2-(1-Methoxy-11-dodecenyl)-penta-2,4-dien-4-olide

Details

• Internal ID: 6d36c49b-f690-4c0b-a8fd-96d1c420343a
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 3-(1-methoxydodec-11-enyl)-5-methylidenefuran-2-one
• SMILES (Canonical): COC(CCCCCCCCCC=C)C1=CC(=C)OC1=O
• SMILES (Isomeric): COC(CCCCCCCCCC=C)C1=CC(=C)OC1=O
• InChI: InChI=1S/C18H28O3/c1-4-5-6-7-8-9-10-11-12-13-17(20-3)16-14-15(2)21-18(16)19/h4,14,17H,1-2,5-13H2,3H3
• InChI Key: XIILEOHFUKMEBS-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₈O₃
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.20384475 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 4.70
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9913	99.13%
Caco-2	-	0.5349	53.49%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6572	65.72%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.9052	90.52%
OATP1B3 inhibitior	+	0.9302	93.02%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.5509	55.09%
P-glycoprotein inhibitior	-	0.7191	71.91%
P-glycoprotein substrate	-	0.8905	89.05%
CYP3A4 substrate	+	0.5363	53.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8381	83.81%
CYP3A4 inhibition	-	0.8551	85.51%
CYP2C9 inhibition	-	0.8893	88.93%
CYP2C19 inhibition	-	0.5685	56.85%
CYP2D6 inhibition	-	0.9433	94.33%
CYP1A2 inhibition	-	0.5355	53.55%
CYP2C8 inhibition	-	0.8280	82.80%
CYP inhibitory promiscuity	-	0.6668	66.68%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9028	90.28%
Carcinogenicity (trinary)	Non-required	0.6649	66.49%
Eye corrosion	-	0.8584	85.84%
Eye irritation	-	0.7128	71.28%
Skin irritation	-	0.5738	57.38%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6701	67.01%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5290	52.90%
skin sensitisation	-	0.7697	76.97%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.7170	71.70%
Acute Oral Toxicity (c)	III	0.6696	66.96%
Estrogen receptor binding	+	0.8722	87.22%
Androgen receptor binding	-	0.7309	73.09%
Thyroid receptor binding	+	0.6474	64.74%
Glucocorticoid receptor binding	+	0.7387	73.87%
Aromatase binding	-	0.5740	57.40%
PPAR gamma	+	0.7703	77.03%
Honey bee toxicity	-	0.8035	80.35%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9494	94.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.13%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.56%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.31%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.30%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.63%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.50%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.84%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.75%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.30%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.35%	96.00%

Plants that contains it

• Lindera obtusiloba

Cross-Links

• PubChem: 9994490
• LOTUS: LTS0246806
• wikiData: Q105328499