Violaceimide A

Details

• Internal ID: 6bdc022d-534f-4240-a620-24cf654abfad
• 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: (2R)-2-hydroxy-3-[(2S)-3-methoxy-2-[(3R)-3-methyl-2,5-dioxopyrrolidin-1-yl]-3-oxopropyl]sulfanylpropanoic acid
• SMILES (Canonical): CC1CC(=O)N(C1=O)C(CSCC(C(=O)O)O)C(=O)OC
• SMILES (Isomeric): C[C@@H]1CC(=O)N(C1=O)[C@H](CSC[C@@H](C(=O)O)O)C(=O)OC
• InChI: InChI=1S/C12H17NO7S/c1-6-3-9(15)13(10(6)16)7(12(19)20-2)4-21-5-8(14)11(17)18/h6-8,14H,3-5H2,1-2H3,(H,17,18)/t6-,7-,8+/m1/s1
• InChI Key: KMOGJXSUBZHITP-PRJMDXOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₇NO₇S
• Molecular Weight: 319.33 g/mol
• Exact Mass: 319.07257305 g/mol
• Topological Polar Surface Area (TPSA): 147.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.90
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6860	68.60%
Caco-2	-	0.6306	63.06%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5243	52.43%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8996	89.96%
OATP1B3 inhibitior	+	0.9268	92.68%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8722	87.22%
P-glycoprotein inhibitior	-	0.8972	89.72%
P-glycoprotein substrate	-	0.7290	72.90%
CYP3A4 substrate	+	0.5612	56.12%
CYP2C9 substrate	+	0.5916	59.16%
CYP2D6 substrate	-	0.8645	86.45%
CYP3A4 inhibition	-	0.9536	95.36%
CYP2C9 inhibition	-	0.8913	89.13%
CYP2C19 inhibition	-	0.9033	90.33%
CYP2D6 inhibition	-	0.9347	93.47%
CYP1A2 inhibition	-	0.8953	89.53%
CYP2C8 inhibition	-	0.9182	91.82%
CYP inhibitory promiscuity	-	0.9843	98.43%
UGT catelyzed	-	0.7638	76.38%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6107	61.07%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9382	93.82%
Skin irritation	-	0.7874	78.74%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5799	57.99%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.5608	56.08%
skin sensitisation	-	0.8961	89.61%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6980	69.80%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5728	57.28%
Acute Oral Toxicity (c)	III	0.5913	59.13%
Estrogen receptor binding	-	0.5541	55.41%
Androgen receptor binding	+	0.6816	68.16%
Thyroid receptor binding	-	0.6177	61.77%
Glucocorticoid receptor binding	-	0.6227	62.27%
Aromatase binding	-	0.8657	86.57%
PPAR gamma	-	0.6008	60.08%
Honey bee toxicity	-	0.8761	87.61%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.7535	75.35%

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	98.37%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.86%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.16%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	90.69%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.62%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.52%	93.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.88%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.58%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.00%	94.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139591257
• LOTUS: LTS0244305
• wikiData: Q105143069