4-[3-[2-(furan-3-yl)-2-oxoethyl]-4,5-dimethyl-2-oxooxolan-3-yl]-3H-2-benzofuran-1-one

Details

• Internal ID: b74c2eaf-5f49-43eb-8458-8e1ff79ec6a8
• Taxonomy: Organoheterocyclic compounds > Isocoumarans > Isobenzofuranones > Phthalides
• IUPAC Name: 4-[3-[2-(furan-3-yl)-2-oxoethyl]-4,5-dimethyl-2-oxooxolan-3-yl]-3H-2-benzofuran-1-one
• SMILES (Canonical): CC1C(OC(=O)C1(CC(=O)C2=COC=C2)C3=CC=CC4=C3COC4=O)C
• SMILES (Isomeric): CC1C(OC(=O)C1(CC(=O)C2=COC=C2)C3=CC=CC4=C3COC4=O)C
• InChI: InChI=1S/C20H18O6/c1-11-12(2)26-19(23)20(11,8-17(21)13-6-7-24-9-13)16-5-3-4-14-15(16)10-25-18(14)22/h3-7,9,11-12H,8,10H2,1-2H3
• InChI Key: RQRKBQRRGRWHRG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₆
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.11033829 g/mol
• Topological Polar Surface Area (TPSA): 82.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.04
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9916	99.16%
Caco-2	+	0.5568	55.68%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7796	77.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8521	85.21%
OATP1B3 inhibitior	+	0.9264	92.64%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8075	80.75%
P-glycoprotein inhibitior	-	0.4699	46.99%
P-glycoprotein substrate	-	0.5699	56.99%
CYP3A4 substrate	+	0.6230	62.30%
CYP2C9 substrate	+	0.8221	82.21%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.8379	83.79%
CYP2C9 inhibition	-	0.7492	74.92%
CYP2C19 inhibition	-	0.7611	76.11%
CYP2D6 inhibition	-	0.9656	96.56%
CYP1A2 inhibition	-	0.8628	86.28%
CYP2C8 inhibition	-	0.6580	65.80%
CYP inhibitory promiscuity	-	0.8343	83.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6595	65.95%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.9636	96.36%
Skin irritation	-	0.7920	79.20%
Skin corrosion	-	0.8907	89.07%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5148	51.48%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.7268	72.68%
skin sensitisation	-	0.7652	76.52%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5158	51.58%
Estrogen receptor binding	+	0.7803	78.03%
Androgen receptor binding	+	0.6709	67.09%
Thyroid receptor binding	-	0.7463	74.63%
Glucocorticoid receptor binding	+	0.7113	71.13%
Aromatase binding	-	0.5060	50.60%
PPAR gamma	+	0.5370	53.70%
Honey bee toxicity	-	0.9183	91.83%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9871	98.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	95.48%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.12%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.02%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.40%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	91.18%	91.49%
CHEMBL2535	P11166	Glucose transporter	89.09%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.69%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	87.27%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.13%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.06%	89.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.06%	98.75%
CHEMBL2581	P07339	Cathepsin D	84.59%	98.95%
CHEMBL4208	P20618	Proteasome component C5	83.57%	90.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.91%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.24%	96.09%

Plants that contains it

• Salvia reptans

Cross-Links

• PubChem: 14866175
• LOTUS: LTS0143757
• wikiData: Q105243527