7-[(3R,4S,5S)-3-[2-(furan-3-yl)-2-oxoethyl]-4,5-dimethyl-2-oxooxolan-3-yl]-3H-2-benzofuran-1-one

Details

• Internal ID: cf20b803-0030-43a9-bca6-ce398b3536d1
• Taxonomy: Organoheterocyclic compounds > Isocoumarans > Isobenzofuranones > Phthalides
• IUPAC Name: 7-[(3R,4S,5S)-3-[2-(furan-3-yl)-2-oxoethyl]-4,5-dimethyl-2-oxooxolan-3-yl]-3H-2-benzofuran-1-one
• InChI: InChI=1S/C20H18O6/c1-11-12(2)26-19(23)20(11,8-16(21)13-6-7-24-9-13)15-5-3-4-14-10-25-18(22)17(14)15/h3-7,9,11-12H,8,10H2,1-2H3/t11-,12+,20-/m1/s1
• InChI Key: JFWLHMAEUBMCJT-XAAFQQQXSA-N
• Popularity: 2 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	+	0.9912	99.12%
Caco-2	+	0.6298	62.98%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7468	74.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8493	84.93%
OATP1B3 inhibitior	+	0.9260	92.60%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7318	73.18%
P-glycoprotein inhibitior	+	0.5930	59.30%
P-glycoprotein substrate	-	0.5821	58.21%
CYP3A4 substrate	+	0.6155	61.55%
CYP2C9 substrate	+	0.8221	82.21%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.7836	78.36%
CYP2C9 inhibition	-	0.7163	71.63%
CYP2C19 inhibition	-	0.7646	76.46%
CYP2D6 inhibition	-	0.9656	96.56%
CYP1A2 inhibition	-	0.8559	85.59%
CYP2C8 inhibition	-	0.7417	74.17%
CYP inhibitory promiscuity	-	0.8001	80.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6208	62.08%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.9472	94.72%
Skin irritation	-	0.7742	77.42%
Skin corrosion	-	0.8483	84.83%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6477	64.77%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.7177	71.77%
skin sensitisation	-	0.7454	74.54%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7437	74.37%
Acute Oral Toxicity (c)	III	0.5360	53.60%
Estrogen receptor binding	+	0.7694	76.94%
Androgen receptor binding	+	0.6913	69.13%
Thyroid receptor binding	-	0.7230	72.30%
Glucocorticoid receptor binding	+	0.7104	71.04%
Aromatase binding	+	0.5836	58.36%
PPAR gamma	+	0.6080	60.80%
Honey bee toxicity	-	0.9210	92.10%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9760	97.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.40%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.66%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.22%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.92%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.03%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.74%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	86.60%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	85.16%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.53%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	82.42%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.27%	96.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.17%	94.80%
CHEMBL4208	P20618	Proteasome component C5	81.19%	90.00%

Plants that contains it

• Salvia reptans

Cross-Links

• PubChem: 101607177
• LOTUS: LTS0127407
• wikiData: Q105127091