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Butanedioic acid, methylene-, 4-octyl ester

Product Name
Butanedioic acid, methylene-, 4-octyl ester
CAS No.
3133-16-2
Chemical Name
Butanedioic acid, methylene-, 4-octyl ester
Synonyms
Itaconate;4-Octyl itaconate;Monooctyl Itaconate;itaconate(CTK1B2911);4-Octyl itaconate(CTK1B2911);4-Octyl itaconate >=98% (HPLC);4-Octyl itaconate, 10 mM in DMSO;2-Methylenebutanedioic acid 4-octyl ester;Butanedioic acid, methylene-, 4-octyl ester;2-Methylene-4-(octyloxy)-4-oxobutanoic acid
CBNumber
CB93223447
Molecular Formula
C13H22O4
Formula Weight
242.32
MOL File
3133-16-2.mol
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Butanedioic acid, methylene-, 4-octyl ester Property

Boiling point:
377.2±25.0 °C(Predicted)
Density 
1.026±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility 
DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 30 mg/ml
form 
A crystalline solid
pka
3.84±0.11(Predicted)
color 
White to off-white
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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.

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

Cayman Chemical
Product number
25374
Product name
4-octyl Itaconate
Purity
≥98% (mixture of tautomers)
Packaging
50mg
Price
$76
Updated
2024/03/01
Cayman Chemical
Product number
25374
Product name
4-octyl Itaconate
Purity
≥98% (mixture of tautomers)
Packaging
100mg
Price
$141
Updated
2024/03/01
Cayman Chemical
Product number
25374
Product name
4-octyl Itaconate
Packaging
25mg
Price
$40
Updated
2024/03/01
Cayman Chemical
Product number
25374
Product name
4-octyl Itaconate
Purity
≥98% (mixture of tautomers)
Packaging
250mg
Price
$292
Updated
2024/03/01
Tocris
Product number
6662
Product name
4-Octylitaconate
Purity
≥98%(HPLC)
Packaging
50
Price
$225
Updated
2021/12/16
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Butanedioic acid, methylene-, 4-octyl ester Chemical Properties,Usage,Production

Uses

4-Octyl Itaconate increases nuclear factor erythroid 2-related factor 2 (Nrf2) protein levels and expression of Nrf2 target genes and enhances LPS-induced Nrf2 stabilization in mouse macrophages. In vivo, 4-octyl itaconate (50 mg/kg) decreases serum levels of IL-1β and TNF-α, increases Nrf2 protein expression, and protects against LPS-induced lethality in wild-type, but not Nrf2 knockout, mice.

Biological Activity

4-Octyl itaconate (4-OI) possesses anti-inflammatory effects. It can obstruct glyceraldehyde 3-phosphate dehydrogenase (GAPDH) and glycolysis in macrophages. It can be a good substitute to itaconate due to its thiol reactivity. The electrophilic α and β-unsaturated moieties of 4-OI might help to alkylate the thiol in cysteine residues of proteins through Michael reaction.', 'The endogenous metabolite itaconate has recently emerged as a regulator of macrophage function. 4-Octyl itaconate is a cell-permeable itaconate derivative th at decreases cytokine production and is protective against lipopolysaccharide-induced lethality in vivo. Esterases in mouse myoblast cells and macrophages hydrolyze it to itaconate, which alkylates cysteine residues on KEAP1, allowing the transcription factor Nrf2 to increase the expression of anti-oxidant and anti-inflammatory downstream genes.

storage

Store at -20°C

Butanedioic acid, methylene-, 4-octyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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Butanedioic acid, methylene-, 4-octyl ester Suppliers

Tocris Bioscience
Tel
--
Fax
--
Email
customerservice@tocris.co.uk
Country
United Kingdom
ProdList
5726
Advantage
77
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View Lastest Price from Butanedioic acid, methylene-, 4-octyl ester manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
Butanedioic acid, methylene-, 4-octyl ester 3133-16-2
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20T
Release date
2024-07-07
Career Henan Chemical Co
Product
Butanedioic acid, methylene-, 4-octyl ester 3133-16-2
Price
US $1.00/g
Min. Order
1g
Purity
99%
Supply Ability
200kg
Release date
2019-12-25

3133-16-2, Butanedioic acid, methylene-, 4-octyl esterRelated Search:


  • Butanedioic acid, methylene-, 4-octyl ester
  • Monooctyl Itaconate
  • 4-Octyl itaconate
  • 4-Octyl itaconate(CTK1B2911)
  • 2-Methylenebutanedioic acid 4-octyl ester
  • Itaconate
  • itaconate(CTK1B2911)
  • Butanedioic acid, 2-methylene-, 4-octyl ester
  • 4-Octyl itaconate >=98% (HPLC)
  • Keap1-Nrf2,inhibit,Inhibitor,4 Octyl itaconate,4Octyl itaconate,4-Octyl Itaconate
  • Itaconic acid 4-octyl ester [4-Octyl itaconate
  • 2-Methylene-4-(octyloxy)-4-oxobutanoic acid
  • 4-Octyl itaconate, 10 mM in DMSO
  • 3133-16-2
  • C13H21O4