Synonym
Illudin M; DR-15977; (-)-Illudin M; NSC 400978; NSC 626370; NSC400978; NSC626370; NSC-400978; NSC-626370
IUPAC/Chemical Name
(3'S,6'R)-3',6'-dihydroxy-2',2',4',6'-tetramethyl-2',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'(6'H)-one
InChi Key
QVMDIQLUNODCTG-OCCSQVGLSA-N
InChi Code
InChI=1S/C15H20O3/c1-8-10-9(7-13(2,3)12(10)17)11(16)14(4,18)15(8)5-6-15/h7,12,17-18H,5-6H2,1-4H3/t12-,14+/m1/s1
SMILES Code
CC1(C)[C@H](O)C(C2=C1)=C(C)C3(CC3)[C@@](C)(O)C2=O
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
248.32
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: Schobert R, Biersack B, Knauer S, Ocker M. Conjugates of the fungal cytotoxin illudin M with improved tumour specificity. Bioorg Med Chem. 2008 Sep 15;16(18):8592-7. doi: 10.1016/j.bmc.2008.08.015. Epub 2008 Aug 7. PMID: 18715789.
2: Knauer S, Biersack B, Zoldakova M, Effenberger K, Milius W, Schobert R. Melanoma-specific ferrocene esters of the fungal cytotoxin illudin M. Anticancer Drugs. 2009 Sep;20(8):676-81. doi: 10.1097/CAD.0b013e32832e056a. PMID: 19606019.
3: Schobert R, Seibt S, Mahal K, Ahmad A, Biersack B, Effenberger-Neidnicht K, Padhye S, Sarkar FH, Mueller T. Cancer selective metallocenedicarboxylates of the fungal cytotoxin illudin M. J Med Chem. 2011 Sep 22;54(18):6177-82. doi: 10.1021/jm200359n. Epub 2011 Aug 30. PMID: 21848340.
4: Chaverra-Muñoz L, Briem T, Hüttel S. Optimization of the production process for the anticancer lead compound illudin M: improving titers in shake-flasks. Microb Cell Fact. 2022 May 28;21(1):98. doi: 10.1186/s12934-022-01827-z. PMID: 35643529; PMCID: PMC9148526.