ILIMAQUINONE

Product Name: ILIMAQUINONE
CAS No.: 71678-03-0
Chemical Name: ILIMAQUINONE
Synonyms: IQ;ILIMAQUINONE;illimaquinone;(-)-Ilimaquinine;(-)-ILIMAQUINONE;5-Epiilimaquinone;Ilimaquinone - CAS 71678-03-0 - Calbiochem;3-[(decahydro-1β,2β,4aβ-trimethyl-5-methylene-1-naphthyl)methyl]-2-hydroxy-5-methoxybenzoquinone;3-[(DECAHYDRO-1B,2B,4AB-TRIMETHYL-5-METHYLENE-1-NAPHTHYL)METHYL]-2-HYDROXY-5-METHOXYBENZOQUINONE;2-[[(1R,8aα)-1,2β,4aβ-Trimethyl-5-methylenedecalin-1α-yl]methyl]-3-hydroxy-6-methoxy-1,4-benzoquinone
CBNumber: CB5267651
Molecular Formula: C22H30O4
Formula Weight: 358.47
MOL File: 71678-03-0.mol

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ILIMAQUINONE Property

Melting point:: 108-110℃ (pentane )
alpha: D23 -23.2° (c = 1.12 in CHCl3)
Boiling point:: 478.4±45.0 °C(Predicted)
Density: 1.14±0.1 g/cm3(Predicted)
storage temp.: −20°C
solubility: DMSO: Soluble; Ethanol: Soluble; Hexane: Soluble; Methanol: Soluble
pka: 2.92±0.50(Predicted)
form: Red solid

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Safety

WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Alfa Aesar

Product number: J67278
Product name: Ilimaquinone, 98%
Packaging: 100microg
Price: $199
Updated: 2021/12/16

Cayman Chemical

Product number: 15124
Product name: Ilimaquinone
Purity: ≥98%
Packaging: 100μg
Price: $209
Updated: 2024/03/01

Usbiological

Product number: 044951
Product name: Ilimaquinone
Packaging: 100ug
Price: $350
Updated: 2021/12/16

TRC

Product number: I267318
Product name: Ilimaquinone
Packaging: 500μg
Price: $920
Updated: 2021/12/16

Adipogen Life Sciences

Product number: AG-CN2-0038-C100
Product name: Ilimaquinone
Purity: ≥98%(HPLC)
Packaging: 100μg
Price: $130
Updated: 2021/12/16

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ILIMAQUINONE Chemical Properties,Usage,Production

Description

Ilimaquinone is a natural sesquiterpene quinone that has antimicrobial, anti-HIV, anti-mitotic, and anti-inflammatory properties. In mammalian cells, 25 μM ilimaquinone reversibly induces vesiculation of Golgi membranes, blocking the secretory pathway. It inhibits the conversion of S-adenosylhomocysteine (SAH) to homocysteine by SAH hydrolase (IC₅₀ = 40 μM). Ilimaquinone also inhibits DNA polymerase β and dual specificity phosphatase Cdc25B (IC₅₀ = 45.2 and 92 μM, respectively) and, at 10 μM, activates gene expression through hypoxia-inducible factor-1.

Uses

Ilimaquinone is an ADP-ribosylation factor (ARF) and β-COP to the Golgi membrane inhibitor.

Uses

Biological probe for intracellular communications and vesicle-mediated transport.

Definition

ChEBI: A natural product found in Dactylospongia elegans.

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 TargetInduces a complete and reversible breakdown of Golgi membranes into smaller vesicular structures and causes depolymerization of microtubules.

ILIMAQUINONE Preparation Products And Raw materials

Raw materials

Preparation Products

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ILIMAQUINONE Suppliers

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71678-03-0, ILIMAQUINONERelated Search:

5'-GUANYLYLIMIDODIPHOSPHATE TRISODIUM EMBELIN 2,5-DIHYDROXY-1,4-BENZOQUINONE PRIMIN ILIMAQUINONE 3-methoxy-2,5-toluquinone METHOXYBENZOQUINONE p-Toluquinone

Ilimaquinone - CAS 71678-03-0 - Calbiochem

3-[(DECAHYDRO-1B,2B,4AB-TRIMETHYL-5-METHYLENE-1-NAPHTHYL)METHYL]-2-HYDROXY-5-METHOXYBENZOQUINONE

3-[(DECAHYDRO-1BETA,2BETA,4A-BETA-TRIMETHYL-5-METHYLENE-1-NAPHTHYL)-METHYL]-2-HYDROXY-5-METHOXYBENZOQUINONE

3-[(DECAHYDRO-1BETA,2BETA,4A-BETA-TRIMETHYL-5-METHYLENE-1-NAPTHYL)METHYL]-2-HYDROXY-5-METHOXYBENZOQUINONE

3-[(DECAHYDRO-1BETA,2BETA,4ALPHA-BETA-TRIMETHYL-5-METHYLENE-1-NAPHTHYL)METHYL]-2-HYDROXY-5-METHOXYBENZOQUINONE

IQ

ILIMAQUINONE

3-[(decahydro-1β,2β,4aβ-trimethyl-5-methylene-1-naphthyl)methyl]-2-hydroxy-5-methoxybenzoquinone

illimaquinone

5-Epiilimaquinone

(-)-Ilimaquinine

2-[[(1R,8aα)-1,2β,4aβ-Trimethyl-5-methylenedecalin-1α-yl]methyl]-3-hydroxy-6-methoxy-1,4-benzoquinone

3-[[(1R,8aα)-Decahydro-1,2β,4aβ-trimethyl-5-methylenenaphthalene-1α-yl]methyl]-2-hydroxy-5-methoxy-2,5-cyclohexadiene-1,4-dione

3-[[[(1R,8aα)-Decahydro-1,2β,4aβ-trimethyl-5-methylenenaphthalen]-1α-yl]methyl]-2-hydroxy-5-methoxy-2,5-cyclohexadiene-1,4-dione

3-[[(1R,2S,4aS,8aS)-Decahydro-1,2,4a-trimethyl-5-methylene-1-naphthalenyl]methyl]-2-hydroxy-5-methoxy-2,5-cyclohexadiene-1,4-dione

(-)-ILIMAQUINONE

2,5-CYCLOHEXADIENE-1,4-DIONE,3-[[(1R,2S,4AS,8AS)-DECAHYDRO-1,2,4A-TRIMETHYL-5-METHYLENE-1-NAPHTHALENYL] METHYL]-2-HYDROXY-5-METHOXY-

71678-03-0

Cell Biology

Cell Signaling and Neuroscience

BioChemical

Organelle Proteins and Related Molecules

Cytoskeleton and Extracellular Matrix