Violaceimide B

Details

• Internal ID: feb76fb5-a816-4660-a46b-93e60ebd2d2f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acid esters
• IUPAC Name: methyl (2S)-3-[(2R)-2-hydroxy-3-methoxy-3-oxopropyl]sulfanyl-2-[(3R)-3-methyl-2,5-dioxopyrrolidin-1-yl]propanoate
• InChI: InChI=1S/C13H19NO7S/c1-7-4-10(16)14(11(7)17)8(12(18)20-2)5-22-6-9(15)13(19)21-3/h7-9,15H,4-6H2,1-3H3/t7-,8-,9+/m1/s1
• InChI Key: UVLQZEBULZTOAT-HLTSFMKQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₉NO₇S
• Molecular Weight: 333.36 g/mol
• Exact Mass: 333.08822312 g/mol
• Topological Polar Surface Area (TPSA): 136.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.81
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

• methyl (2S)-3-((2R)-2-hydroxy-3-methoxy-3-oxopropyl)sulfanyl-2-((3R)-3-methyl-2,5-dioxopyrrolidin-1-yl)propanoate
• methyl (2S)-3-[(2R)-2-hydroxy-3-methoxy-3-oxopropyl]sulfanyl-2-[(3R)-3-methyl-2,5-dioxopyrrolidin-1-yl]propanoate
• RefChem:194355
• CHEBI:217957
• methyl (2S)-3-[(2R)-2-hydroxy-3-methoxy-3-oxopropyl]sulanyl-2-[(3R)-3-methyl-2,5-dioxopyrrolidin-1-yl]propanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5079	50.79%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.4670	46.70%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9183	91.83%
OATP1B3 inhibitior	+	0.9266	92.66%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7746	77.46%
P-glycoprotein inhibitior	-	0.8034	80.34%
P-glycoprotein substrate	-	0.6987	69.87%
CYP3A4 substrate	+	0.5702	57.02%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8499	84.99%
CYP3A4 inhibition	-	0.9371	93.71%
CYP2C9 inhibition	-	0.8741	87.41%
CYP2C19 inhibition	-	0.8774	87.74%
CYP2D6 inhibition	-	0.9253	92.53%
CYP1A2 inhibition	-	0.8872	88.72%
CYP2C8 inhibition	-	0.9283	92.83%
CYP inhibitory promiscuity	-	0.9558	95.58%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6046	60.46%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.9277	92.77%
Skin irritation	-	0.7995	79.95%
Skin corrosion	-	0.9376	93.76%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6812	68.12%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.5893	58.93%
skin sensitisation	-	0.8931	89.31%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.4759	47.59%
Acute Oral Toxicity (c)	III	0.6086	60.86%
Estrogen receptor binding	+	0.5277	52.77%
Androgen receptor binding	+	0.6959	69.59%
Thyroid receptor binding	-	0.5397	53.97%
Glucocorticoid receptor binding	-	0.4788	47.88%
Aromatase binding	-	0.7768	77.68%
PPAR gamma	-	0.7069	70.69%
Honey bee toxicity	-	0.8528	85.28%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.8225	82.25%

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	98.42%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.26%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.82%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.19%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	90.76%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.10%	91.11%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.19%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.01%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.46%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.90%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139591258
• LOTUS: LTS0088080
• wikiData: Q105279954