(E)-4-[[5,6-dihydroxy-3-methyl-2-oxo-4-[(E)-prop-1-enyl]-1-benzofuran-3-yl]amino]-4-oxobut-2-enoic acid

Details

• Internal ID: c206f773-0440-4528-9e49-6904e8d1c47b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids and derivatives
• IUPAC Name: (E)-4-[[5,6-dihydroxy-3-methyl-2-oxo-4-[(E)-prop-1-enyl]-1-benzofuran-3-yl]amino]-4-oxobut-2-enoic acid
• InChI: InChI=1S/C16H15NO7/c1-3-4-8-13-10(7-9(18)14(8)22)24-15(23)16(13,2)17-11(19)5-6-12(20)21/h3-7,18,22H,1-2H3,(H,17,19)(H,20,21)/b4-3+,6-5+
• InChI Key: QWMZGLCXYLPQAZ-VNKDHWASSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₅NO₇
• Molecular Weight: 333.29 g/mol
• Exact Mass: 333.08485182 g/mol
• Topological Polar Surface Area (TPSA): 133.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.02
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8805	88.05%
Caco-2	-	0.7665	76.65%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5849	58.49%
OATP2B1 inhibitior	-	0.5751	57.51%
OATP1B1 inhibitior	+	0.8392	83.92%
OATP1B3 inhibitior	+	0.9447	94.47%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6960	69.60%
P-glycoprotein inhibitior	-	0.9147	91.47%
P-glycoprotein substrate	-	0.7268	72.68%
CYP3A4 substrate	+	0.5393	53.93%
CYP2C9 substrate	-	0.6090	60.90%
CYP2D6 substrate	-	0.8637	86.37%
CYP3A4 inhibition	-	0.9567	95.67%
CYP2C9 inhibition	-	0.8621	86.21%
CYP2C19 inhibition	-	0.9349	93.49%
CYP2D6 inhibition	-	0.9259	92.59%
CYP1A2 inhibition	-	0.9097	90.97%
CYP2C8 inhibition	+	0.6188	61.88%
CYP inhibitory promiscuity	-	0.8943	89.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8543	85.43%
Carcinogenicity (trinary)	Non-required	0.5731	57.31%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8950	89.50%
Skin irritation	-	0.7690	76.90%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8728	87.28%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5301	53.01%
skin sensitisation	-	0.8155	81.55%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7262	72.62%
Acute Oral Toxicity (c)	III	0.5902	59.02%
Estrogen receptor binding	+	0.7776	77.76%
Androgen receptor binding	+	0.7821	78.21%
Thyroid receptor binding	-	0.6408	64.08%
Glucocorticoid receptor binding	+	0.6113	61.13%
Aromatase binding	+	0.5702	57.02%
PPAR gamma	+	0.6919	69.19%
Honey bee toxicity	-	0.9199	91.99%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9291	92.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.71%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.44%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.34%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.05%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	91.59%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.20%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.17%	89.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.78%	94.42%
CHEMBL2581	P07339	Cathepsin D	85.29%	98.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.89%	85.30%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.39%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16726052
• LOTUS: LTS0205503
• wikiData: Q77518336