6-(4-Hydroxypent-2-en-2-yl)-4-methoxy-3-methylpyran-2-one

Details

• Internal ID: 2d632488-44e3-40da-99ee-b8128ec6ebc6
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 6-(4-hydroxypent-2-en-2-yl)-4-methoxy-3-methylpyran-2-one
• SMILES (Canonical): CC1=C(C=C(OC1=O)C(=CC(C)O)C)OC
• SMILES (Isomeric): CC1=C(C=C(OC1=O)C(=CC(C)O)C)OC
• InChI: InChI=1S/C12H16O4/c1-7(5-8(2)13)10-6-11(15-4)9(3)12(14)16-10/h5-6,8,13H,1-4H3
• InChI Key: FXQRSXWMFRVMOS-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₄
• Molecular Weight: 224.25 g/mol
• Exact Mass: 224.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.74
• H-Bond Acceptor: 4
• 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	+	0.9748	97.48%
Caco-2	+	0.6282	62.82%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7977	79.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8959	89.59%
OATP1B3 inhibitior	+	0.9726	97.26%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7871	78.71%
P-glycoprotein inhibitior	-	0.8898	88.98%
P-glycoprotein substrate	-	0.8834	88.34%
CYP3A4 substrate	-	0.5297	52.97%
CYP2C9 substrate	-	0.6491	64.91%
CYP2D6 substrate	-	0.8368	83.68%
CYP3A4 inhibition	-	0.8616	86.16%
CYP2C9 inhibition	-	0.9466	94.66%
CYP2C19 inhibition	+	0.6951	69.51%
CYP2D6 inhibition	-	0.9444	94.44%
CYP1A2 inhibition	-	0.7780	77.80%
CYP2C8 inhibition	-	0.7933	79.33%
CYP inhibitory promiscuity	+	0.5399	53.99%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.8210	82.10%
Carcinogenicity (trinary)	Non-required	0.5481	54.81%
Eye corrosion	-	0.9216	92.16%
Eye irritation	-	0.6443	64.43%
Skin irritation	-	0.5515	55.15%
Skin corrosion	-	0.9866	98.66%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7237	72.37%
Micronuclear	+	0.6859	68.59%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8427	84.27%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.8397	83.97%
Acute Oral Toxicity (c)	II	0.5790	57.90%
Estrogen receptor binding	-	0.6499	64.99%
Androgen receptor binding	-	0.6470	64.70%
Thyroid receptor binding	-	0.7255	72.55%
Glucocorticoid receptor binding	-	0.7706	77.06%
Aromatase binding	-	0.5368	53.68%
PPAR gamma	+	0.6675	66.75%
Honey bee toxicity	-	0.7454	74.54%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9214	92.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.37%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.64%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.50%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.90%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.93%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.55%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.01%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.72%	86.33%
CHEMBL2535	P11166	Glucose transporter	85.50%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.42%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.67%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	82.66%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.60%	94.00%
CHEMBL1255126	O15151	Protein Mdm4	81.61%	90.20%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.91%	91.07%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.18%	90.71%

Plants that contains it

• Mentha pulegium

Cross-Links

• PubChem: 74169052
• LOTUS: LTS0034498
• wikiData: Q104166877