illudin S

illudin S Structure
CAS No.
1149-99-1
Chemical Name:
illudin S
Synonyms
CS-1385;Illudin;Lampterol;Illusin S;Lunamycin;illudin S;NSC 400979;Illudine S;NSC-626369;(1R,2S,5R)-1,5-dihydroxy-2-(hydroxymethyl)-2,5,7-trimethylspiro[1H-indene-6,1'-cyclopropane]-4-one
CBNumber:
CB91318110
Molecular Formula:
C15H20O4
Molecular Weight:
264.32
MOL File:
1149-99-1.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:40

illudin S 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

illudin S Chemical Properties,Uses,Production

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.

Uses

Illudin S is potent antitumor sesquiterpene, first isolated from the fungus, Clitocybe illudens, in 1963. Illudin S is metabolically activated to reactive intermediates that bind DNA. The DNA damage appears to differ from that of other reactive metabolites. Importantly, illudin S exhibits in vitro and in vivo potency against multi-drug resistant tumours.

illudin S Preparation Products And Raw materials

Raw materials

Preparation Products

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illudin S Spectrum

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 NSC 400979 (1R,2S,5R)-1,5-dihydroxy-2-(hydroxymethyl)-2,5,7-trimethylspiro[1H-indene-6,1'-cyclopropane]-4-one CS-1385 Spiro[cyclopropane-1,5'-[5H]inden]-7'(6'H)-one, 2',3'-dihydro-3',6'-dihydroxy-2'-(hydroxymethyl)-2',4',6'-trimethyl-, (2'S,3'R,6'R)- 1149-99-1 ADC