Illudin M

Modify Date: 2024-01-11 12:18:19

Illudin M Structure
Illudin M structure
Common Name Illudin M
CAS Number 1146-04-9 Molecular Weight 248.31700
Density 1.24g/cm3 Boiling Point 452.4ºC at 760mmHg
Molecular Formula C15H20O3 Melting Point N/A
MSDS N/A Flash Point 241.5ºC

 Use of Illudin M


Illudin M is a cytotoxic fungal sesquiterpene that can be isolated from the culture medium of Omphalotus olearius mushrooms. Illudin M can alkylate DNA. Illudin M has anti-tumor activities[1][2].

 Names

Name Spiro[cyclopropane-1,5'-[5H]inden]-7'(6'H)-one, 2',3'-dihydro-3',6'-dihydroxy-2',2',4',6'-tetramethyl-,(3'S-trans)
Synonym More Synonyms

 Illudin M Biological Activity

Description Illudin M is a cytotoxic fungal sesquiterpene that can be isolated from the culture medium of Omphalotus olearius mushrooms. Illudin M can alkylate DNA. Illudin M has anti-tumor activities[1][2].
Related Catalog
In Vitro Illudin M (0.01-10 μM; 24-120 hours) shows cytotoxicity and induction of apoptosis in vitro[1]. Apoptosis Analysis[1] Cell Line: Panc-1 pancreatic carcinoma, HT-29 colon adenocarcinoma, non-malignant human foreskin fibroblasts (HFs) Concentration: 0.01 μM, 1 μM, 10 μM Incubation Time: 24 hours, 48 hours,72 hours, 96 hours, 120 hours Result: Showed a comparable induction of apoptosis in the tumour cells (86% in Panc-1; 48% in HT-29), but an even greater one in the HF (89%).
References

[1]. Rainer Schobert, et al. Conjugates of the fungal cytotoxin illudin M with improved tumour specificity. Bioorg Med Chem. 2008 Sep 15;16(18):8592-7.

[2]. Dr. Philipp Le, et al. A Chemical Proteomic Analysis of Illudin‐Interacting Proteins. Chemistry. 2019 Sep 25; 25(54): 12644–12651.

 Chemical & Physical Properties

Density 1.24g/cm3
Boiling Point 452.4ºC at 760mmHg
Molecular Formula C15H20O3
Molecular Weight 248.31700
Flash Point 241.5ºC
Exact Mass 248.14100
PSA 57.53000
LogP 1.74390
Vapour Pressure 4.36E-10mmHg at 25°C
Index of Refraction 1.593

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
WH0204350
CHEMICAL NAME :
Spiro(cyclopropane-1,5'-(5H)inden)-7'(6'H)-one, 2',3'-dihydro-3'-beta,6'-alpha-dihydroxy-2',2 4',6'-tetramethyl-
CAS REGISTRY NUMBER :
1146-04-9
LAST UPDATED :
199612
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C15-H20-O3
MOLECULAR WEIGHT :
248.35
WISWESSER LINE NOTATION :
L56 FV HXTJ BQ C1 C1 GQ G1 I1 H-& AL3XTJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
15 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
Cytogenetic analysis
TEST SYSTEM :
Rodent - hamster Lung
DOSE/DURATION :
31250 ng/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 215,179,1989

 Synonyms

illudin M
(3'S,6'R)-2',3'-Dihydro-3',6'-dihydroxy-2',2',4',6'-tetramethylspiro[cyclopropane-1,5'-[5H]inden]-7'(6'H)-one
(3'S,6'R)-2',3'-Dihydro-2',2',4',6'-tetramethylspiro(cyclopropane-1,5'-[5H]inden)-7'(6'H)-one