(5Z)-5-[(2E,4E,6E)-tetradeca-2,4,6-trien-8,10-diynylidene]furan-2-one

Details

• Internal ID: 15768962-0f31-4979-9216-df8054c6575a
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (5Z)-5-[(2E,4E,6E)-tetradeca-2,4,6-trien-8,10-diynylidene]furan-2-one
• SMILES (Canonical): CCCC#CC#CC=CC=CC=CC=C1C=CC(=O)O1
• SMILES (Isomeric): CCCC#CC#C/C=C/C=C/C=C/C=C\1/C=CC(=O)O1
• InChI: InChI=1S/C18H16O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17-15-16-18(19)20-17/h8-16H,2-3H2,1H3/b9-8+,11-10+,13-12+,17-14-
• InChI Key: JHEBXSRENKVLHY-WUHVYRHUSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₂
• Molecular Weight: 264.30 g/mol
• Exact Mass: 264.115029749 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 3.46
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• (5Z)-5-[(2E,4E,6E)-tetradeca-2,4,6-trien-8,10-diynylidene]furan-2-one
• SCHEMBL12402310
• 2(5H)-Furanone, 5-(2,4,6-tetradecatriene-8,10-diynylidene)-, (Z,E,E,E)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.6585	65.85%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Plasma membrane	0.4405	44.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8630	86.30%
OATP1B3 inhibitior	+	0.9524	95.24%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6848	68.48%
P-glycoprotein inhibitior	-	0.7707	77.07%
P-glycoprotein substrate	-	0.8601	86.01%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8754	87.54%
CYP3A4 inhibition	-	0.8693	86.93%
CYP2C9 inhibition	-	0.8200	82.00%
CYP2C19 inhibition	-	0.5939	59.39%
CYP2D6 inhibition	-	0.9284	92.84%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.7920	79.20%
CYP inhibitory promiscuity	+	0.5235	52.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.4005	40.05%
Eye corrosion	+	0.6435	64.35%
Eye irritation	-	0.7524	75.24%
Skin irritation	+	0.6268	62.68%
Skin corrosion	-	0.8061	80.61%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6450	64.50%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5335	53.35%
skin sensitisation	+	0.7309	73.09%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.7333	73.33%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.7748	77.48%
Acute Oral Toxicity (c)	III	0.7667	76.67%
Estrogen receptor binding	+	0.5756	57.56%
Androgen receptor binding	-	0.5119	51.19%
Thyroid receptor binding	+	0.6013	60.13%
Glucocorticoid receptor binding	-	0.5810	58.10%
Aromatase binding	+	0.7834	78.34%
PPAR gamma	+	0.8545	85.45%
Honey bee toxicity	-	0.8877	88.77%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.7863	78.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.67%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	95.10%	89.63%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	93.24%	83.57%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.80%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	88.12%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.29%	89.34%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.91%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.28%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.61%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	81.58%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.30%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.57%	94.80%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6439344
• LOTUS: LTS0157025
• wikiData: Q105127918