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  • Product Name: Iberin
  • Price: $550.0/100mg $1100.0/250mg $2200.0/1g
  • Purity: 98.0%
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Related CAS#:
505-44-2 61121-65-1

505-44-2

505-44-2 structure
505-44-2 structure
  • Name: Iberin
  • Chemical Name: 1-isothiocyanato-3-methylsulfinylpropane
  • CAS Number: 505-44-2
  • Molecular Formula: C5H9NOS2
  • Molecular Weight: 163.261
  • Catalog: Signaling Pathways Apoptosis Apoptosis
  • Create Date: 2017-05-27 03:05:16
  • Modify Date: 2024-01-14 20:10:21
  • Iberin, a sulfoxide analogue of sulforaphane, is a naturally occurring member of isothiocyanate family. It inhibits cell survival with an IC50 of 2.3 μM in HL60 cell.
Name 1-isothiocyanato-3-methylsulfinylpropane
Synonyms sulfpraphane
3-isothiocyanatopropyl methyl sulfoxide
METHYLSULFINYLPROPYLISOTHIOCYANATE
Propane, 1-isothiocyanato-3-(methylsulfinyl)-
3-Methylsulfinylpropyl isothiocyanate
Iberin
1-Isothiocyanato-3-(methylsulfinyl)propane
C5H9NOS2
3-Methylsulphinylpropylisothiocyanate
Description Iberin, a sulfoxide analogue of sulforaphane, is a naturally occurring member of isothiocyanate family. It inhibits cell survival with an IC50 of 2.3 μM in HL60 cell.
Related Catalog
Target

Human Endogenous Metabolite
In Vitro Iberin inhibits the growth of neuroblastoma cells in a dose- and time-dependent manner. The iberin-induced cell cycle arrest in neuroblastoma cells is associated with inhibition of expression of cyclin-dependent kinase Cdk2, Cdk4, and Cdk6 proteins. There is an increase in apoptotic cell death in iberin treated cells as compared with control cells. The iberin-induced apoptosis is found to be associated with activation of caspase-9, caspase-3, and PARP[2]. Iberin inhibits growth of human glioblastoma cells in cell proliferation assays, enhances cytotoxicity, and induces apoptosis by activation of caspase-3 and caspase-9[3].
In Vivo Iberin is tested in an in vivo foreign-body infection mouse model, and the results show no significantly difference in bacterial clearance between treated and nontreated miced[4]. Iberin increases tissue levels of the phase II detoxification enzymes quinone reductase and glutathione S-transferase in a variety of rat tissues[5].
Cell Assay Cells are plated at a density of 1×105 cells/well in microtiter plates and treated with different concentrations of iberin (1, 2.5, 10 and 25 μM). Then 20 μL of 5 mg/mL MTT in PBS, is added to each well and allowed to incubate for a further 4 h. After 4 h of incubation, 100 μL of DMSO is added to each well to dissolve the formazan crystals. Absorbance values at 550 nm are measured with a microplate reader[2].
Animal Admin Rats: Groups of five rats are dosed by oral intubation with the test compounds, as solutions in soybean oil, each day for 5 days. This doses used are 4.0 mg/kg/day for AITC, 5.9 mg/kg/day for iberverin, 6.5 mg/kg/day for iberin, 6.4 mg/kg/day for erucin, 7.1 mg/kg/day for sulforaphane, and 7.2 mg/kg/day for cheirolin. The volume of solution administered is 2 mL/kg in all cases. Ten control rats are dosed with soybean oil alone[5]. Mice: Iberin is diluted in 96% ethanol to a concentration of 32 mg/mL followed by a 40x dilution in 0.9% NaCl. The mice are injected with 0.2 mL of the final solution, corresponding to 8 μg/g of body weight. The placebo group is injected with a 2.4% ethanol solution (96% ethanol–0.9% NaCl) corresponding to the amount of ethanol that the iberin-treated group received. Mice are treated every 12 h from day 2 preinsertion to day 2 postinsertion, and treatment is continued until 12 h before the mice are euthanized[4].
References

[1]. Jakubikova J, et al. Isothiocyanates induce cell cycle arrest, apoptosis and mitochondrial potential depolarization in HL-60 and multidrug-resistant cell lines. Anticancer Res. 2005 Sep-Oct;25(5):3375-86.

[2]. Jadhav U, et al. Iberin induces cell cycle arrest and apoptosis in human neuroblastoma cells.

[3]. Jadhav U, et al. Dietary isothiocyanate iberin inhibits growth and induces apoptosis in human glioblastoma cells. J Pharmacol Sci. 2007 Feb;103(2):247-51.

[4]. Jakobsen TH, et al. Food as a source for quorum sensing inhibitors: iberin from horseradish revealed as a quorumsensing inhibitor of Pseudomonas aeruginosa. Appl Environ Microbiol. 2012 Apr;78(7):2410-21.

[5]. Munday R, et al. Induction of phase II detoxification enzymes in rats by plant-derived isothiocyanates: comparison of allyl isothiocyanate with sulforaphane and related compounds. J Agric Food Chem. 2004 Apr 7;52(7):1867-71.
Density 1.2±0.1 g/cm3
Boiling Point 362.4±25.0 °C at 760 mmHg
Molecular Formula C5H9NOS2
Molecular Weight 163.261
Flash Point 173.0±23.2 °C
Exact Mass 163.012558
PSA 80.73000
LogP -0.05
Vapour Pressure 0.0±0.8 mmHg at 25°C
Index of Refraction 1.577
Storage condition 2-8℃

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NX8950000
CHEMICAL NAME :
Isothiocyanic acid, 3-(methylsulfinyl)propyl ester
CAS REGISTRY NUMBER :
505-44-2
LAST UPDATED :
199206
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C5-H9-N-O-S2
MOLECULAR WEIGHT :
163.27
WISWESSER LINE NOTATION :
SCN3SO&1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
90 mg/kg
TOXIC EFFECTS :
Behavioral - coma
REFERENCE :
FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 18,159,1980 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
100 mg/kg
SEX/DURATION :
female 8 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)
REFERENCE :
FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 18,159,1980
Precursor  3

DownStream  0


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