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

Details

• Internal ID: 6db519ac-18e8-4e81-a3e3-a3a59789d1e2
• Taxonomy: Organoheterocyclic compounds > Tetrahydrofurans
• IUPAC Name: (3E,4S)-3-dodec-11-enylidene-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/C18H28O3/c1-4-5-6-7-8-9-10-11-12-13-14-16-17(20-3)15(2)21-18(16)19/h4,14,17H,1-2,5-13H2,3H3/b16-14+/t17-/m1/s1
• InChI Key: ZLIYHAIWQBHWRO-FYPAKXHLSA-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: 5.70
• Atomic LogP (AlogP): 4.70
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9863	98.63%
Caco-2	-	0.5333	53.33%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7004	70.04%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.8951	89.51%
OATP1B3 inhibitior	+	0.9540	95.40%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5653	56.53%
P-glycoprotein inhibitior	-	0.6915	69.15%
P-glycoprotein substrate	-	0.8626	86.26%
CYP3A4 substrate	+	0.5577	55.77%
CYP2C9 substrate	-	0.6133	61.33%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.8966	89.66%
CYP2C9 inhibition	-	0.8621	86.21%
CYP2C19 inhibition	-	0.5334	53.34%
CYP2D6 inhibition	-	0.9324	93.24%
CYP1A2 inhibition	+	0.5145	51.45%
CYP2C8 inhibition	-	0.5814	58.14%
CYP inhibitory promiscuity	+	0.5052	50.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8428	84.28%
Carcinogenicity (trinary)	Non-required	0.6042	60.42%
Eye corrosion	-	0.6795	67.95%
Eye irritation	-	0.6266	62.66%
Skin irritation	-	0.6976	69.76%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7556	75.56%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5198	51.98%
skin sensitisation	-	0.7175	71.75%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.7507	75.07%
Acute Oral Toxicity (c)	III	0.5730	57.30%
Estrogen receptor binding	+	0.5431	54.31%
Androgen receptor binding	-	0.5791	57.91%
Thyroid receptor binding	+	0.5892	58.92%
Glucocorticoid receptor binding	+	0.6191	61.91%
Aromatase binding	-	0.5812	58.12%
PPAR gamma	+	0.6400	64.00%
Honey bee toxicity	-	0.8020	80.20%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9256	92.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.48%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.08%	93.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.98%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.22%	89.34%
CHEMBL1829	O15379	Histone deacetylase 3	86.74%	95.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.48%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.26%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.67%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	82.34%	94.73%
CHEMBL3524	P56524	Histone deacetylase 4	80.93%	92.97%

Plants that contains it

• Lindera glauca

Cross-Links

• PubChem: 129834178
• LOTUS: LTS0016172
• wikiData: Q105378916