(3s,2e)-2-(11-Dodecynylidene)-3-methoxy-4-methylenebutanolide

Details

• Internal ID: 5d308d12-0cfc-480f-bfe4-729cd5a06b58
• Taxonomy: Organoheterocyclic compounds > Tetrahydrofurans
• IUPAC Name: (3E,4S)-3-dodec-11-ynylidene-4-methoxy-5-methylideneoxolan-2-one
• SMILES (Canonical): COC1C(=C)OC(=O)C1=CCCCCCCCCCC#C
• SMILES (Isomeric): CO[C@@H]\1C(=C)OC(=O)/C1=C/CCCCCCCCCC#C
• InChI: InChI=1S/C18H26O3/c1-4-5-6-7-8-9-10-11-12-13-14-16-17(20-3)15(2)21-18(16)19/h1,14,17H,2,5-13H2,3H3/b16-14+/t17-/m1/s1
• InChI Key: PMKICGRXBBLLPW-FYPAKXHLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₃
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.18819469 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.14
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9822	98.22%
Caco-2	+	0.6131	61.31%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6947	69.47%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.8644	86.44%
OATP1B3 inhibitior	+	0.9524	95.24%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5061	50.61%
P-glycoprotein inhibitior	-	0.6957	69.57%
P-glycoprotein substrate	-	0.8539	85.39%
CYP3A4 substrate	+	0.5859	58.59%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	-	0.8609	86.09%
CYP3A4 inhibition	-	0.8039	80.39%
CYP2C9 inhibition	-	0.8354	83.54%
CYP2C19 inhibition	-	0.5365	53.65%
CYP2D6 inhibition	-	0.9289	92.89%
CYP1A2 inhibition	+	0.5287	52.87%
CYP2C8 inhibition	+	0.4900	49.00%
CYP inhibitory promiscuity	+	0.5903	59.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8028	80.28%
Carcinogenicity (trinary)	Non-required	0.5916	59.16%
Eye corrosion	-	0.7421	74.21%
Eye irritation	-	0.9279	92.79%
Skin irritation	-	0.7019	70.19%
Skin corrosion	-	0.9227	92.27%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3691	36.91%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5394	53.94%
skin sensitisation	-	0.7174	71.74%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.7035	70.35%
Acute Oral Toxicity (c)	III	0.5362	53.62%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.6106	61.06%
Thyroid receptor binding	+	0.5594	55.94%
Glucocorticoid receptor binding	+	0.5580	55.80%
Aromatase binding	-	0.5514	55.14%
PPAR gamma	+	0.5878	58.78%
Honey bee toxicity	-	0.8221	82.21%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9439	94.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.89%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.35%	91.11%
CHEMBL2039	P27338	Monoamine oxidase B	92.33%	92.51%
CHEMBL1951	P21397	Monoamine oxidase A	90.21%	91.49%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.11%	89.34%
CHEMBL230	P35354	Cyclooxygenase-2	88.29%	89.63%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.83%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.46%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.35%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	84.52%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.48%	96.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.25%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	84.23%	94.73%
CHEMBL1829	O15379	Histone deacetylase 3	83.08%	95.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.98%	89.67%

Plants that contains it

• Lindera glauca

Cross-Links

• PubChem: 129834704
• LOTUS: LTS0239731
• wikiData: Q105211536