5-ethoxy-3-methyl-5-[(E)-2-methyl-4-(3-methylfuran-2-yl)but-2-enyl]furan-2-one

Details

• Internal ID: a438c6b5-2f3a-499b-a893-6713405528d0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Acetals > Ketals
• IUPAC Name: 5-ethoxy-3-methyl-5-[(E)-2-methyl-4-(3-methylfuran-2-yl)but-2-enyl]furan-2-one
• SMILES (Canonical): CCOC1(C=C(C(=O)O1)C)CC(=CCC2=C(C=CO2)C)C
• SMILES (Isomeric): CCOC1(C=C(C(=O)O1)C)C/C(=C/CC2=C(C=CO2)C)/C
• InChI: InChI=1S/C17H22O4/c1-5-20-17(11-14(4)16(18)21-17)10-12(2)6-7-15-13(3)8-9-19-15/h6,8-9,11H,5,7,10H2,1-4H3/b12-6+
• InChI Key: YFXQGRHOJQCNNR-WUXMJOGZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₄
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.15180918 g/mol
• Topological Polar Surface Area (TPSA): 48.70 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9899	98.99%
Caco-2	+	0.8414	84.14%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7085	70.85%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8915	89.15%
OATP1B3 inhibitior	+	0.9471	94.71%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4738	47.38%
P-glycoprotein inhibitior	-	0.6241	62.41%
P-glycoprotein substrate	-	0.7841	78.41%
CYP3A4 substrate	+	0.5748	57.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8564	85.64%
CYP3A4 inhibition	-	0.6457	64.57%
CYP2C9 inhibition	-	0.6056	60.56%
CYP2C19 inhibition	+	0.5290	52.90%
CYP2D6 inhibition	-	0.9314	93.14%
CYP1A2 inhibition	+	0.5837	58.37%
CYP2C8 inhibition	+	0.5086	50.86%
CYP inhibitory promiscuity	+	0.6057	60.57%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5623	56.23%
Eye corrosion	-	0.9777	97.77%
Eye irritation	-	0.6228	62.28%
Skin irritation	-	0.7354	73.54%
Skin corrosion	-	0.9722	97.22%
Ames mutagenesis	+	0.5046	50.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.8182	81.82%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.7328	73.28%
skin sensitisation	-	0.6322	63.22%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.6623	66.23%
Acute Oral Toxicity (c)	III	0.6107	61.07%
Estrogen receptor binding	+	0.8136	81.36%
Androgen receptor binding	-	0.5752	57.52%
Thyroid receptor binding	+	0.5372	53.72%
Glucocorticoid receptor binding	+	0.6470	64.70%
Aromatase binding	+	0.6889	68.89%
PPAR gamma	+	0.6380	63.80%
Honey bee toxicity	-	0.8481	84.81%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9935	99.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	97.23%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.43%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.86%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	93.42%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.70%	91.11%
CHEMBL4208	P20618	Proteasome component C5	89.14%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.93%	86.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.66%	90.24%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.06%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.93%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21606086
• LOTUS: LTS0194492
• wikiData: Q105347891