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Illudin S

Alias: DR 15978; DR-15978; Illudin S
Cat No.:V18343 Purity: ≥98%
Illudin S is a cytotoxic cryptocephalin, a natural sesquiterpene with potent antitumor and anti-viral effect.
Illudin S
Illudin S Chemical Structure CAS No.: 1149-99-1
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
100mg
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Product Description
Illudin S is a cytotoxic cryptocephalin, a natural sesquiterpene with potent antitumor and anti-viral effect. Illudin S is genotoxic. Illudin S blocks the G1/S phase of the cell cycle in human leukemia cells.
Illudin S is a natural sesquiterpene agent with strong antitumor activity. It is a cytotoxic compound first isolated from the fungus Citocybe illudens. Illudin S inhibits DNA synthesis via an unknown mechanism. It is metabolically activated into reactive intermediates that cause a complete block of cell cycling at the G1-S phase interface.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
In human fibroblasts, illudin S (0-0.26 nM; 24-72 hours) exhibits cytotoxicity [2].
In vitro, Illudin S is a potent antitumor sesquiterpene. It causes a complete block of cell cycling at the G1-S phase interface, particularly in myeloid and T-lymphocyte leukemia cells with IC50 values of 6-11 nM. It inhibits DNA synthesis and induces apoptosis.
ln Vivo
In vivo, Illudin S has shown activity against various tumor types in preclinical studies. It is a candidate for further development in cancer therapeutics. However, its genotoxicity and potential toxicity limit its clinical application.
Enzyme Assay
In vitro assays for Illudin S typically measure its effects on DNA synthesis and cell cycle progression. DNA synthesis is measured by the incorporation of radiolabeled thymidine. Cell cycle analysis is performed by flow cytometry. Its cytotoxicity is assessed using various cancer cell lines.
Cell Assay
Cell viability assay [2]
Cell Types: human fibroblasts
Tested Concentrations: 0-0.26 nM
Incubation Duration: 24 hrs (hours), 72 hrs (hours)
Experimental Results: diminished cell survival rate.
Cellular assays for Illudin S are performed using cancer cell lines, particularly leukemia cells. Cells are treated with the compound, and cell viability is assessed using MTT or CellTiter-Glo assays. Apoptosis is measured by Annexin V staining or caspase activity assays.
Animal Protocol
In vivo animal studies with Illudin S are conducted in mouse xenograft models of various cancers. Mice bearing subcutaneous tumors are treated with the compound. Tumor volume is measured over time, and tumor growth inhibition is calculated. Its efficacy and toxicity are evaluated.
ADME/Pharmacokinetics
Illudin S is a natural product with potent antitumor activity. Its molecular weight is 262.34 g/mol. For research use, it is typically dissolved in DMSO for in vitro studies. Its pharmacokinetic properties have been studied in preclinical models.
Toxicity/Toxicokinetics
Illudin S is genotoxic and has significant toxicity, which limits its clinical application. It is cytotoxic and can cause DNA damage.
References

[1]. Sulfotransferase-independent genotoxicity of illudin S and its acylfulvene derivatives in bacterial and mammalian cells. Arch Toxicol . 2014 Jan;88(1):161-9.

[2]. Anti-tumour compounds illudin S and Irofulven induce DNA lesions ignored by global repair and exclusively processed by transcription- and replication-coupled repair pathways. DNA Repair (Amst). 2002 Dec 5;1(12):1027-38.

[3]. Illudin S, the sole antiviral compound in mature fruiting bodies of Omphalotus illudens.

[4]. Preclinical evaluation of illudins as anticancer agents. Cancer Res. 1987 Jun 15;47(12):3186-9.

Additional Infomation
Illudin S is a sesquiterpene compound. It has been reported in Omphalotus olearius, Omphalotus guepiniformis, and other organisms with available data.
Illudin S is a natural sesquiterpene with potent antitumor activity. It inhibits DNA synthesis and causes cell cycle arrest. However, its genotoxicity and toxicity have limited its development as a therapeutic agent. Illudin S is used as a research tool to study DNA damage and cell cycle regulation.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H21O4
Molecular Weight
265.32
Exact Mass
264.136
Elemental Analysis
C, 68.16; H, 7.63; O, 24.21
CAS #
1149-99-1
PubChem CID
344200
Appearance
Off-white to yellow solid powder
Density
1.34g/cm3
Boiling Point
509.6ºC at 760mmHg
Flash Point
276.1ºC
Vapour Pressure
1.61E-12mmHg at 25°C
Index of Refraction
1.619
LogP
0.716
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
1
Heavy Atom Count
19
Complexity
540
Defined Atom Stereocenter Count
3
SMILES
CC1=C2C(=C[C@@](C)(CO)[C@@H]2O)C(=O)[C@@](C)(C31CC3)O
InChi Key
DDLLIYKVDWPHJI-RDBSUJKOSA-N
InChi Code
InChI=1S/C15H20O4/c1-8-10-9(6-13(2,7-16)12(10)18)11(17)14(3,19)15(8)4-5-15/h6,12,16,18-19H,4-5,7H2,1-3H3/t12-,13+,14+/m1/s1
Chemical Name
(1R,2S,5R)-1,5-dihydroxy-2-(hydroxymethyl)-2,5,7-trimethylspiro[1H-indene-6,1'-cyclopropane]-4-one
Synonyms
DR 15978; DR-15978; Illudin S
HS Tariff Code
2934.99.03.00
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)
DMSO : ~50 mg/mL (~189.16 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (9.46 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 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
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 2: ≥ 2.5 mg/mL (9.46 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 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.7690 mL 18.8452 mL 37.6903 mL
5 mM 0.7538 mL 3.7690 mL 7.5381 mL
10 mM 0.3769 mL 1.8845 mL 3.7690 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?
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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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