ethyl 2-[(1R,2S)-3-oxo-2-[(Z)-pent-2-enyl]cyclopentyl]acetate

Details

• Internal ID: afa42636-96c5-450e-ac8b-174f08251fef
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives > Jasmonic acids
• IUPAC Name: ethyl 2-[(1R,2S)-3-oxo-2-[(Z)-pent-2-enyl]cyclopentyl]acetate
• SMILES (Canonical): CCC=CCC1C(CCC1=O)CC(=O)OCC
• SMILES (Isomeric): CC/C=C\C[C@H]1[C@H](CCC1=O)CC(=O)OCC
• InChI: InChI=1S/C14H22O3/c1-3-5-6-7-12-11(8-9-13(12)15)10-14(16)17-4-2/h5-6,11-12H,3-4,7-10H2,1-2H3/b6-5-/t11-,12+/m1/s1
• InChI Key: ZQIQZTGSDJKNLB-DUVUQDDDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O₃
• Molecular Weight: 238.32 g/mol
• Exact Mass: 238.15689456 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 6

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	+	0.8180	81.80%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8916	89.16%
OATP2B1 inhibitior	-	0.8499	84.99%
OATP1B1 inhibitior	+	0.9192	91.92%
OATP1B3 inhibitior	+	0.9683	96.83%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7492	74.92%
P-glycoprotein inhibitior	-	0.9721	97.21%
P-glycoprotein substrate	-	0.9119	91.19%
CYP3A4 substrate	+	0.5149	51.49%
CYP2C9 substrate	-	0.8121	81.21%
CYP2D6 substrate	-	0.8758	87.58%
CYP3A4 inhibition	-	0.9199	91.99%
CYP2C9 inhibition	-	0.9136	91.36%
CYP2C19 inhibition	-	0.8511	85.11%
CYP2D6 inhibition	-	0.7542	75.42%
CYP1A2 inhibition	-	0.7815	78.15%
CYP2C8 inhibition	-	0.8764	87.64%
CYP inhibitory promiscuity	-	0.7869	78.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8766	87.66%
Carcinogenicity (trinary)	Non-required	0.6870	68.70%
Eye corrosion	-	0.9022	90.22%
Eye irritation	-	0.7811	78.11%
Skin irritation	-	0.8512	85.12%
Skin corrosion	-	0.9836	98.36%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5855	58.55%
Micronuclear	-	0.9041	90.41%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.6313	63.13%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	-	0.5817	58.17%
Acute Oral Toxicity (c)	III	0.8273	82.73%
Estrogen receptor binding	-	0.7477	74.77%
Androgen receptor binding	-	0.6377	63.77%
Thyroid receptor binding	-	0.8241	82.41%
Glucocorticoid receptor binding	+	0.5429	54.29%
Aromatase binding	-	0.7545	75.45%
PPAR gamma	-	0.7777	77.77%
Honey bee toxicity	-	0.9327	93.27%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9651	96.51%

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	93.32%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.60%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.40%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.67%	99.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.97%	96.77%
CHEMBL2664	P23526	Adenosylhomocysteinase	84.89%	86.67%
CHEMBL5255	O00206	Toll-like receptor 4	83.51%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.81%	94.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.50%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.24%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.26%	91.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14311118
• LOTUS: LTS0246704
• wikiData: Q105381491