methyl 8-[(1S,5E)-4-oxo-5-[(E)-pent-2-enylidene]cyclopent-2-en-1-yl]octanoate

Details

• Internal ID: f2f08af5-0ddc-455f-b731-bcc2d8b06efa
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: methyl 8-[(1S,5E)-4-oxo-5-[(E)-pent-2-enylidene]cyclopent-2-en-1-yl]octanoate
• InChI: InChI=1S/C19H28O3/c1-3-4-8-12-17-16(14-15-18(17)20)11-9-6-5-7-10-13-19(21)22-2/h4,8,12,14-16H,3,5-7,9-11,13H2,1-2H3/b8-4+,17-12+/t16-/m0/s1
• InChI Key: DBGHMVTUIZIOCE-ZNMFNYRZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₃
• Molecular Weight: 304.40 g/mol
• Exact Mass: 304.20384475 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.54
• 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	+	0.9955	99.55%
Caco-2	+	0.7071	70.71%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8441	84.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8718	87.18%
OATP1B3 inhibitior	+	0.9633	96.33%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8678	86.78%
P-glycoprotein inhibitior	-	0.5925	59.25%
P-glycoprotein substrate	-	0.6513	65.13%
CYP3A4 substrate	+	0.5561	55.61%
CYP2C9 substrate	-	0.7939	79.39%
CYP2D6 substrate	-	0.9082	90.82%
CYP3A4 inhibition	-	0.9200	92.00%
CYP2C9 inhibition	-	0.9163	91.63%
CYP2C19 inhibition	-	0.7489	74.89%
CYP2D6 inhibition	-	0.8676	86.76%
CYP1A2 inhibition	-	0.8472	84.72%
CYP2C8 inhibition	-	0.7362	73.62%
CYP inhibitory promiscuity	-	0.7744	77.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8523	85.23%
Carcinogenicity (trinary)	Non-required	0.6992	69.92%
Eye corrosion	-	0.9511	95.11%
Eye irritation	-	0.8809	88.09%
Skin irritation	-	0.7650	76.50%
Skin corrosion	-	0.9856	98.56%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8164	81.64%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6323	63.23%
skin sensitisation	-	0.7167	71.67%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.6315	63.15%
Acute Oral Toxicity (c)	III	0.7574	75.74%
Estrogen receptor binding	-	0.4931	49.31%
Androgen receptor binding	-	0.7646	76.46%
Thyroid receptor binding	+	0.5152	51.52%
Glucocorticoid receptor binding	-	0.5561	55.61%
Aromatase binding	-	0.5494	54.94%
PPAR gamma	-	0.7331	73.31%
Honey bee toxicity	-	0.9417	94.17%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9787	97.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.40%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.29%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.98%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.86%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.24%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.96%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.46%	89.34%
CHEMBL230	P35354	Cyclooxygenase-2	83.89%	89.63%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.82%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	82.73%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.81%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.88%	96.95%
CHEMBL4374	Q9Y5X4	Photoreceptor-specific nuclear receptor	80.71%	85.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.62%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.58%	96.00%

Plants that contains it

• Chromolaena morii

Cross-Links

• PubChem: 10968731
• LOTUS: LTS0262622
• wikiData: Q104974372