401250-M
Ilimaquinone
A cell-permeable marine sponge metabolite with anti-microbial, anti-HIV, anti-inflammatory, and anti-mitotic properties.
Synonym(s):
Ilimaquinone, 3-[(Decahydro-1β,2β,4aβ-trimethyl-5-methylene-1-napthyl)methyl]-2-hydroxy-5-methoxybenzoquinone, IQ
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About This Item
Empirical Formula (Hill Notation):
C22H30O4
CAS Number:
Molecular Weight:
358.47
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
Storage condition:
OK to freeze, protect from light
Quality Level
assay
≥98% (HPLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, protect from light
color
red
solubility
DMSO: 200 mg/mL
storage temp.
−20°C
InChI
1S/C22H30O4/c1-13-7-6-8-18-21(13,3)10-9-14(2)22(18,4)12-15-19(24)16(23)11-17(26-5)20(15)25/h11,14,18,24H,1,6-10,12H2,2-5H3/t14-,18+,21+,22+/m0/s1
InChI key
JJWITJNSXCXULM-YVUMSICPSA-N
General description
A cell-permeable marine sponge metabolite with anti-microbial, anti-HIV, anti-inflammatory, and anti-mitotic properties. Induces a complete and reversible breakdown of Golgi membranes into smaller vesicular structures and causes depolymerization of microtubules. Inhibits cellular methylations through its interaction with S-adenosylhomocysteinase. Blocks the cytotoxicity of ricin and diphtheria toxin. Acts as an inhibitor of the RNase H activity of HIV-1.
Biochem/physiol Actions
Primary Target
Induces a complete and reversible breakdown of Golgi membranes into smaller vesicular structures and causes depolymerization of microtubules.
Induces a complete and reversible breakdown of Golgi membranes into smaller vesicular structures and causes depolymerization of microtubules.
Other Notes
Radeke, H.S., et al. 1999. Chem. Biol. 6, 639.
Radeke, H.S., and Snapper, M.L. 1998. Bioorg. Med. Chem.6, 1227.
Jamora, C., et al. 1997. Cell 91, 617.
Nambiar, M.P., and Wu, H.C. 1995. Exp. Cell Res. 219, 671.
Loya, S., and Hizi, A. 1993. J. Biol. Chem. 268, 9323.
Takizawa, P.A., et al. 1993. Cell 73, 1079.
Veit, B., et al. 1993. J. Cell Biol. 122, 1197.
Radeke, H.S., and Snapper, M.L. 1998. Bioorg. Med. Chem.6, 1227.
Jamora, C., et al. 1997. Cell 91, 617.
Nambiar, M.P., and Wu, H.C. 1995. Exp. Cell Res. 219, 671.
Loya, S., and Hizi, A. 1993. J. Biol. Chem. 268, 9323.
Takizawa, P.A., et al. 1993. Cell 73, 1079.
Veit, B., et al. 1993. J. Cell Biol. 122, 1197.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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Global Trade Item Number
| SKU | GTIN |
|---|---|
| 401250-100UG | 04055977188943 |