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

Details

• Internal ID: 0ca7b8b5-1c9f-44b5-8bb1-219379cc45c4
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: methyl 8-[(1R,5S)-4-oxo-5-[(Z)-pent-2-enyl]cyclopent-2-en-1-yl]octanoate
• InChI: InChI=1S/C19H30O3/c1-3-4-8-12-17-16(14-15-18(17)20)11-9-6-5-7-10-13-19(21)22-2/h4,8,14-17H,3,5-7,9-13H2,1-2H3/b8-4-/t16-,17+/m1/s1
• InChI Key: AXDNONFPXLVMOY-YFKBFVAJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₃
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.21949481 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.62
• 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	+	0.9950	99.50%
Caco-2	+	0.6731	67.31%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8168	81.68%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.8259	82.59%
OATP1B3 inhibitior	+	0.9552	95.52%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8146	81.46%
P-glycoprotein inhibitior	-	0.6888	68.88%
P-glycoprotein substrate	-	0.6715	67.15%
CYP3A4 substrate	+	0.5341	53.41%
CYP2C9 substrate	-	0.7939	79.39%
CYP2D6 substrate	-	0.9082	90.82%
CYP3A4 inhibition	-	0.9364	93.64%
CYP2C9 inhibition	-	0.9396	93.96%
CYP2C19 inhibition	-	0.8582	85.82%
CYP2D6 inhibition	-	0.8824	88.24%
CYP1A2 inhibition	-	0.8697	86.97%
CYP2C8 inhibition	-	0.8191	81.91%
CYP inhibitory promiscuity	-	0.8789	87.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8823	88.23%
Carcinogenicity (trinary)	Non-required	0.7448	74.48%
Eye corrosion	-	0.9226	92.26%
Eye irritation	-	0.8322	83.22%
Skin irritation	-	0.8133	81.33%
Skin corrosion	-	0.9826	98.26%
Ames mutagenesis	-	0.8378	83.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7548	75.48%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5823	58.23%
skin sensitisation	-	0.7640	76.40%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	-	0.6682	66.82%
Acute Oral Toxicity (c)	III	0.8234	82.34%
Estrogen receptor binding	-	0.6289	62.89%
Androgen receptor binding	-	0.6505	65.05%
Thyroid receptor binding	-	0.5858	58.58%
Glucocorticoid receptor binding	-	0.4917	49.17%
Aromatase binding	-	0.7509	75.09%
PPAR gamma	-	0.6452	64.52%
Honey bee toxicity	-	0.9252	92.52%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5924	59.24%
Fish aquatic toxicity	+	0.9697	96.97%

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	97.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.23%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.13%	99.17%
CHEMBL2581	P07339	Cathepsin D	91.20%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.72%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.26%	95.56%
CHEMBL230	P35354	Cyclooxygenase-2	84.09%	89.63%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.22%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.99%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.62%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.28%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.27%	94.33%

Plants that contains it

• Chromolaena connivens
• Chromolaena morii

Cross-Links

• PubChem: 14037068
• LOTUS: LTS0243858
• wikiData: Q105147066