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

Details

• Internal ID: 8d849df1-72f7-4090-a1e0-b9c7a8f0f35d
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: [5-[(4-acetyloxy-5,6-dimethyl-2-oxopyran-3-yl)methyl]-2,3-dimethyl-6-oxopyran-4-yl] acetate
• InChI: InChI=1S/C19H20O8/c1-8-10(3)24-18(22)14(16(8)26-12(5)20)7-15-17(27-13(6)21)9(2)11(4)25-19(15)23/h7H2,1-6H3
• InChI Key: KRBHOQHRHBDRGH-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₈
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.11581759 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 2.27
• H-Bond Acceptor: 8
• 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	+	0.9490	94.90%
Caco-2	+	0.5660	56.60%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8283	82.83%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.8314	83.14%
OATP1B3 inhibitior	+	0.9181	91.81%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6826	68.26%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.9727	97.27%
CYP3A4 substrate	-	0.5736	57.36%
CYP2C9 substrate	+	0.8111	81.11%
CYP2D6 substrate	-	0.8904	89.04%
CYP3A4 inhibition	-	0.7924	79.24%
CYP2C9 inhibition	-	0.6446	64.46%
CYP2C19 inhibition	-	0.5650	56.50%
CYP2D6 inhibition	-	0.9463	94.63%
CYP1A2 inhibition	+	0.5407	54.07%
CYP2C8 inhibition	-	0.8903	89.03%
CYP inhibitory promiscuity	+	0.6891	68.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8813	88.13%
Carcinogenicity (trinary)	Non-required	0.5947	59.47%
Eye corrosion	-	0.9746	97.46%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.8566	85.66%
Skin corrosion	-	0.9795	97.95%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4443	44.43%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.5191	51.91%
skin sensitisation	-	0.9260	92.60%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.5986	59.86%
Acute Oral Toxicity (c)	III	0.7051	70.51%
Estrogen receptor binding	+	0.7063	70.63%
Androgen receptor binding	+	0.6054	60.54%
Thyroid receptor binding	-	0.6240	62.40%
Glucocorticoid receptor binding	+	0.5887	58.87%
Aromatase binding	+	0.5611	56.11%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8332	83.32%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6550	65.50%
Fish aquatic toxicity	+	0.9803	98.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	89.35%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.94%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.56%	89.34%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.90%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.31%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.90%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.31%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.01%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.45%	95.56%

Plants that contains it

• Helichrysum arenarium

Cross-Links

• PubChem: 162936160
• LOTUS: LTS0140091
• wikiData: Q105144911