Isariketide

Details

• Internal ID: 3abf47dc-d7ce-43d8-904b-0175d1fbbd79
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: methyl (5E)-3-acetyloxy-5-[(E)-1-hydroxy-4-methoxy-4-oxobut-2-enylidene]-2H-pyran-4-carboxylate
• InChI: InChI=1S/C14H16O8/c1-8(15)22-11-7-21-6-9(13(11)14(18)20-3)10(16)4-5-12(17)19-2/h4-5,16H,6-7H2,1-3H3/b5-4+,10-9-
• InChI Key: RXGGDNZUKPZWFZ-KBIUANSJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₈
• Molecular Weight: 312.27 g/mol
• Exact Mass: 312.08451746 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): 0.55
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• CHEMBL3289784

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8575	85.75%
Caco-2	+	0.7085	70.85%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8466	84.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9102	91.02%
OATP1B3 inhibitior	+	0.9507	95.07%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5847	58.47%
P-glycoprotein inhibitior	-	0.8298	82.98%
P-glycoprotein substrate	-	0.8366	83.66%
CYP3A4 substrate	+	0.5299	52.99%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8975	89.75%
CYP3A4 inhibition	-	0.9743	97.43%
CYP2C9 inhibition	-	0.9321	93.21%
CYP2C19 inhibition	-	0.8176	81.76%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.9027	90.27%
CYP2C8 inhibition	-	0.7307	73.07%
CYP inhibitory promiscuity	-	0.9743	97.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.6948	69.48%
Eye corrosion	-	0.9666	96.66%
Eye irritation	-	0.5588	55.88%
Skin irritation	-	0.7760	77.60%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6664	66.64%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5409	54.09%
skin sensitisation	-	0.8050	80.50%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.4593	45.93%
Acute Oral Toxicity (c)	III	0.5886	58.86%
Estrogen receptor binding	+	0.9032	90.32%
Androgen receptor binding	-	0.4936	49.36%
Thyroid receptor binding	-	0.5064	50.64%
Glucocorticoid receptor binding	+	0.8632	86.32%
Aromatase binding	+	0.5685	56.85%
PPAR gamma	+	0.5306	53.06%
Honey bee toxicity	-	0.8776	87.76%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.4862	48.62%

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	95.14%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.80%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.16%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.76%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	85.73%	91.19%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	85.46%	93.24%
CHEMBL3401	O75469	Pregnane X receptor	84.30%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.76%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.19%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.67%	94.33%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.60%	81.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.44%	99.23%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.09%	89.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 90681917
• LOTUS: LTS0078540
• wikiData: Q77572832