Penicillone

Details

• Internal ID: 689f2143-69a6-4534-8c66-6460674bf29c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Aryl ketones > Aryl alkyl ketones
• IUPAC Name: 4-methoxy-5-methyl-6-(3-sulfanylbutanoyl)pyran-2-one
• InChI: InChI=1S/C11H14O4S/c1-6(16)4-8(12)11-7(2)9(14-3)5-10(13)15-11/h5-6,16H,4H2,1-3H3
• InChI Key: ZOBPOAOLLNMERS-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₄S
• Molecular Weight: 242.29 g/mol
• Exact Mass: 242.06128010 g/mol
• Topological Polar Surface Area (TPSA): 53.60 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.85
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 4-methoxy-5-methyl-6-(3-sulfanylbutanoyl)pyran-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9374	93.74%
Caco-2	+	0.6540	65.40%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6190	61.90%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.9137	91.37%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7779	77.79%
P-glycoprotein inhibitior	-	0.8960	89.60%
P-glycoprotein substrate	-	0.8019	80.19%
CYP3A4 substrate	-	0.5815	58.15%
CYP2C9 substrate	+	0.6172	61.72%
CYP2D6 substrate	-	0.8558	85.58%
CYP3A4 inhibition	-	0.9002	90.02%
CYP2C9 inhibition	-	0.9387	93.87%
CYP2C19 inhibition	-	0.7149	71.49%
CYP2D6 inhibition	-	0.9305	93.05%
CYP1A2 inhibition	+	0.5309	53.09%
CYP2C8 inhibition	-	0.9242	92.42%
CYP inhibitory promiscuity	-	0.8282	82.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6862	68.62%
Eye corrosion	-	0.9477	94.77%
Eye irritation	-	0.5726	57.26%
Skin irritation	-	0.8415	84.15%
Skin corrosion	-	0.9617	96.17%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5841	58.41%
Micronuclear	-	0.5182	51.82%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.8066	80.66%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.6951	69.51%
Acute Oral Toxicity (c)	III	0.5733	57.33%
Estrogen receptor binding	-	0.5679	56.79%
Androgen receptor binding	-	0.6200	62.00%
Thyroid receptor binding	-	0.6823	68.23%
Glucocorticoid receptor binding	-	0.6215	62.15%
Aromatase binding	-	0.5892	58.92%
PPAR gamma	+	0.6249	62.49%
Honey bee toxicity	-	0.8963	89.63%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8953	89.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.60%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.00%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.63%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.26%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.07%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.28%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.74%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.48%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	86.10%	90.20%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.28%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.53%	86.33%
CHEMBL2535	P11166	Glucose transporter	82.07%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.48%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.15%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	80.55%	94.73%
CHEMBL4208	P20618	Proteasome component C5	80.48%	90.00%

Plants that contains it

• Glycyrrhiza glabra

Cross-Links

• PubChem: 23651016
• LOTUS: LTS0270336
• wikiData: Q104997891