2H-Pyran-2-one, 3-(11-dodecenylidene)tetrahydro-5-hydroxy-, (E)-(-)-

Details

• Internal ID: cf8879b6-786a-44fd-aa96-d5d3c9b008fe
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 3-dodec-11-enylidene-5-(hydroxymethyl)oxolan-2-one
• SMILES (Canonical): C=CCCCCCCCCCC=C1CC(OC1=O)CO
• SMILES (Isomeric): C=CCCCCCCCCCC=C1CC(OC1=O)CO
• InChI: InChI=1S/C17H28O3/c1-2-3-4-5-6-7-8-9-10-11-12-15-13-16(14-18)20-17(15)19/h2,12,16,18H,1,3-11,13-14H2
• InChI Key: XOPQVUWGWFRPQD-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₃
• Molecular Weight: 280.40 g/mol
• Exact Mass: 280.20384475 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 3.92
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

• 2H-Pyran-2-one, 3-(11-dodecenylidene)tetrahydro-5-hydroxy-, (E)-(-)-
• DTXSID70925635
• 3-(Dodec-11-en-1-ylidene)-5-(hydroxymethyl)oxolan-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9848	98.48%
Caco-2	-	0.6412	64.12%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8208	82.08%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9250	92.50%
OATP1B3 inhibitior	+	0.9524	95.24%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.5320	53.20%
BSEP inhibitior	-	0.6669	66.69%
P-glycoprotein inhibitior	-	0.8393	83.93%
P-glycoprotein substrate	-	0.9382	93.82%
CYP3A4 substrate	-	0.5537	55.37%
CYP2C9 substrate	-	0.8095	80.95%
CYP2D6 substrate	-	0.8614	86.14%
CYP3A4 inhibition	-	0.9372	93.72%
CYP2C9 inhibition	-	0.8936	89.36%
CYP2C19 inhibition	-	0.8116	81.16%
CYP2D6 inhibition	-	0.9365	93.65%
CYP1A2 inhibition	-	0.7887	78.87%
CYP2C8 inhibition	-	0.9116	91.16%
CYP inhibitory promiscuity	-	0.9082	90.82%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9428	94.28%
Carcinogenicity (trinary)	Non-required	0.7030	70.30%
Eye corrosion	-	0.8065	80.65%
Eye irritation	+	0.8409	84.09%
Skin irritation	-	0.7108	71.08%
Skin corrosion	-	0.8352	83.52%
Ames mutagenesis	-	0.7407	74.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.6873	68.73%
Micronuclear	-	0.9241	92.41%
Hepatotoxicity	-	0.5343	53.43%
skin sensitisation	-	0.7690	76.90%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.7220	72.20%
Acute Oral Toxicity (c)	III	0.6364	63.64%
Estrogen receptor binding	-	0.6449	64.49%
Androgen receptor binding	-	0.7039	70.39%
Thyroid receptor binding	+	0.5948	59.48%
Glucocorticoid receptor binding	-	0.5204	52.04%
Aromatase binding	-	0.6676	66.76%
PPAR gamma	+	0.6470	64.70%
Honey bee toxicity	-	0.7562	75.62%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5674	56.74%
Fish aquatic toxicity	+	0.7831	78.31%

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	94.90%	91.11%
CHEMBL299	P17252	Protein kinase C alpha	87.86%	98.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.01%	99.17%
CHEMBL1902	P62942	FK506-binding protein 1A	86.97%	97.05%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.54%	89.34%
CHEMBL2581	P07339	Cathepsin D	85.43%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.44%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.65%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.52%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.12%	89.00%
CHEMBL325	Q13547	Histone deacetylase 1	80.62%	95.92%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.54%	90.08%

Plants that contains it

• Persea indica

Cross-Links

• PubChem: 124391
• LOTUS: LTS0235246
• wikiData: Q82900031