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Merck
CN

I7146

Sigma-Aldrich

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
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
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storage temp.

−20°C

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

Biochem/physiol Actions

Induces reversible breakdown of Golgi membranes.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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H S Radeke et al.
Chemistry & biology, 6(9), 639-647 (1999-09-01)
The marine sponge metabolite (-)-ilimaquinone has antimicrobial, anti-HIV, anti-inflammatory and antimitotic activities, inhibits the cytotoxicity of ricin and diptheria toxin, and selectively fragments the Golgi apparatus. The range of activities demonstrated by this natural product provides a unique opportunity for
M P Nambiar et al.
Experimental cell research, 219(2), 671-678 (1995-08-01)
Ilimaquinone (IQ), a metabolite from sea sponges, has been shown to cause the breakdown of Golgi membranes into small vesicular structure and to inhibit protein transport without eliciting the retrograde transport of the Golgi enzymes to the endoplasmic reticulum [P.
U Acharya et al.
The Journal of cell biology, 129(3), 577-589 (1995-05-01)
We have developed an in vitro system to study the biochemical events in the fusion of ilimaquinone (IQ) induced vesiculated Golgi membranes (VGMs) into stacks of cisternae. The Golgi complex in intact normal rat kidney cells (NRK) is vesiculated by
B Veit et al.
The Journal of cell biology, 122(6), 1197-1206 (1993-09-01)
We have recently shown that ilimaquinone (IQ) causes the breakdown of Golgi membranes into small vesicles (VGMs for vesiculated Golgi membranes) and inhibits vesicular protein transport between successive Golgi cisternae (Takizawa et al., 1993). While other intracellular organelles, intermediate filaments
P A Feldman et al.
The Journal of membrane biology, 155(3), 275-287 (1997-02-01)
To examine the mechanism(s) and pathways of gap junction formation and removal a novel and reversible inhibitor of protein secretion, ilimaquinone (IQ), was employed. IQ has been reported to cause the vesiculation of Golgi membranes, block protein transport at the

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