illudin S
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- Product name: illudin S
- CAS: 1149-99-1
- MF: C15H20O4
- MW: 264.32
- EINECS:
- MDL Number:MFCD00870487
- Synonyms:illudin S;(2'S,3'R,6'R)-2',3'-Dihydro-3',6'-dihydroxy-2'-hydroxymethyl-2',4',6'-trimethylspiro[cyclopropane-1,5'-[5H]inden]-7'(6'H)-one;Illusin S;Lampterol;NSC-626369;Illudin;Illudine S;Lunamycin
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Properties
Melting point :124-126℃
Boiling point :327.55°C (rough estimate)
Density :1.0583 (rough estimate)
refractive index :1.4300 (estimate)
storage temp. :-20°C, Inert atmosphere
solubility :DMSO (Slightly), Methanol (Slightly)
form :A light yellow solid
pka :12.50±0.70(Predicted)
color :Off-white to yellow
InChI :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
InChIKey :DDLLIYKVDWPHJI-RDBSUJKOSA-N
SMILES :C12([C@](O)(C)C(=O)C3C(=C1C)[C@@H](O)[C@@](CO)(C)C=3)CC2
Boiling point :327.55°C (rough estimate)
Density :1.0583 (rough estimate)
refractive index :1.4300 (estimate)
storage temp. :-20°C, Inert atmosphere
solubility :DMSO (Slightly), Methanol (Slightly)
form :A light yellow solid
pka :12.50±0.70(Predicted)
color :Off-white to yellow
InChI :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
InChIKey :DDLLIYKVDWPHJI-RDBSUJKOSA-N
SMILES :C12([C@](O)(C)C(=O)C3C(=C1C)[C@@H](O)[C@@](CO)(C)C=3)CC2
Safety Information
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Description
Illudins are fungal sesquiterpenes that, through their unique DNA alkylating actions, have anticancer potential. Illudin S is a cytotoxic illudin that is converted, intracellularly, to metabolites that cause a complete block of cell cycling at the G1-S phase interface, particularly in myeloid and T-lymphocyte leukemia cells (IC50 = 6-11 nM). T-lymphocyte leukemia CEM cells that are resistant to doxorubicin , epipodophyllotoxins, and 1-β-D-arabinofuranosylcytosine display only 2-fold increased resistance to illudin S. Illudin S metabolites induce DNA damage that is not repaired by the processes that counter conventional DNA alkylating agents.Related product price
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