4-ethyl-3-hydroxy-6-[(E)-prop-1-enyl]pyran-2-one

Details

• Internal ID: c3c74a6c-72b6-4154-897b-384ead77f56b
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 4-ethyl-3-hydroxy-6-[(E)-prop-1-enyl]pyran-2-one
• SMILES (Canonical): CCC1=C(C(=O)OC(=C1)C=CC)O
• SMILES (Isomeric): CCC1=C(C(=O)OC(=C1)/C=C/C)O
• InChI: InChI=1S/C10H12O3/c1-3-5-8-6-7(4-2)9(11)10(12)13-8/h3,5-6,11H,4H2,1-2H3/b5-3+
• InChI Key: MSWKQQGUQXTPPA-HWKANZROSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.20 g/mol
• Exact Mass: 180.078644241 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.94
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	+	0.7733	77.33%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8424	84.24%
OATP2B1 inhibitior	-	0.8666	86.66%
OATP1B1 inhibitior	+	0.7701	77.01%
OATP1B3 inhibitior	+	0.9627	96.27%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7308	73.08%
P-glycoprotein inhibitior	-	0.9760	97.60%
P-glycoprotein substrate	-	0.9208	92.08%
CYP3A4 substrate	-	0.6488	64.88%
CYP2C9 substrate	-	0.5653	56.53%
CYP2D6 substrate	-	0.8574	85.74%
CYP3A4 inhibition	-	0.9160	91.60%
CYP2C9 inhibition	-	0.7703	77.03%
CYP2C19 inhibition	-	0.7293	72.93%
CYP2D6 inhibition	-	0.9506	95.06%
CYP1A2 inhibition	-	0.8945	89.45%
CYP2C8 inhibition	-	0.8897	88.97%
CYP inhibitory promiscuity	-	0.7206	72.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8315	83.15%
Carcinogenicity (trinary)	Non-required	0.6473	64.73%
Eye corrosion	-	0.8286	82.86%
Eye irritation	+	0.6509	65.09%
Skin irritation	+	0.6392	63.92%
Skin corrosion	-	0.7258	72.58%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7377	73.77%
Micronuclear	+	0.5618	56.18%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	+	0.5519	55.19%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7418	74.18%
Acute Oral Toxicity (c)	III	0.7862	78.62%
Estrogen receptor binding	-	0.7410	74.10%
Androgen receptor binding	-	0.5513	55.13%
Thyroid receptor binding	-	0.7909	79.09%
Glucocorticoid receptor binding	+	0.5661	56.61%
Aromatase binding	-	0.7316	73.16%
PPAR gamma	+	0.5949	59.49%
Honey bee toxicity	-	0.9495	94.95%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9260	92.60%

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	97.87%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.52%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	93.46%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	92.33%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.27%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.11%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.57%	89.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.43%	83.57%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.14%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.61%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.89%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 145720694
• LOTUS: LTS0167390
• wikiData: Q105171486