methyl 2-[(1R,2R)-3-methoxy-5-oxo-2-propylcyclopent-3-en-1-yl]acetate

Details

• Internal ID: e2b08ce7-149d-48ed-a948-bd812535fc2f
• Taxonomy: Organic acids and derivatives > Vinylogous esters
• IUPAC Name: methyl 2-[(1R,2R)-3-methoxy-5-oxo-2-propylcyclopent-3-en-1-yl]acetate
• SMILES (Canonical): CCCC1C(C(=O)C=C1OC)CC(=O)OC
• SMILES (Isomeric): CCC[C@@H]1[C@H](C(=O)C=C1OC)CC(=O)OC
• InChI: InChI=1S/C12H18O4/c1-4-5-8-9(6-12(14)16-3)10(13)7-11(8)15-2/h7-9H,4-6H2,1-3H3/t8-,9-/m1/s1
• InChI Key: NFRUZLCRXIYQPR-RKDXNWHRSA-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): 52.60 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.70
• H-Bond Acceptor: 4
• 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	+	0.9906	99.06%
Caco-2	+	0.7316	73.16%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7408	74.08%
OATP2B1 inhibitior	-	0.8473	84.73%
OATP1B1 inhibitior	+	0.8478	84.78%
OATP1B3 inhibitior	+	0.9558	95.58%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9004	90.04%
P-glycoprotein inhibitior	-	0.9051	90.51%
P-glycoprotein substrate	-	0.7410	74.10%
CYP3A4 substrate	-	0.5568	55.68%
CYP2C9 substrate	-	0.5872	58.72%
CYP2D6 substrate	-	0.8962	89.62%
CYP3A4 inhibition	-	0.8795	87.95%
CYP2C9 inhibition	-	0.9074	90.74%
CYP2C19 inhibition	-	0.6840	68.40%
CYP2D6 inhibition	-	0.9191	91.91%
CYP1A2 inhibition	-	0.8398	83.98%
CYP2C8 inhibition	-	0.8630	86.30%
CYP inhibitory promiscuity	-	0.8728	87.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8123	81.23%
Carcinogenicity (trinary)	Non-required	0.6923	69.23%
Eye corrosion	-	0.9676	96.76%
Eye irritation	-	0.5506	55.06%
Skin irritation	-	0.7466	74.66%
Skin corrosion	-	0.9821	98.21%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5350	53.50%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5317	53.17%
skin sensitisation	-	0.8898	88.98%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.5651	56.51%
Acute Oral Toxicity (c)	III	0.4406	44.06%
Estrogen receptor binding	-	0.6680	66.80%
Androgen receptor binding	+	0.6019	60.19%
Thyroid receptor binding	-	0.6560	65.60%
Glucocorticoid receptor binding	-	0.5566	55.66%
Aromatase binding	-	0.8362	83.62%
PPAR gamma	-	0.6764	67.64%
Honey bee toxicity	-	0.9587	95.87%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9901	99.01%

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	96.00%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.84%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.34%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.71%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.46%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.88%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.78%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.43%	94.45%

Plants that contains it

• Erigeron philadelphicus

Cross-Links

• PubChem: 10998706
• LOTUS: LTS0016309
• wikiData: Q105178631