[(4S)-2-oxo-4-[(E)-1-oxobut-2-en-2-yl]-3,4-dihydropyran-5-yl] acetate

Details

• Internal ID: 271842f8-78fb-46f8-afc1-334d65fde005
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: [(4S)-2-oxo-4-[(E)-1-oxobut-2-en-2-yl]-3,4-dihydropyran-5-yl] acetate
• SMILES (Canonical): CC=C(C=O)C1CC(=O)OC=C1OC(=O)C
• SMILES (Isomeric): C/C=C(/C=O)\[C@@H]1CC(=O)OC=C1OC(=O)C
• InChI: InChI=1S/C11H12O5/c1-3-8(5-12)9-4-11(14)15-6-10(9)16-7(2)13/h3,5-6,9H,4H2,1-2H3/b8-3-/t9-/m0/s1
• InChI Key: DIQUDZWYJYGQGV-CHDHTGKKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₅
• Molecular Weight: 224.21 g/mol
• Exact Mass: 224.06847348 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.10
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9458	94.58%
Caco-2	-	0.7197	71.97%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8144	81.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8377	83.77%
OATP1B3 inhibitior	+	0.9661	96.61%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7702	77.02%
P-glycoprotein inhibitior	-	0.9513	95.13%
P-glycoprotein substrate	-	0.8811	88.11%
CYP3A4 substrate	-	0.5131	51.31%
CYP2C9 substrate	-	0.8093	80.93%
CYP2D6 substrate	-	0.9027	90.27%
CYP3A4 inhibition	-	0.9425	94.25%
CYP2C9 inhibition	-	0.9306	93.06%
CYP2C19 inhibition	-	0.6776	67.76%
CYP2D6 inhibition	-	0.9241	92.41%
CYP1A2 inhibition	-	0.8821	88.21%
CYP2C8 inhibition	-	0.8326	83.26%
CYP inhibitory promiscuity	-	0.7569	75.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8251	82.51%
Carcinogenicity (trinary)	Non-required	0.6121	61.21%
Eye corrosion	-	0.8983	89.83%
Eye irritation	+	0.7542	75.42%
Skin irritation	-	0.6129	61.29%
Skin corrosion	-	0.9299	92.99%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4802	48.02%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.6891	68.91%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	+	0.7804	78.04%
Acute Oral Toxicity (c)	III	0.5835	58.35%
Estrogen receptor binding	-	0.7782	77.82%
Androgen receptor binding	-	0.6382	63.82%
Thyroid receptor binding	-	0.8635	86.35%
Glucocorticoid receptor binding	-	0.7915	79.15%
Aromatase binding	-	0.7386	73.86%
PPAR gamma	-	0.8664	86.64%
Honey bee toxicity	-	0.7974	79.74%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.7648	76.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.29%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.77%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.09%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.08%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.22%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.17%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.80%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.74%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	85.91%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.26%	86.33%

Plants that contains it

• Atractylodes lancea
• Aucklandia costus
• Magnolia officinalis
• Olea europaea
• Zingiber officinale

Cross-Links

• PubChem: 5317027
• NPASS: NPC31338