methyl 2-[(1R,2R)-3-methoxy-5-oxo-2-[(Z)-prop-1-enyl]cyclopent-3-en-1-yl]acetate

Details

• Internal ID: 089664b9-418d-43d5-96c7-00f8fc1d05eb
• Taxonomy: Organic acids and derivatives > Vinylogous esters
• IUPAC Name: methyl 2-[(1R,2R)-3-methoxy-5-oxo-2-[(Z)-prop-1-enyl]cyclopent-3-en-1-yl]acetate
• SMILES (Canonical): CC=CC1C(C(=O)C=C1OC)CC(=O)OC
• SMILES (Isomeric): C/C=C\[C@@H]1[C@H](C(=O)C=C1OC)CC(=O)OC
• InChI: InChI=1S/C12H16O4/c1-4-5-8-9(6-12(14)16-3)10(13)7-11(8)15-2/h4-5,7-9H,6H2,1-3H3/b5-4-/t8-,9-/m1/s1
• InChI Key: WEXBONOFEQOHQL-UVSMVFJQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₄
• Molecular Weight: 224.25 g/mol
• Exact Mass: 224.10485899 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9889	98.89%
Caco-2	+	0.6067	60.67%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7774	77.74%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.7998	79.98%
OATP1B3 inhibitior	+	0.9468	94.68%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9056	90.56%
P-glycoprotein inhibitior	-	0.9416	94.16%
P-glycoprotein substrate	-	0.8061	80.61%
CYP3A4 substrate	-	0.5190	51.90%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.9023	90.23%
CYP3A4 inhibition	-	0.9185	91.85%
CYP2C9 inhibition	-	0.9628	96.28%
CYP2C19 inhibition	-	0.8724	87.24%
CYP2D6 inhibition	-	0.9246	92.46%
CYP1A2 inhibition	-	0.8941	89.41%
CYP2C8 inhibition	-	0.7988	79.88%
CYP inhibitory promiscuity	-	0.8654	86.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6807	68.07%
Carcinogenicity (trinary)	Non-required	0.6795	67.95%
Eye corrosion	-	0.8666	86.66%
Eye irritation	-	0.5478	54.78%
Skin irritation	-	0.7608	76.08%
Skin corrosion	-	0.9795	97.95%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5115	51.15%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5165	51.65%
skin sensitisation	-	0.7892	78.92%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	-	0.6176	61.76%
Acute Oral Toxicity (c)	III	0.4272	42.72%
Estrogen receptor binding	-	0.6640	66.40%
Androgen receptor binding	-	0.6595	65.95%
Thyroid receptor binding	-	0.7410	74.10%
Glucocorticoid receptor binding	-	0.5827	58.27%
Aromatase binding	-	0.6676	66.76%
PPAR gamma	-	0.6453	64.53%
Honey bee toxicity	-	0.9010	90.10%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8949	89.49%

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	94.19%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.57%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.99%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.15%	85.14%
CHEMBL2581	P07339	Cathepsin D	83.68%	98.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.53%	94.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.10%	99.17%

Plants that contains it

• Erigeron philadelphicus

Cross-Links

• PubChem: 11085437
• LOTUS: LTS0132919
• wikiData: Q105303640