Methyl [3-hydroxy-2-(pent-2-en-1-yl)cyclopentyl]acetate

Details

• Internal ID: 242b541c-41b5-466b-a7f2-4ce551e5a280
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives > Jasmonic acids
• IUPAC Name: methyl 2-(3-hydroxy-2-pent-2-enylcyclopentyl)acetate
• SMILES (Canonical): CCC=CCC1C(CCC1O)CC(=O)OC
• SMILES (Isomeric): CCC=CCC1C(CCC1O)CC(=O)OC
• InChI: InChI=1S/C13H22O3/c1-3-4-5-6-11-10(7-8-12(11)14)9-13(15)16-2/h4-5,10-12,14H,3,6-9H2,1-2H3
• InChI Key: OOYCGMQJIWHWHA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₂O₃
• Molecular Weight: 226.31 g/mol
• Exact Mass: 226.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• SCHEMBL2990000
• DTXSID20709447
• Methyl [3-hydroxy-2-(pent-2-en-1-yl)cyclopentyl]acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.7777	77.77%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8369	83.69%
OATP2B1 inhibitior	-	0.8532	85.32%
OATP1B1 inhibitior	+	0.8849	88.49%
OATP1B3 inhibitior	+	0.9104	91.04%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7101	71.01%
P-glycoprotein inhibitior	-	0.9459	94.59%
P-glycoprotein substrate	-	0.7117	71.17%
CYP3A4 substrate	+	0.5259	52.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8694	86.94%
CYP3A4 inhibition	-	0.9361	93.61%
CYP2C9 inhibition	-	0.9241	92.41%
CYP2C19 inhibition	-	0.8884	88.84%
CYP2D6 inhibition	-	0.9191	91.91%
CYP1A2 inhibition	-	0.8915	89.15%
CYP2C8 inhibition	-	0.8484	84.84%
CYP inhibitory promiscuity	-	0.8928	89.28%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.7532	75.32%
Eye corrosion	-	0.9731	97.31%
Eye irritation	-	0.9174	91.74%
Skin irritation	-	0.6215	62.15%
Skin corrosion	-	0.9502	95.02%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4263	42.63%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.6370	63.70%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6869	68.69%
Acute Oral Toxicity (c)	III	0.5329	53.29%
Estrogen receptor binding	-	0.7571	75.71%
Androgen receptor binding	-	0.5774	57.74%
Thyroid receptor binding	-	0.5858	58.58%
Glucocorticoid receptor binding	+	0.6582	65.82%
Aromatase binding	-	0.8628	86.28%
PPAR gamma	-	0.8160	81.60%
Honey bee toxicity	-	0.9165	91.65%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9224	92.24%

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	96.91%	96.09%
CHEMBL2664	P23526	Adenosylhomocysteinase	90.80%	86.67%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.81%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	87.53%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.52%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.09%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.03%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.81%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.36%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.49%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	82.16%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.95%	92.62%
CHEMBL2581	P07339	Cathepsin D	81.03%	98.95%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.12%	97.50%

Plants that contains it

• Boronia megastigma

Cross-Links

• PubChem: 54161798
• LOTUS: LTS0049136
• wikiData: Q82644391