WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 412259
Description: Canadensolide is an antifungal metabolite of Penicillium canadense
MedKoo Cat#: 412259
Chemical Formula: C11H14O4
Exact Mass: 210.0892
Molecular Weight: 210.23
Elemental Analysis: C, 62.85; H, 6.71; O, 30.44
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IUPAC/Chemical Name: Furo(3,4-b)furan-2,4-dione, 6-butyltetrahydro-3-methylene-, (3aS,6R,6aR)-
InChi Key: IYSGHKQBSLXKPO-VGMNWLOBSA-N
InChi Code: InChI=1S/C11H14O4/c1-3-4-5-7-9-8(11(13)14-7)6(2)10(12)15-9/h7-9H,2-5H2,1H3/t7-,8+,9+/m1/s1
SMILES Code: O=C(O[C@]1([H])[C@@]2([H])C(O[C@@H]1CCCC)=O)C2=C
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >3 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
The following data is based on the product molecular weight 210.23 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
|Concentration / Solvent Volume / Mass||1 mg||5 mg||10 mg|
|1 mM||1.15 mL||5.76 mL||11.51 mL|
|5 mM||0.23 mL||1.15 mL||2.3 mL|
|10 mM||0.12 mL||0.58 mL||1.15 mL|
|50 mM||0.02 mL||0.12 mL||0.23 mL|
1: Li Y, Teng Z, Parkin KL, Wang Q, Zhang Q, Luo W, Ma D, Zhao M. Identification of bioactive metabolites dihydrocanadensolide, Kojic acid, and vanillic acid in soy sauce using GC-MS, NMR spectroscopy, and single-crystal X-ray diffraction. J Agric Food Chem. 2014 Aug 20;62(33):8392-401. doi: 10.1021/jf502159m. Epub 2014 Aug 11. PMID: 25090452.
2: Kelly AR, Kerrigan MH, Walsh PJ. Addition/oxidative rearrangement of 3-furfurals and 3-furyl imines: new approaches to substituted furans and pyrroles. J Am Chem Soc. 2008 Mar 26;130(12):4097-104. doi: 10.1021/ja710988q. Epub 2008 Mar 4. PMID: 18314989.
3: Yu M, Lynch V, Pagenkopf BL. Intramolecular cyclopropanation of glycals: studies toward the synthesis of canadensolide, sporothriolide, and xylobovide. Org Lett. 2001 Aug 9;3(16):2563-6. doi: 10.1021/ol016239h. PMID: 11483061.
4: McCorkindale NJ, Wright JL, Brian PW, Clarke SM, Hutchinson SA. Canadensolide --an antifungal metabolite of Penicillium canadense. Tetrahedron Lett. 1968 Feb;6:727-30. doi: 10.1016/s0040-4039(00)75621-8. PMID: 5640098.