Ethyl 7-hydroxy-7-methyl-1-oxo-3,4,4a,5,6,7a-hexahydrocyclopenta[c]pyran-4-carboxylate

Details

• Internal ID: 94ff6061-e028-43ba-abb9-998f8f70c72e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: ethyl 7-hydroxy-7-methyl-1-oxo-3,4,4a,5,6,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
• SMILES (Canonical): CCOC(=O)C1COC(=O)C2C1CCC2(C)O
• SMILES (Isomeric): CCOC(=O)C1COC(=O)C2C1CCC2(C)O
• InChI: InChI=1S/C12H18O5/c1-3-16-10(13)8-6-17-11(14)9-7(8)4-5-12(9,2)15/h7-9,15H,3-6H2,1-2H3
• InChI Key: FJESLRIHRJETRJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₅
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.11542367 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.50
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9690	96.90%
Caco-2	+	0.6633	66.33%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7063	70.63%
OATP2B1 inhibitior	-	0.8486	84.86%
OATP1B1 inhibitior	+	0.9103	91.03%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9504	95.04%
P-glycoprotein inhibitior	-	0.9172	91.72%
P-glycoprotein substrate	-	0.9059	90.59%
CYP3A4 substrate	+	0.6134	61.34%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.8608	86.08%
CYP3A4 inhibition	-	0.8172	81.72%
CYP2C9 inhibition	-	0.8536	85.36%
CYP2C19 inhibition	-	0.7638	76.38%
CYP2D6 inhibition	-	0.9511	95.11%
CYP1A2 inhibition	-	0.9049	90.49%
CYP2C8 inhibition	-	0.8626	86.26%
CYP inhibitory promiscuity	-	0.9602	96.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6777	67.77%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.7296	72.96%
Skin irritation	-	0.7422	74.22%
Skin corrosion	-	0.9375	93.75%
Ames mutagenesis	-	0.6237	62.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5589	55.89%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5317	53.17%
skin sensitisation	-	0.9311	93.11%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.6460	64.60%
Acute Oral Toxicity (c)	III	0.4753	47.53%
Estrogen receptor binding	+	0.6872	68.72%
Androgen receptor binding	+	0.7333	73.33%
Thyroid receptor binding	-	0.5779	57.79%
Glucocorticoid receptor binding	-	0.5663	56.63%
Aromatase binding	-	0.8290	82.90%
PPAR gamma	-	0.8316	83.16%
Honey bee toxicity	-	0.8839	88.39%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	+	0.8894	88.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.20%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.29%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.81%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.26%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.92%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.85%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.43%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.21%	95.56%
CHEMBL2581	P07339	Cathepsin D	82.88%	98.95%
CHEMBL2664	P23526	Adenosylhomocysteinase	82.56%	86.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.65%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.48%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	80.26%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.11%	91.19%

Plants that contains it

• Mussaenda pubescens

Cross-Links

• PubChem: 85195829
• LOTUS: LTS0156912
• wikiData: Q104996019