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ACTINONIN

CAS No.
13434-13-4
Chemical Name:
ACTINONIN
Synonyms
ACTINONIN;Actininin;Actinonine;(-)-ACTINONIN;hylpropyl)carbamoyl)-;octanohydroxamicacid,3-((1-((2-(hydroxymethyl)-1-pyrrolidinyl)carbonyl)-2-met;N'-Hydroxy-N-[1-[[2-(hydroxymethyl)-1-pyrrolidinyl]carbonyl]-2-methylpropyl]-2-pentylbutanediamide;3-[[1-[[2-(HYDROXYMETHYL)-1-PYRROLIDINYL]CARBONYL]-2-METHYL-PROPYL]CARBAMOYL]OCTANOHYDROXAMIC ACID;3-[[1-[[2-(HYDROXYMETHYL)-1-PYRROLIDINYL]-CARBONYL]-2-METHYLPROPYL]-CARBAMOYL]-OCTONOHYDROXAMIC ACID;N4-HYDROXY-N1-[(1S)-1[[(2S)-2-(HYDROXYMETHYL)-1-PYRROLDINYL]CARBONYL]-2-METHYLPROPYL]-2-PENTYL-,(2R)-(9CI)
CBNumber:
CB3273405
Molecular Formula:
C19H35N3O5
Molecular Weight:
385.5
MDL Number:
MFCD00058569
MOL File:
13434-13-4.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

ACTINONIN Properties

Melting point 137-139°C
Density 1.139±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 20 mg/ml).
pka 9.19±0.20(Predicted)
form White to off-white powder.
color White
BRN 1555250
Stability Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 2 months.
CAS DataBase Reference 13434-13-4(CAS DataBase Reference)
FDA UNII P18SPA8N0K

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P280-P301+P312-P302+P352-P305+P351+P338
Safety Statements  22-24/25
WGK Germany  3
RTECS  RG9900700

ACTINONIN price More Price(18)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A6671 Actinonin 13434-13-4 10mg $403 2024-03-01 Buy
Sigma-Aldrich A6671 Actinonin 13434-13-4 25mg $882 2024-03-01 Buy
Cayman Chemical 16605 Actinonin ≥98% 13434-13-4 5mg $113 2024-03-01 Buy
Cayman Chemical 16605 Actinonin ≥98% 13434-13-4 25mg $476 2024-03-01 Buy
ApexBio Technology C3331 Actinonin 13434-13-4 25mg $516 2021-12-16 Buy
Product number Packaging Price Buy
A6671 10mg $403 Buy
A6671 25mg $882 Buy
16605 5mg $113 Buy
16605 25mg $476 Buy
C3331 25mg $516 Buy

ACTINONIN Chemical Properties,Uses,Production

Description

Actinonin (13434-13-4) is a potent hydroxamic acid inhibitor of aminopeptidases which displays analgesic effects by inhibiting enkephalin-degrading enzymes.1?Actinonin also inhibits peptide deformylase.2?Induces apoptosis and displays antitumor activity in vivo.3?Inhibits neutrophil collagenase and other MMPs.4 Induces mitochondrial proteotoxicity.5

Chemical Properties

Off-White Solid

Uses

Actinonin has been used as a control to inhibit meprin-β activity in C57BL/6 mice. It has also been used to study the high-affinity interaction of EcPDF with actinonin by 15N NMR spectroscopy and isothermal titration.

Uses

A potent in vivo inhibitor of collagenase

Uses

(-)-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.

General Description

Chemical structure: peptide

Biochem/physiol Actions

Actinonin has inhibitory action against peptide deformylase (PDF). It is effective against Gram-positive and fastidious Gram-negative microorganisms.

in vitro

actinonin showed an inhibitory effect in cell growth. the in vitro ic50 values of actinonin against nb4, hl6o human cell lines, akr mouse leukemia cells cd13-negative cell lines ra.ji and daudi human lymphoma were about 2-5 μg/ml. cell cycle analysis indicated that actinonin induced a g1 arrest in nb4 and hl6o cells. intracellular flow cytometry showed that actinonin could induce cell apoptosis in 20-35% of the cells [2]. actinonin dose-dependently inhibited the three forms (zn-, ni-, and fe-) of peptide deformylases from both s. aureus and e. coli bacteria. the ic50 values of actinonin were 90, 3, 0.8, and 11 nm for zn-pdf (e. coli), ni-pdf (e. coli), fe-pdf (e. coli), and ni-pdf (s. aureus), respectively [2]. actinonin is a tight binding inhibitor of e. coli ni-pdf with a ki of 0.3 nm [3].

in vivo

actinonin showed dose-dependent antitumor effects on akr leukemia, resulting in a survival advantage. in the syngeneic akr mouse leukemia model, treatment with 100 p.g actinonin daily for 3 days beginning at day 3 after transplantation showed significant antitumor effects [2].

storage

+4°C

References

1) Hachisu et al. (1987), Analgesic effect of actinonin, a new potent inhibitor of multiple encephalin degrading enzymes; Life Sci., 41 235 2) Lee et al. (2004), Human mitochondrial peptide deformylase, a new anticancer target of actinonin-based antibiotics; J. Clin. Invest., 114 1107 3) Xu et al. (1998), Antitumor activity of actinonin in vitro and in vivo; Clin. Cancer Res., 4 171 4) Sina et al. (2009), Cell-based evidence for aminopeptidase N/CD13 inhibitor actinonin targeting of MT1-MMP-mediated pro-MMP-2 activation; Cancer Lett., 279 171 5) Burman et al. (2017) Mitochondrial fission facilitate the selective mitophagy of protein aggregates; J. Cell Biol., 216 3231

ACTINONIN Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 94)Suppliers
Supplier Tel Email Country ProdList Advantage
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63711 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Aladdin Scientific
+1-833-552-7181 sales@aladdinsci.com United States 57511 58
Amadis Chemical Company Limited
571-89925085 sales@amadischem.com China 131981 58
Mainchem Co., Ltd. +86-0592-6210733 sale@mainchem.com China 32360 55
J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76
3B Pharmachem (Wuhan) International Co.,Ltd. 821-50328103-801 18930552037 3bsc@sina.com China 15848 69
VDM Biochemicals 0330-2528181 sales@vdmbio.com United States 510 64
Chemsky(shanghai)International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32344 50
BOC Sciences 1-631-485-4226; 16314854226 info@bocsci.com United States 14059 65
(-)-ACTINONIN 3-[[1-[[2-(HYDROXYMETHYL)-1-PYRROLIDINYL]CARBONYL]-2-METHYL-PROPYL]CARBAMOYL]OCTANOHYDROXAMIC ACID 3-[[1-[[2-(HYDROXYMETHYL)-1-PYRROLIDINYL]-CARBONYL]-2-METHYLPROPYL]-CARBAMOYL]-OCTONOHYDROXAMIC ACID N4-HYDROXY-N1-[(1S)-1[[(2S)-2-(HYDROXYMETHYL)-1-PYRROLDINYL]CARBONYL]-2-METHYLPROPYL]-2-PENTYL-,(2R)-(9CI) hylpropyl)carbamoyl)- octanohydroxamicacid,3-((1-((2-(hydroxymethyl)-1-pyrrolidinyl)carbonyl)-2-met N'-Hydroxy-N-[1-[[2-(hydroxymethyl)-1-pyrrolidinyl]carbonyl]-2-methylpropyl]-2-pentylbutanediamide (2R)-2-[2-(hydroxyamino)-2-keto-ethyl]-N-[(1S)-2-methyl-1-[(2S)-2-methylolpyrrolidine-1-carbonyl]propyl]enanthamide (2R)-N'-hydroxy-N-[(2S)-1-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-3-methyl-1-oxo-butan-2-yl]-2-pentyl-butanediamide (2R)-N'-hydroxy-N-[(2S)-1-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]-2-pentylbutanediamide (2R)-N4-Hydroxy-N1-[(1S)-1-[[(2S)-2-(hydroxyMethyl)-1-pyrrolidinyl]carbonyl]-2-Methylpropyl]-2-pentyl-butanediaMide Actinonine Butanediamide, N4-hydroxy-N1-(1S)-1-(2S)-2-(hydroxymethyl)-1-pyrrolidinylcarbonyl-2-methylpropyl-2-pentyl-, (2R)- ACTINONIN Actininin (R)-N4-Hydroxy-N1-((S)-1-((S)-2-(hydroxymethyl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-yl)-2-pentylsuccinamide 13434-13-4 C19H35N3O5 Antibiotics A to Z Antibiotics A-F Antibiotics BioChemical All Inhibitors Inhibitors Antibiotic. Chiral Reagents Heterocycles Intermediates & Fine Chemicals Pharmaceuticals