Illudin M

Names

[ Name ]:
Illudin M

[Synonym ]:
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

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]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

Signaling Pathways >> Cell Cycle/DNA Damage >> DNA Alkylator/Crosslinker

[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

Related Compounds

The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.