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

Details

• Internal ID: 659ef045-a078-4edb-870c-9f1d0661a9b6
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: methyl 8-[(1S,5Z)-1-hydroxy-4-oxo-5-[(E)-pent-2-enylidene]cyclopent-2-en-1-yl]octanoate
• InChI: InChI=1S/C19H28O4/c1-3-4-8-11-16-17(20)13-15-19(16,22)14-10-7-5-6-9-12-18(21)23-2/h4,8,11,13,15,22H,3,5-7,9-10,12,14H2,1-2H3/b8-4+,16-11+/t19-/m0/s1
• InChI Key: CSKWXYDNGLJFQE-HFRWRIIYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₄
• Molecular Weight: 320.40 g/mol
• Exact Mass: 320.19875937 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.65
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9837	98.37%
Caco-2	+	0.7077	70.77%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8465	84.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8862	88.62%
OATP1B3 inhibitior	+	0.9400	94.00%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9176	91.76%
P-glycoprotein inhibitior	-	0.6562	65.62%
P-glycoprotein substrate	-	0.6231	62.31%
CYP3A4 substrate	+	0.5622	56.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9043	90.43%
CYP3A4 inhibition	-	0.9473	94.73%
CYP2C9 inhibition	-	0.8733	87.33%
CYP2C19 inhibition	-	0.7933	79.33%
CYP2D6 inhibition	-	0.9189	91.89%
CYP1A2 inhibition	-	0.8935	89.35%
CYP2C8 inhibition	-	0.7504	75.04%
CYP inhibitory promiscuity	-	0.9381	93.81%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8225	82.25%
Carcinogenicity (trinary)	Non-required	0.6931	69.31%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.8071	80.71%
Skin irritation	-	0.5574	55.74%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6557	65.57%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.7942	79.42%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5573	55.73%
Acute Oral Toxicity (c)	II	0.4784	47.84%
Estrogen receptor binding	-	0.5192	51.92%
Androgen receptor binding	-	0.7034	70.34%
Thyroid receptor binding	+	0.6486	64.86%
Glucocorticoid receptor binding	-	0.5830	58.30%
Aromatase binding	-	0.5316	53.16%
PPAR gamma	-	0.5987	59.87%
Honey bee toxicity	-	0.9379	93.79%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9650	96.50%

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	97.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.81%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.68%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.33%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.92%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.02%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.39%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.33%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.08%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.45%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.00%	100.00%
CHEMBL299	P17252	Protein kinase C alpha	80.15%	98.03%

Plants that contains it

• Chromolaena morii

Cross-Links

• PubChem: 163005406
• LOTUS: LTS0157867
• wikiData: Q104969410