6-[1-(4-Hydroxy-5-oxooxolan-2-yl)prop-1-en-2-yl]-4-methoxypyran-2-one

Details

• Internal ID: 01ac6d3c-8259-4dc0-ac00-e704a4df122f
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 6-[1-(4-hydroxy-5-oxooxolan-2-yl)prop-1-en-2-yl]-4-methoxypyran-2-one
• SMILES (Canonical): CC(=CC1CC(C(=O)O1)O)C2=CC(=CC(=O)O2)OC
• SMILES (Isomeric): CC(=CC1CC(C(=O)O1)O)C2=CC(=CC(=O)O2)OC
• InChI: InChI=1S/C13H14O6/c1-7(3-9-4-10(14)13(16)18-9)11-5-8(17-2)6-12(15)19-11/h3,5-6,9-10,14H,4H2,1-2H3
• InChI Key: VTBDISGBHVWSMH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₆
• Molecular Weight: 266.25 g/mol
• Exact Mass: 266.07903816 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.73
• H-Bond Acceptor: 6
• 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	+	0.9554	95.54%
Caco-2	+	0.6378	63.78%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7540	75.40%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.9186	91.86%
OATP1B3 inhibitior	+	0.9032	90.32%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5638	56.38%
P-glycoprotein inhibitior	-	0.9149	91.49%
P-glycoprotein substrate	-	0.8491	84.91%
CYP3A4 substrate	+	0.5291	52.91%
CYP2C9 substrate	-	0.8081	80.81%
CYP2D6 substrate	-	0.8412	84.12%
CYP3A4 inhibition	-	0.7322	73.22%
CYP2C9 inhibition	-	0.9043	90.43%
CYP2C19 inhibition	-	0.6522	65.22%
CYP2D6 inhibition	-	0.9013	90.13%
CYP1A2 inhibition	-	0.7594	75.94%
CYP2C8 inhibition	-	0.8226	82.26%
CYP inhibitory promiscuity	-	0.7481	74.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8939	89.39%
Carcinogenicity (trinary)	Danger	0.5445	54.45%
Eye corrosion	-	0.9696	96.96%
Eye irritation	-	0.6716	67.16%
Skin irritation	-	0.6823	68.23%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5408	54.08%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7767	77.67%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6264	62.64%
Acute Oral Toxicity (c)	III	0.4980	49.80%
Estrogen receptor binding	+	0.7040	70.40%
Androgen receptor binding	+	0.6920	69.20%
Thyroid receptor binding	-	0.7885	78.85%
Glucocorticoid receptor binding	+	0.6298	62.98%
Aromatase binding	-	0.6355	63.55%
PPAR gamma	+	0.7333	73.33%
Honey bee toxicity	-	0.6047	60.47%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.7571	75.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.43%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.20%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.43%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.20%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.88%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.70%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.17%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.62%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.60%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.76%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.57%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.31%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.50%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	80.02%	91.19%

Plants that contains it

• Rhizophora mucronata

Cross-Links

• PubChem: 75954487
• LOTUS: LTS0007718
• wikiData: Q104199767