Prolipyrone C

Details

• Internal ID: 002bf632-e411-4884-aef5-961bc10dc46e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids
• IUPAC Name: 2-[[(E)-3-(5-methyl-6-oxopyran-2-yl)but-2-enoyl]amino]acetic acid
• InChI: InChI=1S/C12H13NO5/c1-7-3-4-9(18-12(7)17)8(2)5-10(14)13-6-11(15)16/h3-5H,6H2,1-2H3,(H,13,14)(H,15,16)/b8-5+
• InChI Key: NWHSBDXOWZMWQX-VMPITWQZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₃NO₅
• Molecular Weight: 251.23 g/mol
• Exact Mass: 251.07937252 g/mol
• Topological Polar Surface Area (TPSA): 92.70 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.55
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 2-[[(E)-3-(5-methyl-6-oxopyran-2-yl)but-2-enoyl]amino]acetic acid
• 2-(((E)-3-(5-methyl-6-oxopyran-2-yl)but-2-enoyl)amino)acetic acid
• RefChem:176202
• CHEBI:202072

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8441	84.41%
Caco-2	-	0.5309	53.09%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7768	77.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9240	92.40%
OATP1B3 inhibitior	+	0.9527	95.27%
MATE1 inhibitior	-	0.8618	86.18%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8164	81.64%
P-glycoprotein inhibitior	-	0.9658	96.58%
P-glycoprotein substrate	-	0.8054	80.54%
CYP3A4 substrate	-	0.6049	60.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9065	90.65%
CYP3A4 inhibition	-	0.9529	95.29%
CYP2C9 inhibition	-	0.7934	79.34%
CYP2C19 inhibition	-	0.7132	71.32%
CYP2D6 inhibition	-	0.9338	93.38%
CYP1A2 inhibition	-	0.8778	87.78%
CYP2C8 inhibition	-	0.7119	71.19%
CYP inhibitory promiscuity	-	0.9533	95.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8313	83.13%
Carcinogenicity (trinary)	Non-required	0.6900	69.00%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8486	84.86%
Skin irritation	-	0.7912	79.12%
Skin corrosion	-	0.9559	95.59%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7030	70.30%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8114	81.14%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.9175	91.75%
Acute Oral Toxicity (c)	III	0.6263	62.63%
Estrogen receptor binding	-	0.8126	81.26%
Androgen receptor binding	-	0.5360	53.60%
Thyroid receptor binding	-	0.6905	69.05%
Glucocorticoid receptor binding	-	0.5517	55.17%
Aromatase binding	+	0.5951	59.51%
PPAR gamma	-	0.5795	57.95%
Honey bee toxicity	-	0.9564	95.64%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	-	0.4664	46.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.34%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.26%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.00%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.48%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.72%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.56%	99.17%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.95%	81.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.90%	96.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.86%	89.34%
CHEMBL4040	P28482	MAP kinase ERK2	84.32%	83.82%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.73%	90.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.37%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.32%	94.45%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.38%	87.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71569923
• LOTUS: LTS0093188
• wikiData: Q77368982