4Z-Infectopyrone

Details

• Internal ID: 974123a5-62c2-440d-ab65-04b5dd422b82
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: (2E,4Z)-5-(4-methoxy-5-methyl-6-oxopyran-2-yl)-3-methylhexa-2,4-dienoic acid
• SMILES (Canonical): CC1=C(C=C(OC1=O)C(=CC(=CC(=O)O)C)C)OC
• SMILES (Isomeric): CC1=C(C=C(OC1=O)/C(=C\C(=C\C(=O)O)\C)/C)OC
• InChI: InChI=1S/C14H16O5/c1-8(6-13(15)16)5-9(2)11-7-12(18-4)10(3)14(17)19-11/h5-7H,1-4H3,(H,15,16)/b8-6+,9-5-
• InChI Key: PKDNRNGILXMLIA-JXCGNHFNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₅
• Molecular Weight: 264.27 g/mol
• Exact Mass: 264.09977361 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• (2E,4Z)-5-(4-methoxy-5-methyl-6-oxopyran-2-yl)-3-methylhexa-2,4-dienoic acid
• RefChem:100725
• (4Z)-5-(4-Methoxy-3-methyl-2-oxo-2H-pyran-6-yl)-3-methylhexa-2,4-dienoate
• CHEBI:204826

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9651	96.51%
Caco-2	+	0.8328	83.28%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8072	80.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8672	86.72%
OATP1B3 inhibitior	+	0.9618	96.18%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5729	57.29%
P-glycoprotein inhibitior	-	0.8279	82.79%
P-glycoprotein substrate	-	0.8927	89.27%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9076	90.76%
CYP3A4 inhibition	-	0.8838	88.38%
CYP2C9 inhibition	-	0.9235	92.35%
CYP2C19 inhibition	+	0.5169	51.69%
CYP2D6 inhibition	-	0.9370	93.70%
CYP1A2 inhibition	-	0.7590	75.90%
CYP2C8 inhibition	-	0.6935	69.35%
CYP inhibitory promiscuity	-	0.6687	66.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8110	81.10%
Carcinogenicity (trinary)	Non-required	0.5310	53.10%
Eye corrosion	-	0.9395	93.95%
Eye irritation	-	0.5967	59.67%
Skin irritation	-	0.5994	59.94%
Skin corrosion	-	0.9751	97.51%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4648	46.48%
Micronuclear	+	0.7359	73.59%
Hepatotoxicity	-	0.5589	55.89%
skin sensitisation	-	0.8531	85.31%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.8143	81.43%
Acute Oral Toxicity (c)	II	0.6455	64.55%
Estrogen receptor binding	+	0.5736	57.36%
Androgen receptor binding	+	0.5574	55.74%
Thyroid receptor binding	-	0.7371	73.71%
Glucocorticoid receptor binding	+	0.6636	66.36%
Aromatase binding	+	0.6870	68.70%
PPAR gamma	+	0.6839	68.39%
Honey bee toxicity	-	0.8182	81.82%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9454	94.54%

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	90.33%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.19%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.12%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.08%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.74%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.48%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	88.49%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.14%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.65%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.11%	89.00%
CHEMBL1255126	O15151	Protein Mdm4	82.66%	90.20%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.10%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101379192
• LOTUS: LTS0271454
• wikiData: Q77420309