14(19)10(15(9)21-3)4-6-17(2)7-5-12(18)23-17/h4,6,19H,5,7-8H2,1-3H3/b6-4+/t17-/m1/s1
• InChI Key: YRCZYVVTZJUYBJ-UKINESCASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₆
• Molecular Weight: 318.32 g/mol
• Exact Mass: 318.11033829 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.49
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9799	97.99%
Caco-2	+	0.6241	62.41%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7874	78.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8879	88.79%
OATP1B3 inhibitior	+	0.9057	90.57%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5814	58.14%
P-glycoprotein inhibitior	-	0.8374	83.74%
P-glycoprotein substrate	-	0.8934	89.34%
CYP3A4 substrate	+	0.6442	64.42%
CYP2C9 substrate	+	0.6099	60.99%
CYP2D6 substrate	-	0.8511	85.11%
CYP3A4 inhibition	-	0.7033	70.33%
CYP2C9 inhibition	-	0.7014	70.14%
CYP2C19 inhibition	-	0.8610	86.10%
CYP2D6 inhibition	-	0.9319	93.19%
CYP1A2 inhibition	-	0.5353	53.53%
CYP2C8 inhibition	+	0.4559	45.59%
CYP inhibitory promiscuity	-	0.8523	85.23%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.4296	42.96%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.5233	52.33%
Skin irritation	-	0.7270	72.70%
Skin corrosion	-	0.8855	88.55%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4805	48.05%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.7428	74.28%
skin sensitisation	-	0.8216	82.16%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6712	67.12%
Acute Oral Toxicity (c)	II	0.3458	34.58%
Estrogen receptor binding	+	0.8515	85.15%
Androgen receptor binding	-	0.5342	53.42%
Thyroid receptor binding	+	0.5583	55.83%
Glucocorticoid receptor binding	+	0.8303	83.03%
Aromatase binding	+	0.7921	79.21%
PPAR gamma	+	0.7800	78.00%
Honey bee toxicity	-	0.8578	85.78%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9673	96.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	98.37%	98.21%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.28%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.77%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.32%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.90%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	88.83%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.88%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.56%	89.00%
CHEMBL1871	P10275	Androgen Receptor	86.71%	96.43%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.42%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.28%	94.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.17%	93.40%
CHEMBL2581	P07339	Cathepsin D	80.96%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.61%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.01%	91.07%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 125363486
• LOTUS: LTS0104253
• wikiData: Q105352727