[(E)-3-methyl-4-[(2R)-4-[(E)-4-methyl-5-oxopent-3-enyl]-5-oxo-2H-furan-2-yl]but-2-enyl] acetate

Details

• Internal ID: 07688668-7980-4fb4-92d4-aed8a694012f
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: [(E)-3-methyl-4-[(2R)-4-[(E)-4-methyl-5-oxopent-3-enyl]-5-oxo-2H-furan-2-yl]but-2-enyl] acetate
• SMILES (Canonical): CC(=CCOC(=O)C)CC1C=C(C(=O)O1)CCC=C(C)C=O
• SMILES (Isomeric): C/C(=C\COC(=O)C)/C[C@@H]1C=C(C(=O)O1)CC/C=C(\C)/C=O
• InChI: InChI=1S/C17H22O5/c1-12(7-8-21-14(3)19)9-16-10-15(17(20)22-16)6-4-5-13(2)11-18/h5,7,10-11,16H,4,6,8-9H2,1-3H3/b12-7+,13-5+/t16-/m1/s1
• InChI Key: PUBGBXLWCIPNDH-WVMUNICASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.14672380 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9864	98.64%
Caco-2	-	0.5196	51.96%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8053	80.53%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.8581	85.81%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.6428	64.28%
P-glycoprotein inhibitior	-	0.7320	73.20%
P-glycoprotein substrate	-	0.8016	80.16%
CYP3A4 substrate	+	0.5777	57.77%
CYP2C9 substrate	-	0.8150	81.50%
CYP2D6 substrate	-	0.9042	90.42%
CYP3A4 inhibition	-	0.7206	72.06%
CYP2C9 inhibition	-	0.8496	84.96%
CYP2C19 inhibition	-	0.7909	79.09%
CYP2D6 inhibition	-	0.8774	87.74%
CYP1A2 inhibition	-	0.5504	55.04%
CYP2C8 inhibition	-	0.7748	77.48%
CYP inhibitory promiscuity	-	0.7755	77.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9128	91.28%
Carcinogenicity (trinary)	Non-required	0.6819	68.19%
Eye corrosion	-	0.9665	96.65%
Eye irritation	-	0.8960	89.60%
Skin irritation	-	0.5563	55.63%
Skin corrosion	-	0.9748	97.48%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6472	64.72%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5341	53.41%
skin sensitisation	-	0.8645	86.45%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.5592	55.92%
Acute Oral Toxicity (c)	III	0.6757	67.57%
Estrogen receptor binding	-	0.7178	71.78%
Androgen receptor binding	-	0.7325	73.25%
Thyroid receptor binding	-	0.6277	62.77%
Glucocorticoid receptor binding	+	0.6977	69.77%
Aromatase binding	-	0.5790	57.90%
PPAR gamma	-	0.5557	55.57%
Honey bee toxicity	-	0.8529	85.29%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9876	98.76%

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	94.49%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.04%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.32%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.40%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.26%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.13%	99.17%
CHEMBL2581	P07339	Cathepsin D	83.38%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.10%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.01%	92.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.84%	95.50%

Plants that contains it

• Arctotis arctotoides

Cross-Links

• PubChem: 162995408
• LOTUS: LTS0200605
• wikiData: Q105215007