(5Z)-5-[(E)-5-(furan-3-yl)-2-methylpent-2-en-4-ynylidene]-3-methylfuran-2-one

Details

• Internal ID: 3d905e39-7c2c-46f2-8c64-1efffff2d33b
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (5Z)-5-[(E)-5-(furan-3-yl)-2-methylpent-2-en-4-ynylidene]-3-methylfuran-2-one
• SMILES (Canonical): CC1=CC(=CC(=CC#CC2=COC=C2)C)OC1=O
• SMILES (Isomeric): CC1=C/C(=C/C(=C/C#CC2=COC=C2)/C)/OC1=O
• InChI: InChI=1S/C15H12O3/c1-11(4-3-5-13-6-7-17-10-13)8-14-9-12(2)15(16)18-14/h4,6-10H,1-2H3/b11-4+,14-8-
• InChI Key: JETXPZHVLNJOBX-MWSDBODQSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₃
• Molecular Weight: 240.25 g/mol
• Exact Mass: 240.078644241 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.96
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.6797	67.97%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7701	77.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8246	82.46%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7065	70.65%
P-glycoprotein inhibitior	-	0.8111	81.11%
P-glycoprotein substrate	-	0.8942	89.42%
CYP3A4 substrate	+	0.5221	52.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8654	86.54%
CYP3A4 inhibition	-	0.8622	86.22%
CYP2C9 inhibition	-	0.8116	81.16%
CYP2C19 inhibition	-	0.6503	65.03%
CYP2D6 inhibition	-	0.9249	92.49%
CYP1A2 inhibition	-	0.5116	51.16%
CYP2C8 inhibition	-	0.6996	69.96%
CYP inhibitory promiscuity	+	0.6954	69.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7944	79.44%
Carcinogenicity (trinary)	Danger	0.4603	46.03%
Eye corrosion	-	0.7398	73.98%
Eye irritation	-	0.6348	63.48%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8492	84.92%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4009	40.09%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.6802	68.02%
skin sensitisation	+	0.5384	53.84%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.6261	62.61%
Acute Oral Toxicity (c)	III	0.5963	59.63%
Estrogen receptor binding	+	0.7210	72.10%
Androgen receptor binding	-	0.6095	60.95%
Thyroid receptor binding	-	0.6460	64.60%
Glucocorticoid receptor binding	+	0.5736	57.36%
Aromatase binding	+	0.7845	78.45%
PPAR gamma	-	0.7347	73.47%
Honey bee toxicity	-	0.8674	86.74%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9438	94.38%

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	93.73%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.22%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.31%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.58%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	89.55%	94.73%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.41%	94.80%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	87.87%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.66%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.28%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.00%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.73%	94.00%

Plants that contains it

• Eremophila rotundifolia

Cross-Links

• PubChem: 11042833
• LOTUS: LTS0033448
• wikiData: Q105126398