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ACTINONIN

Product Name
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
Formula Weight
385.5
MOL File
13434-13-4.mol
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ACTINONIN Property

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)
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
RG9900700
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A6671
Product name
Actinonin
Packaging
10mg
Price
$403
Updated
2024/03/01
Sigma-Aldrich
Product number
A6671
Product name
Actinonin
Packaging
25mg
Price
$882
Updated
2024/03/01
Cayman Chemical
Product number
16605
Product name
Actinonin
Purity
≥98%
Packaging
5mg
Price
$113
Updated
2024/03/01
Cayman Chemical
Product number
16605
Product name
Actinonin
Purity
≥98%
Packaging
25mg
Price
$476
Updated
2024/03/01
ApexBio Technology
Product number
C3331
Product name
Actinonin
Packaging
25mg
Price
$516
Updated
2021/12/16
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ACTINONIN Chemical Properties,Usage,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 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.

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

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

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ACTINONIN Suppliers

J & K SCIENTIFIC LTD.
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010-82848833 400-666-7788
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China
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3B Pharmachem (Wuhan) International Co.,Ltd.
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United States
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Chemsky(shanghai)International Co.,Ltd.
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021-50135380
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China
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BOC Sciences
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1-631-485-4226; 16314854226
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United States
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Clearsynth Labs Limited
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+91-22-26355700
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+91-22-26355701
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India
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Guangzhou Isun Pharmaceutical Co., Ltd
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020-39119399 18927568969
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Shanghai Balmxy Pharmaceutical Co., Ltd
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Sigma-Aldrich
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021-61415566 800-8193336
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orderCN@merckgroup.com
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Shanghai Synchem Pharma Co., ltd
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13434-13-4, ACTINONINRelated Search:


  • (-)-ACTINONIN
  • 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)
  • (R)-N4-Hydroxy-N1-((S)-1-((S)-2-(hydroxymethyl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-yl)-2-pentylsuccinamide
  • 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)-
  • Actininin
  • 13434-13-4
  • C19H35N3O5
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