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Glucoarabin

Cat No.:V49806 Purity: ≥98%
Glucoarabin is a biologically active glucosinolate.
Glucoarabin
Glucoarabin Chemical Structure CAS No.: 67920-64-3
Product category: New3
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
1g
Other Sizes
Official Supplier of:
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Product Description
Glucoarabin is a biologically active glucosinolate. In Hepa1c1c7 cells, hydrolyzed Glucoarabin upregulates NQO1 without affecting cytochrome P450 (CYP) 1A1 activity.
Glucoarabin (Glucoarabin) (CAS#: 67920-64-3) is a glucosinolate, a sulfur-containing secondary metabolite found in cruciferous vegetables. It is the glucosinolate precursor of the isothiocyanate compound erucin. Glucosinolates are hydrolyzed by the enzyme myrosinase to produce bioactive isothiocyanates, which have been studied for their chemopreventive and anticancer properties. Glucoarabin is available for research use.
Biological Activity I Assay Protocols (From Reference)
Targets
Glucoarabin does not have a specific biological target itself, but its hydrolysis product, erucin, is the bioactive compound. Erucin, like other isothiocyanates, targets multiple cellular pathways involved in cancer chemoprevention. It modulates phase I and phase II detoxification enzymes, induces apoptosis, and inhibits cell proliferation. Erucin has been shown to activate the Nrf2 pathway and inhibit NF-κB signaling. By serving as a precursor to erucin, glucoarabin is a valuable tool for studying the metabolism and bioactivity of glucosinolates and isothiocyanates.
ln Vitro
In vitro, glucoarabin is used as a substrate for myrosinase to study the enzymatic hydrolysis of glucosinolates. The hydrolysis product, erucin, exhibits anticancer and chemopreventive activities in cell-based assays. Erucin inhibits the proliferation of cancer cell lines, induces apoptosis, and modulates detoxification enzyme activity. Its activity is concentration-dependent, with effective concentrations typically in the micromolar range. Glucoarabin's role as a glucosinolate precursor makes it a valuable tool for studying glucosinolate metabolism and the bioactivity of isothiocyanates.
ln Vivo
In vivo, glucoarabin is consumed as a dietary glucosinolate from cruciferous vegetables. After ingestion, it is hydrolyzed by myrosinase from the plant or gut microbiota to produce erucin. Erucin is absorbed and distributed to tissues, where it exerts its chemopreventive effects. However, specific in vivo efficacy data for glucoarabin itself are limited, as it is a precursor rather than the active compound. The compound is primarily used as a research tool for studying glucosinolate metabolism.
Enzyme Assay
The in vitro myrosinase activity assay for glucoarabin typically uses purified myrosinase enzyme or plant extracts containing myrosinase. The assay is performed with the substrate and varying concentrations of the test compound (if inhibition is being studied). The reaction is initiated by adding myrosinase and incubated at 37°C for 30-60 minutes. The production of glucose or the hydrolysis product erucin is measured by enzymatic assays (e.g., glucose oxidase-peroxidase) or by HPLC. Positive controls and negative controls are included in each assay run.
Cell Assay
For in vitro cellular assays, cells are treated with glucoarabin or its hydrolysis product erucin at concentrations ranging from 1 to 100 µM for 24-72 hours. Cell viability is assessed using MTT or CellTiter-Glo assays. Detoxification enzyme activity (e.g., GST, NQO1) is measured using colorimetric or fluorometric assays. Nrf2 activation is assessed by measuring nuclear translocation of Nrf2 by immunofluorescence and expression of Nrf2 target genes by qRT-PCR. Apoptosis is quantified by Annexin V/PI staining and caspase activity assays. All experiments include appropriate controls and are performed in triplicate.
Animal Protocol
For in vivo studies, glucoarabin is typically administered orally to rodents as part of the diet or by gavage at doses ranging from 1 to 100 mg/kg. However, specific in vivo protocols for glucoarabin are not well-documented in publicly available sources. The compound may be used in studies of glucosinolate metabolism, chemoprevention, or cancer. Tissue samples are collected for analysis of erucin levels and detoxification enzyme activity. All animal procedures should be conducted in accordance with institutional guidelines.
ADME/Pharmacokinetics
The pharmacokinetic properties of glucoarabin have not been extensively characterized, as it is a precursor compound. Following oral administration, glucoarabin is hydrolyzed by myrosinase to erucin, which is absorbed and metabolized. Erucin is metabolized via the mercapturic acid pathway and excreted in urine. The compound's pharmacokinetics are influenced by the presence of myrosinase activity in the diet and gut microbiota.
Toxicity/Toxicokinetics
The toxicology of glucoarabin is primarily related to its hydrolysis product erucin. At dietary levels, glucosinolates are generally considered safe and are associated with health benefits. High doses of isothiocyanates may cause gastrointestinal irritation and other adverse effects. The compound is not genotoxic or carcinogenic. Glucoarabin is for research use only and is not approved for human therapeutic use.
References

[1]. Camelina sativa defatted seed meal contains both alkyl sulfinyl glucosinolates and quercetin that synergize bioactivity. J Agric Food Chem. 2014;62(33):8385-8391.

Additional Infomation
Glucoarabin is a glucosinolate precursor of the isothiocyanate erucin. It is found in cruciferous vegetables and is used in research on glucosinolate metabolism and chemoprevention. The compound is not approved for human use and is intended for research purposes only. It is available as a high-purity research reagent for laboratory use.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C17H33NO10S3
Molecular Weight
507.64
Exact Mass
545.082
CAS #
67920-64-3
PubChem CID
162639111
Appearance
Typically exists as solid at room temperature
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
13
Rotatable Bond Count
15
Heavy Atom Count
32
Complexity
676
Defined Atom Stereocenter Count
5
SMILES
CS(=O)CCCCCCCCC/C(=N\OS(=O)(=O)[O-])/S[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O.[K+]
InChi Key
KEGAIERKBBZUIS-MWHVBXTDSA-M
InChi Code
InChI=1S/C17H33NO10S3.K/c1-30(23)10-8-6-4-2-3-5-7-9-13(18-28-31(24,25)26)29-17-16(22)15(21)14(20)12(11-19)27-17;/h12,14-17,19-22H,2-11H2,1H3,(H,24,25,26);/q;+1/p-1/b18-13+;/t12-,14-,15+,16-,17+,30?;/m1./s1
Chemical Name
potassium;[(E)-[10-methylsulfinyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyldecylidene]amino] sulfate
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.9699 mL 9.8495 mL 19.6990 mL
5 mM 0.3940 mL 1.9699 mL 3.9398 mL
10 mM 0.1970 mL 0.9850 mL 1.9699 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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