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

Details

• Internal ID: fb6da866-b72d-4731-8ade-44d89b4dbbff
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives > Jasmonic acids
• IUPAC Name: methyl 2-[(1S,2S)-2-methyl-3-oxo-2-[(Z)-pent-2-enyl]cyclopentyl]acetate
• SMILES (Canonical): CCC=CCC1(C(CCC1=O)CC(=O)OC)C
• SMILES (Isomeric): CC/C=C\C[C@]1([C@@H](CCC1=O)CC(=O)OC)C
• InChI: InChI=1S/C14H22O3/c1-4-5-6-9-14(2)11(7-8-12(14)15)10-13(16)17-3/h5-6,11H,4,7-10H2,1-3H3/b6-5-/t11-,14-/m0/s1
• InChI Key: OTKPGLYYTBWCFA-NCETYUCASA-N
• Popularity: 0 references 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: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	+	0.8839	88.39%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7827	78.27%
OATP2B1 inhibitior	-	0.8478	84.78%
OATP1B1 inhibitior	+	0.8901	89.01%
OATP1B3 inhibitior	+	0.9507	95.07%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7535	75.35%
P-glycoprotein inhibitior	-	0.9387	93.87%
P-glycoprotein substrate	-	0.7794	77.94%
CYP3A4 substrate	+	0.5279	52.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8812	88.12%
CYP3A4 inhibition	-	0.8792	87.92%
CYP2C9 inhibition	-	0.8772	87.72%
CYP2C19 inhibition	-	0.8053	80.53%
CYP2D6 inhibition	-	0.9260	92.60%
CYP1A2 inhibition	-	0.9021	90.21%
CYP2C8 inhibition	-	0.7827	78.27%
CYP inhibitory promiscuity	-	0.9184	91.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8823	88.23%
Carcinogenicity (trinary)	Non-required	0.6356	63.56%
Eye corrosion	-	0.9605	96.05%
Eye irritation	-	0.7095	70.95%
Skin irritation	-	0.7147	71.47%
Skin corrosion	-	0.9844	98.44%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5592	55.92%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5479	54.79%
skin sensitisation	-	0.6313	63.13%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.6980	69.80%
Acute Oral Toxicity (c)	III	0.6950	69.50%
Estrogen receptor binding	-	0.8727	87.27%
Androgen receptor binding	-	0.7638	76.38%
Thyroid receptor binding	-	0.7791	77.91%
Glucocorticoid receptor binding	-	0.5864	58.64%
Aromatase binding	-	0.6667	66.67%
PPAR gamma	-	0.7979	79.79%
Honey bee toxicity	-	0.9584	95.84%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9845	98.45%

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	95.53%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.12%	91.11%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.54%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.96%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.95%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.74%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.56%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.55%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.89%	94.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.59%	99.23%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.54%	97.50%

Plants that contains it

• Catharanthus roseus

Cross-Links

• PubChem: 101665618
• NPASS: NPC13739