Ampelopyrone

Details

• Internal ID: 48af9114-ed9d-4f27-b38c-c202cf8db9e2
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 1-(4-hydroxy-5-methyl-6-oxopyran-2-yl)propan-2-yl acetate
• SMILES (Canonical): CC1=C(C=C(OC1=O)CC(C)OC(=O)C)O
• SMILES (Isomeric): CC1=C(C=C(OC1=O)CC(C)OC(=O)C)O
• InChI: InChI=1S/C11H14O5/c1-6(15-8(3)12)4-9-5-10(13)7(2)11(14)16-9/h5-6,13H,4H2,1-3H3
• InChI Key: RDOULNBRWCNTNY-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₅
• Molecular Weight: 226.23 g/mol
• Exact Mass: 226.08412354 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.15
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8365	83.65%
Caco-2	+	0.8169	81.69%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8416	84.16%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8986	89.86%
OATP1B3 inhibitior	+	0.9334	93.34%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9275	92.75%
P-glycoprotein inhibitior	-	0.9392	93.92%
P-glycoprotein substrate	-	0.8999	89.99%
CYP3A4 substrate	-	0.5757	57.57%
CYP2C9 substrate	+	0.8383	83.83%
CYP2D6 substrate	-	0.8826	88.26%
CYP3A4 inhibition	-	0.8766	87.66%
CYP2C9 inhibition	-	0.6903	69.03%
CYP2C19 inhibition	-	0.7260	72.60%
CYP2D6 inhibition	-	0.8920	89.20%
CYP1A2 inhibition	-	0.7462	74.62%
CYP2C8 inhibition	-	0.9112	91.12%
CYP inhibitory promiscuity	-	0.8450	84.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8239	82.39%
Carcinogenicity (trinary)	Non-required	0.6851	68.51%
Eye corrosion	-	0.9591	95.91%
Eye irritation	+	0.5773	57.73%
Skin irritation	-	0.8103	81.03%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.5637	56.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4658	46.58%
Micronuclear	-	0.6041	60.41%
Hepatotoxicity	+	0.6526	65.26%
skin sensitisation	-	0.8145	81.45%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7248	72.48%
Acute Oral Toxicity (c)	III	0.3819	38.19%
Estrogen receptor binding	-	0.6009	60.09%
Androgen receptor binding	-	0.5182	51.82%
Thyroid receptor binding	-	0.7077	70.77%
Glucocorticoid receptor binding	-	0.7063	70.63%
Aromatase binding	-	0.6466	64.66%
PPAR gamma	-	0.6084	60.84%
Honey bee toxicity	-	0.9383	93.83%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7350	73.50%
Fish aquatic toxicity	+	0.9148	91.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.40%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.68%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	92.79%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.82%	95.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.50%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.05%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.78%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.82%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.50%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.02%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.04%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.56%	94.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.43%	93.65%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.07%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.80%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.72%	86.33%

Plants that contains it

• Urospermum picroides

Cross-Links

• PubChem: 54751220
• LOTUS: LTS0180352
• wikiData: Q104196499