I7146
Ilimaquinone
Synonym(s):
3-[(Decahydro-1β,2β,4aβ-trimethyl-5-methylene-1-naphthyl)methyl]-2-hydroxy-5-methoxybenzoquinone
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About This Item
Empirical Formula (Hill Notation):
C22H30O4
CAS Number:
Molecular Weight:
358.47
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
SMILES string
[H][C@@]12CCCC(=C)[C@@]1(C)CC[C@H](C)[C@@]2(C)CC3=C(O)C(=O)C=C(OC)C3=O
storage temp.
−20°C
Biochem/physiol Actions
Induces reversible breakdown of Golgi membranes.
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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C Poüs et al.
The Journal of cell biology, 142(1), 153-165 (1998-07-14)
We found that the magnesium salt of ilimaquinone, named 201-F, specifically disassembled dynamically unstable microtubules in fibroblasts and various epithelial cell lines. Unlike classical tubulin- interacting drugs such as nocodazole or colchicine which affect all classes of microtubules, 201-F did
S Loya et al.
The Journal of biological chemistry, 268(13), 9323-9328 (1993-05-05)
Illimaquinone, a natural marine product, was shown by us to inhibit preferentially the ribonuclease H (RNase H) activity of the reverse transcriptase (RT) of human immunodeficiency virus type 1 (HIV-1). We have also shown that illimaquinone inhibits the RNase H
H J Wang et al.
Journal of cell science, 110 ( Pt 24), 3043-3053 (1998-02-21)
Autocrine motility factor receptor (AMF-R) is a marker for a distinct smooth membranous tubule. Ilimaquinone (IQ) is a sea sponge metabolite which induces the complete vesiculation of the Golgi apparatus and we show here that the addition of IQ to
H S Radeke et al.
Bioorganic & medicinal chemistry, 6(8), 1227-1232 (1998-10-24)
The marine sponge metabolite ilimaquinone (1) displays a broad range of biological activities. To better understand the effects of this natural product, a photoaffinity analogue was synthesized and used to probe the cellular interactions of ilimaquinone. Irradiation of photoaffinity probe
H R Rangel et al.
Cell biology international, 21(6), 337-339 (1997-06-01)
Illimaquinone, a sponge metabolite that disrupts the Golgi complex in mammalian cells, stopped proliferation and induced morphological and ultrastructural changes in promastigotes of L. mexicana. Radioactive labeling of proteins demonstrates an increased excretion function and diminution of membrane acid phosphatase
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