4-methoxy-5-methyl-6-[(E,3R)-3-methylhex-1-enyl]pyran-2-one

Details

• Internal ID: d2f3490d-0b78-4b55-a4ad-65f6a61ceb66
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 4-methoxy-5-methyl-6-[(E,3R)-3-methylhex-1-enyl]pyran-2-one
• SMILES (Canonical): CCCC(C)C=CC1=C(C(=CC(=O)O1)OC)C
• SMILES (Isomeric): CCC[C@@H](C)/C=C/C1=C(C(=CC(=O)O1)OC)C
• InChI: InChI=1S/C14H20O3/c1-5-6-10(2)7-8-12-11(3)13(16-4)9-14(15)17-12/h7-10H,5-6H2,1-4H3/b8-7+/t10-/m1/s1
• InChI Key: WVOBURFODMZGQW-QROSGCPLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₃
• Molecular Weight: 236.31 g/mol
• Exact Mass: 236.14124450 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.8324	83.24%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6993	69.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8753	87.53%
OATP1B3 inhibitior	+	0.9683	96.83%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6997	69.97%
P-glycoprotein inhibitior	-	0.8310	83.10%
P-glycoprotein substrate	-	0.7853	78.53%
CYP3A4 substrate	-	0.5491	54.91%
CYP2C9 substrate	+	0.6065	60.65%
CYP2D6 substrate	-	0.8559	85.59%
CYP3A4 inhibition	-	0.8991	89.91%
CYP2C9 inhibition	-	0.8225	82.25%
CYP2C19 inhibition	-	0.5552	55.52%
CYP2D6 inhibition	-	0.9158	91.58%
CYP1A2 inhibition	+	0.6430	64.30%
CYP2C8 inhibition	-	0.7925	79.25%
CYP inhibitory promiscuity	+	0.5706	57.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6514	65.14%
Eye corrosion	-	0.9205	92.05%
Eye irritation	-	0.7914	79.14%
Skin irritation	-	0.6836	68.36%
Skin corrosion	-	0.9499	94.99%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3806	38.06%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5448	54.48%
skin sensitisation	-	0.7160	71.60%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.6943	69.43%
Acute Oral Toxicity (c)	III	0.5920	59.20%
Estrogen receptor binding	-	0.6321	63.21%
Androgen receptor binding	-	0.5765	57.65%
Thyroid receptor binding	-	0.6385	63.85%
Glucocorticoid receptor binding	-	0.6932	69.32%
Aromatase binding	+	0.5787	57.87%
PPAR gamma	+	0.7287	72.87%
Honey bee toxicity	-	0.8962	89.62%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9680	96.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.93%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.91%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.82%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.44%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.65%	94.45%
CHEMBL1907	P15144	Aminopeptidase N	89.05%	93.31%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.77%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.94%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.93%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.33%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	85.07%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.90%	94.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.86%	89.62%
CHEMBL255	P29275	Adenosine A2b receptor	80.41%	98.59%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163037650
• LOTUS: LTS0245491
• wikiData: Q105313639