3-(1-hydroxyethyl)-6-[(E)-pent-2-en-2-yl]pyran-2-one

Details

• Internal ID: 64ea6847-3671-4e71-b88c-7bde38b64894
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 3-(1-hydroxyethyl)-6-[(E)-pent-2-en-2-yl]pyran-2-one
• SMILES (Canonical): CCC=C(C)C1=CC=C(C(=O)O1)C(C)O
• SMILES (Isomeric): CC/C=C(\C)/C1=CC=C(C(=O)O1)C(C)O
• InChI: InChI=1S/C12H16O3/c1-4-5-8(2)11-7-6-10(9(3)13)12(14)15-11/h5-7,9,13H,4H2,1-3H3/b8-5+
• InChI Key: VSEOEXSPCMUHTQ-VMPITWQZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₃
• Molecular Weight: 208.25 g/mol
• Exact Mass: 208.109944368 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 3
• 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	+	0.9952	99.52%
Caco-2	+	0.7596	75.96%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7900	79.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9180	91.80%
OATP1B3 inhibitior	+	0.9706	97.06%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7070	70.70%
P-glycoprotein inhibitior	-	0.9463	94.63%
P-glycoprotein substrate	-	0.8822	88.22%
CYP3A4 substrate	-	0.6351	63.51%
CYP2C9 substrate	-	0.8102	81.02%
CYP2D6 substrate	-	0.8258	82.58%
CYP3A4 inhibition	-	0.8645	86.45%
CYP2C9 inhibition	-	0.7392	73.92%
CYP2C19 inhibition	+	0.6760	67.60%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	-	0.5584	55.84%
CYP2C8 inhibition	-	0.9070	90.70%
CYP inhibitory promiscuity	+	0.5815	58.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8346	83.46%
Carcinogenicity (trinary)	Non-required	0.6549	65.49%
Eye corrosion	-	0.9455	94.55%
Eye irritation	-	0.8245	82.45%
Skin irritation	+	0.5955	59.55%
Skin corrosion	-	0.9245	92.45%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7363	73.63%
Micronuclear	-	0.6141	61.41%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	+	0.5388	53.88%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.8486	84.86%
Acute Oral Toxicity (c)	III	0.6480	64.80%
Estrogen receptor binding	-	0.7336	73.36%
Androgen receptor binding	-	0.7931	79.31%
Thyroid receptor binding	-	0.7979	79.79%
Glucocorticoid receptor binding	-	0.6625	66.25%
Aromatase binding	+	0.5761	57.61%
PPAR gamma	-	0.5076	50.76%
Honey bee toxicity	-	0.9095	90.95%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.9772	97.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.12%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.33%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.13%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.25%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.52%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.78%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.41%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.99%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.94%	99.17%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.10%	93.65%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139591643
• LOTUS: LTS0007670
• wikiData: Q105292164