[5-[(4-Acetyloxy-6-ethyl-5-methyl-2-oxopyran-3-yl)methyl]-2-ethyl-3-methyl-6-oxopyran-4-yl] acetate

Details

• Internal ID: 1c0271c4-9372-4267-9382-9444b49b652f
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: [5-[(4-acetyloxy-6-ethyl-5-methyl-2-oxopyran-3-yl)methyl]-2-ethyl-3-methyl-6-oxopyran-4-yl] acetate
• SMILES (Canonical): CCC1=C(C(=C(C(=O)O1)CC2=C(C(=C(OC2=O)CC)C)OC(=O)C)OC(=O)C)C
• SMILES (Isomeric): CCC1=C(C(=C(C(=O)O1)CC2=C(C(=C(OC2=O)CC)C)OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C21H24O8/c1-7-16-10(3)18(26-12(5)22)14(20(24)28-16)9-15-19(27-13(6)23)11(4)17(8-2)29-21(15)25/h7-9H2,1-6H3
• InChI Key: PKFDWCUVKIMRPD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₈
• Molecular Weight: 404.40 g/mol
• Exact Mass: 404.14711772 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9805	98.05%
Caco-2	+	0.5341	53.41%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7770	77.70%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8258	82.58%
OATP1B3 inhibitior	+	0.8958	89.58%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6092	60.92%
P-glycoprotein inhibitior	+	0.6434	64.34%
P-glycoprotein substrate	-	0.9499	94.99%
CYP3A4 substrate	-	0.5648	56.48%
CYP2C9 substrate	+	0.8111	81.11%
CYP2D6 substrate	-	0.8904	89.04%
CYP3A4 inhibition	-	0.8535	85.35%
CYP2C9 inhibition	-	0.6989	69.89%
CYP2C19 inhibition	-	0.5297	52.97%
CYP2D6 inhibition	-	0.9410	94.10%
CYP1A2 inhibition	-	0.5819	58.19%
CYP2C8 inhibition	-	0.8655	86.55%
CYP inhibitory promiscuity	+	0.5301	53.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8613	86.13%
Carcinogenicity (trinary)	Non-required	0.6544	65.44%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.6349	63.49%
Skin irritation	-	0.8546	85.46%
Skin corrosion	-	0.9645	96.45%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3923	39.23%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.6816	68.16%
skin sensitisation	-	0.9107	91.07%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.6582	65.82%
Acute Oral Toxicity (c)	III	0.7285	72.85%
Estrogen receptor binding	+	0.7795	77.95%
Androgen receptor binding	+	0.6051	60.51%
Thyroid receptor binding	-	0.5536	55.36%
Glucocorticoid receptor binding	+	0.7186	71.86%
Aromatase binding	+	0.5899	58.99%
PPAR gamma	+	0.6910	69.10%
Honey bee toxicity	-	0.8340	83.40%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6950	69.50%
Fish aquatic toxicity	+	0.9851	98.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	91.66%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.18%	89.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.98%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.70%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.82%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	85.70%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.62%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.72%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.43%	99.17%

Plants that contains it

• Helichrysum arenarium

Cross-Links

• PubChem: 162843044
• LOTUS: LTS0140216
• wikiData: Q105210388