3,5-dimethyl-6-[(E)-pent-3-enyl]-1-benzofuran-4,7-dione

Details

• Internal ID: 868bd7bf-6e85-4404-9c34-6273b09e2d8e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Aryl ketones
• IUPAC Name: 3,5-dimethyl-6-[(E)-pent-3-enyl]-1-benzofuran-4,7-dione
• SMILES (Canonical): CC=CCCC1=C(C(=O)C2=C(C1=O)OC=C2C)C
• SMILES (Isomeric): C/C=C/CCC1=C(C(=O)C2=C(C1=O)OC=C2C)C
• InChI: InChI=1S/C15H16O3/c1-4-5-6-7-11-10(3)13(16)12-9(2)8-18-15(12)14(11)17/h4-5,8H,6-7H2,1-3H3/b5-4+
• InChI Key: GKCCDKCMOMUYMA-SNAWJCMRSA-N
• Popularity: 2 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): 47.30 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.7082	70.82%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6708	67.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8064	80.64%
OATP1B3 inhibitior	+	0.9602	96.02%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6182	61.82%
P-glycoprotein inhibitior	-	0.8508	85.08%
P-glycoprotein substrate	-	0.9250	92.50%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.8331	83.31%
CYP3A4 inhibition	-	0.8761	87.61%
CYP2C9 inhibition	-	0.5458	54.58%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.9021	90.21%
CYP1A2 inhibition	+	0.9258	92.58%
CYP2C8 inhibition	-	0.7975	79.75%
CYP inhibitory promiscuity	+	0.7183	71.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5286	52.86%
Eye corrosion	-	0.9615	96.15%
Eye irritation	-	0.7721	77.21%
Skin irritation	-	0.5479	54.79%
Skin corrosion	-	0.8773	87.73%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5404	54.04%
Micronuclear	-	0.7441	74.41%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	+	0.5269	52.69%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5392	53.92%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6461	64.61%
Acute Oral Toxicity (c)	III	0.5146	51.46%
Estrogen receptor binding	-	0.6788	67.88%
Androgen receptor binding	+	0.7338	73.38%
Thyroid receptor binding	-	0.7050	70.50%
Glucocorticoid receptor binding	+	0.6010	60.10%
Aromatase binding	-	0.6110	61.10%
PPAR gamma	+	0.6075	60.75%
Honey bee toxicity	-	0.9066	90.66%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9557	95.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.74%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	92.70%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.93%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.33%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.80%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.85%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.76%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.56%	96.00%

Plants that contains it

• Ligularia virgaurea

Cross-Links

• PubChem: 10944656
• LOTUS: LTS0203726
• wikiData: Q105009768