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

Details

• Internal ID: be30838e-8648-4405-8b89-f55ee5f5920c
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones
• IUPAC Name: (2Z)-2-[(4E)-4-[(5R)-5-butyl-5-methyloxolan-2-ylidene]-3,5-dioxooxolan-2-ylidene]acetic acid
• SMILES (Canonical): CCCCC1(CCC(=C2C(=O)C(=CC(=O)O)OC2=O)O1)C
• SMILES (Isomeric): CCCC[C@@]1(CC/C(=C\2/C(=O)/C(=C/C(=O)O)/OC2=O)/O1)C
• InChI: InChI=1S/C15H18O6/c1-3-4-6-15(2)7-5-9(21-15)12-13(18)10(8-11(16)17)20-14(12)19/h8H,3-7H2,1-2H3,(H,16,17)/b10-8-,12-9+/t15-/m1/s1
• InChI Key: NODKJPJJVHGNPX-NVTVQPAJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₆
• Molecular Weight: 294.30 g/mol
• Exact Mass: 294.11033829 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.09
• 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	+	0.9771	97.71%
Caco-2	+	0.6401	64.01%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7961	79.61%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.8412	84.12%
OATP1B3 inhibitior	+	0.8850	88.50%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9152	91.52%
P-glycoprotein inhibitior	-	0.9270	92.70%
P-glycoprotein substrate	-	0.8476	84.76%
CYP3A4 substrate	+	0.5701	57.01%
CYP2C9 substrate	-	0.5824	58.24%
CYP2D6 substrate	-	0.9027	90.27%
CYP3A4 inhibition	-	0.7880	78.80%
CYP2C9 inhibition	-	0.8794	87.94%
CYP2C19 inhibition	-	0.8599	85.99%
CYP2D6 inhibition	-	0.9353	93.53%
CYP1A2 inhibition	-	0.7070	70.70%
CYP2C8 inhibition	-	0.6403	64.03%
CYP inhibitory promiscuity	-	0.9264	92.64%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5300	53.00%
Eye corrosion	-	0.9808	98.08%
Eye irritation	+	0.5973	59.73%
Skin irritation	+	0.5383	53.83%
Skin corrosion	-	0.8968	89.68%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5703	57.03%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5601	56.01%
skin sensitisation	-	0.8310	83.10%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5071	50.71%
Acute Oral Toxicity (c)	III	0.5389	53.89%
Estrogen receptor binding	+	0.8021	80.21%
Androgen receptor binding	+	0.7312	73.12%
Thyroid receptor binding	-	0.5393	53.93%
Glucocorticoid receptor binding	+	0.6705	67.05%
Aromatase binding	+	0.6310	63.10%
PPAR gamma	+	0.6611	66.11%
Honey bee toxicity	-	0.9430	94.30%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5948	59.48%
Fish aquatic toxicity	+	0.9820	98.20%

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	96.02%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.35%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.33%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.92%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.31%	99.23%
CHEMBL299	P17252	Protein kinase C alpha	85.86%	98.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.54%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.85%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.50%	96.38%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.93%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162973113
• LOTUS: LTS0251231
• wikiData: Q105182514