2-[2-(1-Hydroxypent-2-enyl)-3-oxocyclopentyl]acetic acid

Details

• Internal ID: 1ffaba23-7375-4cd4-90cb-c01ea6a5260a
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives > Jasmonic acids
• IUPAC Name: 2-[2-(1-hydroxypent-2-enyl)-3-oxocyclopentyl]acetic acid
• SMILES (Canonical): CCC=CC(C1C(CCC1=O)CC(=O)O)O
• SMILES (Isomeric): CCC=CC(C1C(CCC1=O)CC(=O)O)O
• InChI: InChI=1S/C12H18O4/c1-2-3-4-9(13)12-8(7-11(15)16)5-6-10(12)14/h3-4,8-9,12-13H,2,5-7H2,1H3,(H,15,16)
• InChI Key: IQGLAWZCMQYBPA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₄
• Molecular Weight: 226.27 g/mol
• Exact Mass: 226.12050905 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.38
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9305	93.05%
Caco-2	-	0.7327	73.27%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8450	84.50%
OATP2B1 inhibitior	-	0.8509	85.09%
OATP1B1 inhibitior	+	0.8887	88.87%
OATP1B3 inhibitior	+	0.9649	96.49%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9335	93.35%
P-glycoprotein inhibitior	-	0.9839	98.39%
P-glycoprotein substrate	-	0.8662	86.62%
CYP3A4 substrate	-	0.5922	59.22%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8704	87.04%
CYP3A4 inhibition	-	0.8705	87.05%
CYP2C9 inhibition	-	0.9337	93.37%
CYP2C19 inhibition	-	0.9074	90.74%
CYP2D6 inhibition	-	0.9209	92.09%
CYP1A2 inhibition	-	0.9440	94.40%
CYP2C8 inhibition	-	0.9376	93.76%
CYP inhibitory promiscuity	-	0.9729	97.29%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.7338	73.38%
Eye corrosion	-	0.9728	97.28%
Eye irritation	-	0.6713	67.13%
Skin irritation	-	0.6111	61.11%
Skin corrosion	-	0.8948	89.48%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8068	80.68%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8721	87.21%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8738	87.38%
Acute Oral Toxicity (c)	III	0.7210	72.10%
Estrogen receptor binding	-	0.8753	87.53%
Androgen receptor binding	-	0.7598	75.98%
Thyroid receptor binding	-	0.7818	78.18%
Glucocorticoid receptor binding	-	0.5112	51.12%
Aromatase binding	-	0.8434	84.34%
PPAR gamma	-	0.7639	76.39%
Honey bee toxicity	-	0.9589	95.89%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.9154	91.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.91%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.20%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.43%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.00%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.35%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.09%	91.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.26%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.09%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.69%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	80.16%	92.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 74817200
• LOTUS: LTS0116028
• wikiData: Q105117804