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

Details

• Internal ID: d34cc362-39d7-48bf-9bff-8d4651e8fb19
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives > Jasmonic acids
• IUPAC Name: 2-[(1R)-3-oxo-2-[(Z)-pent-2-enyl]cyclopentyl]acetate
• SMILES (Canonical): CCC=CCC1C(CCC1=O)CC(=O)[O-]
• SMILES (Isomeric): CC/C=C\CC1[C@H](CCC1=O)CC(=O)[O-]
• InChI: InChI=1S/C12H18O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h3-4,9-10H,2,5-8H2,1H3,(H,14,15)/p-1/b4-3-/t9-,10?/m1/s1
• InChI Key: ZNJFBWYDHIGLCU-WLXIIPMDSA-M
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₇O₃-
• Molecular Weight: 209.26 g/mol
• Exact Mass: 209.117769400 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.08
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9770	97.70%
Caco-2	-	0.5267	52.67%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7760	77.60%
OATP2B1 inhibitior	-	0.8466	84.66%
OATP1B1 inhibitior	+	0.8971	89.71%
OATP1B3 inhibitior	+	0.9594	95.94%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8848	88.48%
P-glycoprotein inhibitior	-	0.9857	98.57%
P-glycoprotein substrate	-	0.8621	86.21%
CYP3A4 substrate	-	0.5532	55.32%
CYP2C9 substrate	+	0.5926	59.26%
CYP2D6 substrate	-	0.8809	88.09%
CYP3A4 inhibition	-	0.9521	95.21%
CYP2C9 inhibition	-	0.9026	90.26%
CYP2C19 inhibition	-	0.8602	86.02%
CYP2D6 inhibition	-	0.8965	89.65%
CYP1A2 inhibition	-	0.8885	88.85%
CYP2C8 inhibition	-	0.9208	92.08%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8966	89.66%
Carcinogenicity (trinary)	Non-required	0.6710	67.10%
Eye corrosion	-	0.8629	86.29%
Eye irritation	-	0.6020	60.20%
Skin irritation	-	0.6209	62.09%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7140	71.40%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7480	74.80%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.6701	67.01%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.6170	61.70%
Acute Oral Toxicity (c)	III	0.8303	83.03%
Estrogen receptor binding	-	0.8986	89.86%
Androgen receptor binding	-	0.5636	56.36%
Thyroid receptor binding	-	0.8573	85.73%
Glucocorticoid receptor binding	-	0.5704	57.04%
Aromatase binding	-	0.8346	83.46%
PPAR gamma	-	0.7279	72.79%
Honey bee toxicity	-	0.9548	95.48%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9566	95.66%

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	93.38%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.18%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.10%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.55%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.63%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.58%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.04%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.98%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.38%	99.17%
CHEMBL255	P29275	Adenosine A2b receptor	83.26%	98.59%
CHEMBL4072	P07858	Cathepsin B	81.68%	93.67%
CHEMBL2664	P23526	Adenosylhomocysteinase	81.38%	86.67%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.97%	100.00%

Plants that contains it

• Camellia sinensis
• Jasminum officinale
• Jasminum sambac

Cross-Links

• PubChem: 25245750
• NPASS: NPC111876