Dechdigliotoxin A

Details

• Internal ID: 949a2182-0728-4e80-ad8e-235d1e6dfaae
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: [(3S,5aS,6S,10aR)-3-[[(3S,5aS,6S,10aR)-6-acetyloxy-3-(hydroxymethyl)-2-methyl-3-methylsulfanyl-1,4-dioxo-6,10-dihydro-5aH-pyrazino[1,2-a]indol-10a-yl]disulfanyl]-10a-hydroxy-3-(hydroxymethyl)-2-methyl-1,4-dioxo-6,10-dihydro-5aH-pyrazino[1,2-a]indol-6-yl] acetate
• InChI: InChI=1S/C31H36N4O11S3/c1-16(38)45-20-10-6-8-18-12-28(44)24(40)32(3)31(15-37,27(43)34(28)22(18)20)49-48-29-13-19-9-7-11-21(46-17(2)39)23(19)35(29)26(42)30(14-36,47-5)33(4)25(29)41/h6-11,20-23,36-37,44H,12-15H2,1-5H3/t20-,21-,22-,23-,28+,29+,30-,31-/m0/s1
• InChI Key: XTHIWPKAJCDWOB-DJJBQQCOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₆N₄O₁₁S₃
• Molecular Weight: 736.80 g/mol
• Exact Mass: 736.15427150 g/mol
• Topological Polar Surface Area (TPSA): 270.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.51
• H-Bond Acceptor: 14
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6212	62.12%
Caco-2	-	0.8339	83.39%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4163	41.63%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8480	84.80%
OATP1B3 inhibitior	+	0.9346	93.46%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9776	97.76%
P-glycoprotein inhibitior	+	0.7720	77.20%
P-glycoprotein substrate	+	0.5149	51.49%
CYP3A4 substrate	+	0.6773	67.73%
CYP2C9 substrate	-	0.8252	82.52%
CYP2D6 substrate	-	0.8633	86.33%
CYP3A4 inhibition	-	0.8440	84.40%
CYP2C9 inhibition	-	0.7251	72.51%
CYP2C19 inhibition	-	0.6886	68.86%
CYP2D6 inhibition	-	0.8810	88.10%
CYP1A2 inhibition	-	0.7562	75.62%
CYP2C8 inhibition	-	0.5730	57.30%
CYP inhibitory promiscuity	-	0.7378	73.78%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.4865	48.65%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.9194	91.94%
Skin irritation	-	0.7521	75.21%
Skin corrosion	-	0.9187	91.87%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6459	64.59%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.6357	63.57%
skin sensitisation	-	0.8367	83.67%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7470	74.70%
Acute Oral Toxicity (c)	III	0.5434	54.34%
Estrogen receptor binding	+	0.8063	80.63%
Androgen receptor binding	+	0.7591	75.91%
Thyroid receptor binding	+	0.5907	59.07%
Glucocorticoid receptor binding	+	0.7382	73.82%
Aromatase binding	+	0.6632	66.32%
PPAR gamma	+	0.7863	78.63%
Honey bee toxicity	-	0.7041	70.41%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5050	50.50%
Fish aquatic toxicity	+	0.7350	73.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.67%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.82%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.20%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.95%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.34%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.44%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	87.21%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.89%	91.11%
CHEMBL4208	P20618	Proteasome component C5	85.48%	90.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.60%	93.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.08%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683090
• LOTUS: LTS0037311
• wikiData: Q105341564