(Z)-Methyl jasmonate

Details

• Internal ID: 529c0376-e411-4c36-a87e-d83bf9822722
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acid derivatives > Carboxylic acid esters > Methyl esters
• IUPAC Name: methyl (1S,2R)-3-oxo-2-[(Z)-pent-2-enyl]cyclopentane-1-carboxylate
• SMILES (Canonical): CCC=CCC1C(CCC1=O)C(=O)OC
• SMILES (Isomeric): CC/C=C\C[C@@H]1[C@H](CCC1=O)C(=O)OC
• InChI: InChI=1S/C12H18O3/c1-3-4-5-6-9-10(12(14)15-2)7-8-11(9)13/h4-5,9-10H,3,6-8H2,1-2H3/b5-4-/t9-,10+/m1/s1
• InChI Key: LQBORWCRYHAYHJ-OOMSKYPHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₃
• Molecular Weight: 210.27 g/mol
• Exact Mass: 210.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.11
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• LQBORWCRYHAYHJ-OOMSKYPHSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.6033	60.33%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8308	83.08%
OATP2B1 inhibitior	-	0.8496	84.96%
OATP1B1 inhibitior	+	0.9278	92.78%
OATP1B3 inhibitior	+	0.9592	95.92%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8334	83.34%
P-glycoprotein inhibitior	-	0.9792	97.92%
P-glycoprotein substrate	-	0.8477	84.77%
CYP3A4 substrate	-	0.5127	51.27%
CYP2C9 substrate	-	0.8121	81.21%
CYP2D6 substrate	-	0.8758	87.58%
CYP3A4 inhibition	-	0.9375	93.75%
CYP2C9 inhibition	-	0.9275	92.75%
CYP2C19 inhibition	-	0.8589	85.89%
CYP2D6 inhibition	-	0.8791	87.91%
CYP1A2 inhibition	-	0.8741	87.41%
CYP2C8 inhibition	-	0.9145	91.45%
CYP inhibitory promiscuity	-	0.8529	85.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8766	87.66%
Carcinogenicity (trinary)	Non-required	0.7116	71.16%
Eye corrosion	-	0.8947	89.47%
Eye irritation	-	0.4793	47.93%
Skin irritation	-	0.8726	87.26%
Skin corrosion	-	0.9847	98.47%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4476	44.76%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5353	53.53%
skin sensitisation	-	0.7169	71.69%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.5568	55.68%
Acute Oral Toxicity (c)	III	0.8173	81.73%
Estrogen receptor binding	-	0.6214	62.14%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.8261	82.61%
Glucocorticoid receptor binding	+	0.5653	56.53%
Aromatase binding	-	0.7462	74.62%
PPAR gamma	-	0.8363	83.63%
Honey bee toxicity	-	0.9252	92.52%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9363	93.63%

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	94.11%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.37%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.18%	99.17%
CHEMBL4072	P07858	Cathepsin B	87.12%	93.67%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.81%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.12%	98.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.90%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.37%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.59%	95.56%
CHEMBL2664	P23526	Adenosylhomocysteinase	83.48%	86.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.04%	92.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.72%	97.25%

Plants that contains it

• Elsholtzia ciliata
• Mosla chinensis

Cross-Links

• PubChem: 6430765
• NPASS: NPC220179