4-Hydroxy-6-prop-1-enylpyran-2-one

Details

• Internal ID: 420c0fe7-339b-4068-9029-89e1b8d42ca7
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 4-hydroxy-6-prop-1-enylpyran-2-one
• SMILES (Canonical): CC=CC1=CC(=CC(=O)O1)O
• SMILES (Isomeric): CC=CC1=CC(=CC(=O)O1)O
• InChI: InChI=1S/C8H8O3/c1-2-3-7-4-6(9)5-8(10)11-7/h2-5,9H,1H3
• InChI Key: LAZYRSUGAIOZQO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₈O₃
• Molecular Weight: 152.15 g/mol
• Exact Mass: 152.047344113 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.38
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	+	0.9429	94.29%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7422	74.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8669	86.69%
OATP1B3 inhibitior	+	0.9900	99.00%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8823	88.23%
P-glycoprotein inhibitior	-	0.9760	97.60%
P-glycoprotein substrate	-	0.9711	97.11%
CYP3A4 substrate	-	0.6581	65.81%
CYP2C9 substrate	+	0.6319	63.19%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.8082	80.82%
CYP2C9 inhibition	-	0.9519	95.19%
CYP2C19 inhibition	-	0.8419	84.19%
CYP2D6 inhibition	-	0.9768	97.68%
CYP1A2 inhibition	-	0.7766	77.66%
CYP2C8 inhibition	-	0.8963	89.63%
CYP inhibitory promiscuity	-	0.8812	88.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7986	79.86%
Carcinogenicity (trinary)	Non-required	0.5433	54.33%
Eye corrosion	+	0.6313	63.13%
Eye irritation	+	0.9850	98.50%
Skin irritation	+	0.9007	90.07%
Skin corrosion	-	0.7248	72.48%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7515	75.15%
Micronuclear	+	0.6981	69.81%
Hepatotoxicity	+	0.6524	65.24%
skin sensitisation	-	0.6658	66.58%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.5570	55.70%
Acute Oral Toxicity (c)	III	0.6988	69.88%
Estrogen receptor binding	-	0.7496	74.96%
Androgen receptor binding	-	0.6202	62.02%
Thyroid receptor binding	-	0.7116	71.16%
Glucocorticoid receptor binding	-	0.5754	57.54%
Aromatase binding	-	0.7395	73.95%
PPAR gamma	-	0.5984	59.84%
Honey bee toxicity	-	0.9408	94.08%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.7357	73.57%

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	96.92%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.95%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.15%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.41%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.01%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.19%	89.00%
CHEMBL3194	P02766	Transthyretin	87.15%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.24%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 76213211
• LOTUS: LTS0004351
• wikiData: Q105149120