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Sarracenin

Cat No.:V34260 Purity: ≥98%
Sarracenin is an iridoid extracted from the roots and rhizomes of orris.
Sarracenin
Sarracenin Chemical Structure CAS No.: 59653-37-1
Product category: Natural Products
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Sarracenin is an iridoid extracted from the roots and rhizomes of orris. Sarracenin displays cytotoxic activity against tumor cells.
Sarracenin is an iridoid compound isolated from the roots and rhizomes of Patrinia heterophylla Bunge for the first time in this study. It was identified by spectroscopic means (¹H NMR, ¹³C NMR, DEPT-135, MS) and comparison with published data. [1]
Biological Activity I Assay Protocols (From Reference)
Cell Assay
The cytotoxicity of Sarracenin was evaluated using the MTT assay. Cells (A375, SMMC-7721, SGC-7901, HeLa, HCT-116, and MDA-MB-231) were seeded into 96-well plates at 5×10³ cells/well in a final volume of 100 μL and cultured in DMEM supplemented with 10% fetal bovine serum, 100 U/mL penicillin, and 100 U/mL streptomycin at 37°C with 5% CO₂. After 48 h of treatment with various concentrations of Sarracenin (0, 12.5, 25, 50, 100, 200 μM), 20 μL of MTT (5 mg/mL) reagent was added to each well, and the plates were incubated for 4 h at 37°C. The supernatant was then discarded, 150 μL of DMSO was added to each well, and the absorbance was measured at 490 nm using a microplate reader. The IC₅₀ was calculated as the concentration (μM) causing 50% inhibition of cell viability. Sarracenin showed moderate cytotoxicity against A375, SGC-7901, and HeLa cell lines. [1]
References

[1]. Chemical constituents of Patrinia heterophylla Bunge and selective cytotoxicity against six human tumor cells. J Ethnopharmacol. 2019 May 23;236:129-135.

Additional Infomation
Saladin belongs to the dioxane class of compounds.
Sarracenin was isolated from the EtOH extract of Patrinia heterophylla Bunge. This is the first report of its isolation from this plant. The study concluded that iridoid constituents including Sarracenin are among the anti-tumor active ingredients of P. heterophylla. [1]
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C11H14O5
Molecular Weight
226.2259
Exact Mass
226.084
CAS #
59653-37-1
PubChem CID
427877
Appearance
White to off-white solid
Density
1.262g/cm3
Boiling Point
322.5ºC at 760 mmHg
Flash Point
142.1ºC
Index of Refraction
1.504
Source
Originated from plants: Cornaceae Cornus officinalis Sieb. et Zucc.
LogP
0.797
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
2
Heavy Atom Count
16
Complexity
350
Defined Atom Stereocenter Count
0
SMILES
O1C2([H])C([H])([H])C3([H])C(C(=O)OC([H])([H])[H])=C([H])OC([H])(C3([H])C1([H])C([H])([H])[H])O2
InChi Key
QGBCGMGBGAHJIT-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H14O5/c1-5-9-6-3-8(15-5)16-11(9)14-4-7(6)10(12)13-2/h4-6,8-9,11H,3H2,1-2H3
Chemical Name
methyl 9-methyl-2,4,10-trioxatricyclo[5.3.1.03,8]undec-5-ene-6-carboxylate
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

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
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)
DMSO: ~25 mg/mL (~110.5 mM; with ultrasonication)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 1.25 mg/mL (5.53 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween-80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), Clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of DMSO stock solution (12.5 mg/mL) to 400 μL of PEG300 and mix well; then add 50 μL of Tween-80 and mix well; finally add 450 μL of physiological saline and adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 1.25 mg/mL (5.53 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), Clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of DMSO stock solution (12.5 mg/mL) to 900 μL of 20% SBE-β-CD saline and mix well.
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.

Solubility in Formulation 3: ≥ 1.25 mg/mL (5.53 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), Clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of DMSO stock solution (12.5 mg/mL) to 900 μL of corn oil and mix well.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.4203 mL 22.1014 mL 44.2028 mL
5 mM 0.8841 mL 4.4203 mL 8.8406 mL
10 mM 0.4420 mL 2.2101 mL 4.4203 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.

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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?
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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:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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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