CAS 13434-13-4

ACTINONIN

Description:

Actinonin, with the CAS number 13434-13-4, is a naturally occurring compound that is primarily known for its role as an antibiotic. It is derived from the bacterium *Streptomyces griseus* and exhibits notable antibacterial properties, particularly against certain strains of bacteria. Actinonin functions by inhibiting the enzyme aminopeptidase N, which is involved in protein metabolism, thereby disrupting bacterial growth and proliferation. The compound is characterized by its specific molecular structure, which includes a unique bicyclic framework that contributes to its biological activity. Actinonin has been studied for its potential therapeutic applications, particularly in treating infections caused by resistant bacterial strains. Additionally, it has been investigated for its effects on various biological systems, making it a subject of interest in medicinal chemistry and pharmacology. Its safety profile and efficacy in clinical settings continue to be areas of research, as scientists explore its potential uses in modern medicine.

Formula: C₁₉H₃₅N₃O₅

InChI: InChI=1/C19H35N3O5/c1-4-5-6-8-14(11-16(24)21-27)18(25)20-17(13(2)3)19(26)22-10-7-9-15(22)12-23/h13-15,17,23,27H,4-12H2,1-3H3,(H,20,25)(H,21,24)/t14-,15+,17+/m1/s1

InChI key: InChIKey=XJLATMLVMSFZBN-VYDXJSESSA-N

SMILES: C([C@@H](NC([C@@H](CC(NO)=O)CCCCC)=O)[C@H](C)C)(=O)N1[C@H](CO)CCC1

Synonyms:

• (2R)-N⁴-Hydroxy-N¹-[(1S)-1-[[(2S)-2-(hydroxymethyl)-1-pyrrolidinyl]carbonyl]-2-methylpropyl]-2-pentylbutanediamide
• (2R)-N~4~-hydroxy-N~1~-{(2S)-1-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl}-2-pentylbutanediamide
• 3-[[1-[[2-(Hydroxymethyl)-1-Pyrrolidinyl]-Carbonyl]-2-Methylpropyl]-Carbamoyl]-Octonohydroxamic Acid
• 3-[[1-[[2-(Hydroxymethyl)-1-Pyrrolidinyl]Carbonyl]-2-Methyl-Propyl]Carbamoyl]Octanohydroxamic Acid
• Actinonine
• Butanediamide, N⁴-hydroxy-N¹-[(1S)-1-[[(2S)-2-(hydroxymethyl)-1-pyrrolidinyl]carbonyl]-2-methylpropyl]-2-pentyl-, (2R)-
• Butanediamide, N⁴-hydroxy-N¹-[1-[[2-(hydroxymethyl)-1-pyrrolidinyl]carbonyl]-2-methylpropyl]-2-pentyl-, stereoisomer
• Cona 57
• Hylpropyl)Carbamoyl)-
• N4-Hydroxy-N1-[(1S)-1[[(2S)-2-(hydroxymethyl)-1-pyrroldinyl]carbonyl]-2-methylpropyl]-2-pentyl-,(2R)-(9CI)
• N~4~-hydroxy-N~1~-{1-[2-(hydroxymethyl)pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl}-2-pentylbutanediamide
• Octanohydroxamic acid, 3-[[1-[[2-(hydroxymethyl)-1-pyrrolidinyl]carbonyl]-2-methylpropyl]carbamoyl]-
• Octanohydroxamicacid,3-((1-((2-(Hydroxymethyl)-1-Pyrrolidinyl)Carbonyl)-2-Met
• Ro 06-1467
• (2R)-N4-Hydroxy-N1-[(1S)-1-[[(2S)-2-(hydroxymethyl)-1-pyrrolidinyl]carbonyl]-2-methylpropyl]-2-pentylbutanediamide
• Butanediamide, N4-hydroxy-N1-[(1S)-1-[[(2S)-2-(hydroxymethyl)-1-pyrrolidinyl]carbonyl]-2-methylpropyl]-2-pentyl-, (2R)-
• (-)-ACTINONIN
• Butanediamide, N4-hydroxy-N1-[1-[[2-(hydroxymethyl)-1-pyrrolidinyl]carbonyl]-2-methylpropyl]-2-pentyl-, stereoisomer
• (2R)-N'-hydroxy-N-[(2S)-1-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-3-methyl-1-oxo-butan-2-yl]-2-pentyl-butanediamide
• Actininin
• Butanediamide, N4-hydroxy-N1-(1S)-1-(2S)-2-(hydroxymethyl)-1-pyrrolidinylcarbonyl-2-methylpropyl-2-pentyl-, (2R)-
• (2R)-N'-hydroxy-N-[(2S)-1-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]-2-pentylbutanediamide
• (R)-N4-Hydroxy-N1-((S)-1-((S)-2-(hydroxymethyl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-yl)-2-pentylsuccinamide
• (2R)-2-[2-(hydroxyamino)-2-keto-ethyl]-N-[(1S)-2-methyl-1-[(2S)-2-methylolpyrrolidine-1-carbonyl]propyl]enanthamide
• (2R)-N4-Hydroxy-N1-[(1S)-1-[[(2S)-2-(hydroxyMethyl)-1-pyrrolidinyl]carbonyl]-2-Methylpropyl]-2-pentyl-butanediaMide

Actinonin

CAS: 13434-13-4

Formula: C₁₉H₃₅N₃O₅

Purity: 95%

Color and Shape: Solid

Molecular weight: 385.4983

Ref: IN-DA00800W

(R)-N4-Hydroxy-N1-((S)-1-((S)-2-(hydroxymethyl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-yl)-2-pentylsuccinamide

CAS: 13434-13-4

(R)-N4-Hydroxy-N1-((S)-1-((S)-2-(hydroxymethyl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-yl)-2-pentylsuccinamide

Purity: 95%

Molecular weight: 385.51g/mol

Ref: 54-OR1073265

Actinonin

CAS: 13434-13-4

Formula: C₁₉H₃₅N₃O₅

Purity: ≥ 97.0%

Color and Shape: White to light yellow powder

Molecular weight: 385.50

Ref: 7W-GA8851

Actinonin

CAS: 13434-13-4

Actinonin is a natural product with antimicrobial activity. It inhibits the growth of bacteria by binding to their ribosomes and inhibiting protein synthesis. Actinonin has been shown to inhibit the growth of gram-positive species such as Streptococcus pyogenes, group A beta-hemolytic streptococci, and Enterococcus faecalis. Actinonin also inhibits a number of enzymes including target enzymes for antimicrobial agents such as penicillin and erythromycin. Actinonin has been shown to be a potential biomarker for bowel disease in humans by its ability to bind to mitochondria in cells from patients with inflammatory bowel disease. This compound binds to basic proteins, which are found in high concentrations in the cell nucleus of organisms including humans.

Formula: C₁₉H₃₅N₃O₅

Purity: Min. 95%

Molecular weight: 385.51 g/mol

Ref: 3D-IAC-4157-PI

(-)-Actinonin

Controlled Product

CAS: 13434-13-4

Applications (-)-Actinonin is a bioactive peptide and antibiotic that is a potent inhibitor of aminopeptidase M and leucine aminopeptidase. Actinonin has observed to be an inhibitor of peptide deformylase, meprin A, and thermolysin. Actinonin also inhibits tumor cell invasion and matrix degradation along with displayed antitumor activity in vitro and in vivo as well as acting as an apoptotic inducer.
References Umezawa, H., et al.: J. Antibiot., 38, 1629 (1985), Escobar-Alvarez, S., et al.: J. Mol. Biol., 387, 1211 (2009), Berg, A., et al.: Biochem., 48, 1584 (2009), Kuehlmann, U., et al.: Life Sci., 84, 1 (2009),

Formula: C₁₉H₃₅N₃O₅

Color and Shape: Neat

Molecular weight: 385.50

Ref: TR-A192000

(-)-Actinonin

CAS: 13434-13-4

Antibiotic peptide; inhibitor of aminopeptidase M and leucine aminopeptidase

Formula: C₁₉H₃₅N₃O₅

Purity: Min. 95%

Molecular weight: 385.5 g/mol

Ref: 3D-FA17212

Actinonin

CAS: 13434-13-4

Actinonin ((-)-Actinonin) is a naturally occurring antibacterial agent produced by Actinomyces and a potent reversible peptide deformylase (PDF) inhibitor with a Ki of 0.28 nM. It also induces apoptosis and inhibits aminopeptidase M, aminopeptidase N, and leucine aminopeptidase, as well as MMP-1, MMP-3, MMP-8, MMP-9, and meprin α with Ki values of 300 nM, 1,700 nM, 190 nM, 330 nM, and 20 nM, respectively. Actinonin exhibits antiproliferative and antitumor activities [1][2][3][4][5].

Formula: C₁₉H₃₅N₃O₅

Color and Shape: Solid

Molecular weight: 385.5

Ref: TM-T14121