(2Z)-2-[(4Z)-4-[(5R)-5-butyl-5-methylfuran-2-ylidene]-3,5-dioxooxolan-2-ylidene]acetic acid

Details

• Internal ID: b8a703ff-0981-471d-8a12-0f6105fbddaa
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones
• IUPAC Name: (2Z)-2-[(4Z)-4-[(5R)-5-butyl-5-methylfuran-2-ylidene]-3,5-dioxooxolan-2-ylidene]acetic acid
• InChI: InChI=1S/C15H16O6/c1-3-4-6-15(2)7-5-9(21-15)12-13(18)10(8-11(16)17)20-14(12)19/h5,7-8H,3-4,6H2,1-2H3,(H,16,17)/b10-8-,12-9-/t15-/m1/s1
• InChI Key: NPKYNQPMKHIDCY-WQKHGGJESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₆
• Molecular Weight: 292.28 g/mol
• Exact Mass: 292.09468823 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.87
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9738	97.38%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7439	74.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7896	78.96%
OATP1B3 inhibitior	+	0.8863	88.63%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8299	82.99%
P-glycoprotein inhibitior	-	0.9158	91.58%
P-glycoprotein substrate	-	0.7939	79.39%
CYP3A4 substrate	+	0.5583	55.83%
CYP2C9 substrate	-	0.7825	78.25%
CYP2D6 substrate	-	0.8962	89.62%
CYP3A4 inhibition	-	0.7994	79.94%
CYP2C9 inhibition	-	0.8512	85.12%
CYP2C19 inhibition	-	0.8596	85.96%
CYP2D6 inhibition	-	0.9303	93.03%
CYP1A2 inhibition	-	0.7160	71.60%
CYP2C8 inhibition	-	0.5716	57.16%
CYP inhibitory promiscuity	-	0.9010	90.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4719	47.19%
Eye corrosion	-	0.9762	97.62%
Eye irritation	-	0.6239	62.39%
Skin irritation	+	0.5359	53.59%
Skin corrosion	-	0.7740	77.40%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6172	61.72%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7635	76.35%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5516	55.16%
Acute Oral Toxicity (c)	III	0.6149	61.49%
Estrogen receptor binding	+	0.8373	83.73%
Androgen receptor binding	+	0.6818	68.18%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7277	72.77%
Aromatase binding	+	0.8401	84.01%
PPAR gamma	+	0.6823	68.23%
Honey bee toxicity	-	0.9527	95.27%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9094	90.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.28%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.93%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.24%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	91.60%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.98%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.86%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.04%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.48%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.79%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.70%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.34%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	80.46%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162924801
• LOTUS: LTS0090736
• wikiData: Q105183116