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Illudin S

Names

[ CAS No. ]:
1149-99-1

[ Name ]:
Illudin S

[Synonym ]:
Lampterol
Illusin S

Biological Activity

[Description]:

Illudin S is a sesquiterpene toxin with strong anti-tumour and antiviral activities. Illudin S has genotoxic activities[1][2][3].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis
Research Areas >> Cancer
Research Areas >> Infection
Signaling Pathways >> Cell Cycle/DNA Damage >> DNA Alkylator/Crosslinker

[In Vitro]

Illudin S (0-0.26 nM; 24-72 hours) shows cytotoxicity in human fibroblasts[2]. Cell Viability Assay[2] Cell Line: human fibroblasts Concentration: 0-0.26 nM Incubation Time: 24 hours, 72 hours Result: Decreased cell survival.

[References]

[1]. Hansruedi Glatt, et al. Sulfotransferase-independent genotoxicity of illudin S and its acylfulvene derivatives in bacterial and mammalian cells. Arch Toxicol . 2014 Jan;88(1):161-9.

[2]. Nicolaas G J Jaspers, et al. Anti-tumour compounds illudin S and Irofulven induce DNA lesions ignored by global repair and exclusively processed by transcription- and replication-coupled repair pathways. DNA Repair (Amst). 2002 Dec 5;1(12):1027-38.

[3]. Illudin S, the sole antiviral compound in mature fruiting bodies of Omphalotus illudens

Chemical & Physical Properties

[ Density]:
1.34g/cm3

[ Boiling Point ]:
509.6ºC at 760mmHg

[ Molecular Formula ]:
C15H20O4

[ Molecular Weight ]:
264.31700

[ Flash Point ]:
276.1ºC

[ Exact Mass ]:
264.13600

[ PSA ]:
77.76000

[ LogP ]:
0.71630

[ Vapour Pressure ]:
1.61E-12mmHg at 25°C

[ Index of Refraction ]:
1.619

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
WH0204300
CHEMICAL NAME :
Sprio(cyclopropane-1,5'-(5H)inden)-7'(6'H)-one, 2',3'-dihydro-3',6'-dihydroxy-2'-(hydroxy methyl)-2',4',6'-trimethyl-, (2'S,3'R,6'R)-
CAS REGISTRY NUMBER :
1149-99-1
BEILSTEIN REFERENCE NO. :
2336420
LAST UPDATED :
199612
DATA ITEMS CITED :
10
MOLECULAR FORMULA :
C15-H20-O4
MOLECULAR WEIGHT :
264.35
WISWESSER LINE NOTATION :
L56 FV HXTJ BQ C1Q C1 GQ G1 I1 H-& AL3XTJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
30 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
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 :
15600 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

Synthetic Route

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Precursor & DownStream

Precursor

DownStream

Related Compounds