6-[(E)-4-hydroxybut-2-en-2-yl]-5-(hydroxymethyl)-4-methoxypyran-2-one

Details

• Internal ID: 3155f65f-7167-47ef-b143-67e13d1e5847
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 6-[(E)-4-hydroxybut-2-en-2-yl]-5-(hydroxymethyl)-4-methoxypyran-2-one
• InChI: InChI=1S/C11H14O5/c1-7(3-4-12)11-8(6-13)9(15-2)5-10(14)16-11/h3,5,12-13H,4,6H2,1-2H3/b7-3+
• InChI Key: XQRNBIIUORXMDJ-XVNBXDOJSA-N
• Popularity: 2 references 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): 76.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 0.54
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9386	93.86%
Caco-2	+	0.6556	65.56%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8094	80.94%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.9180	91.80%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5549	55.49%
P-glycoprotein inhibitior	-	0.9432	94.32%
P-glycoprotein substrate	-	0.8524	85.24%
CYP3A4 substrate	-	0.6078	60.78%
CYP2C9 substrate	-	0.6491	64.91%
CYP2D6 substrate	-	0.8534	85.34%
CYP3A4 inhibition	-	0.8321	83.21%
CYP2C9 inhibition	-	0.7978	79.78%
CYP2C19 inhibition	+	0.5872	58.72%
CYP2D6 inhibition	-	0.8806	88.06%
CYP1A2 inhibition	-	0.5102	51.02%
CYP2C8 inhibition	-	0.8414	84.14%
CYP inhibitory promiscuity	+	0.5664	56.64%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.8498	84.98%
Carcinogenicity (trinary)	Non-required	0.7498	74.98%
Eye corrosion	-	0.9755	97.55%
Eye irritation	-	0.6500	65.00%
Skin irritation	-	0.7459	74.59%
Skin corrosion	-	0.9677	96.77%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7542	75.42%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.6228	62.28%
skin sensitisation	-	0.6566	65.66%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5863	58.63%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7871	78.71%
Acute Oral Toxicity (c)	III	0.6591	65.91%
Estrogen receptor binding	-	0.5061	50.61%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.7207	72.07%
Glucocorticoid receptor binding	+	0.5969	59.69%
Aromatase binding	-	0.6897	68.97%
PPAR gamma	+	0.7075	70.75%
Honey bee toxicity	-	0.8945	89.45%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8939	89.39%

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	96.76%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.58%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.98%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.30%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.30%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	89.38%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.28%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.62%	99.17%
CHEMBL2581	P07339	Cathepsin D	85.82%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.60%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	85.57%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.91%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.91%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684061
• LOTUS: LTS0226649
• wikiData: Q105340004