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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
Molecular Weight:
358.47
MDL Number:
MFCD22200891
MOL File:
71678-03-0.mol
Last updated:2023-05-18 11:31:19

ILIMAQUINONE Properties

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
FDA UNII 5U0WAN3N8Q
Proposition 65 List IQ (2-Amino-3-methylimidazo-[4-5-f]quinoline)

SAFETY

Risk and Safety Statements

WGK Germany  3

ILIMAQUINONE price More Price(6)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Alfa Aesar J67278 Ilimaquinone, 98% 71678-03-0 100microg $199 2021-12-16 Buy
Cayman Chemical 15124 Ilimaquinone ≥98% 71678-03-0 100μg $209 2024-03-01 Buy
Usbiological 044951 Ilimaquinone 71678-03-0 100ug $350 2021-12-16 Buy
TRC I267318 Ilimaquinone 71678-03-0 500μg $920 2021-12-16 Buy
Adipogen Life Sciences AG-CN2-0038-C100 Ilimaquinone ≥98%(HPLC) 71678-03-0 100μg $130 2021-12-16 Buy
Product number Packaging Price Buy
J67278 100microg $199 Buy
15124 100μg $209 Buy
044951 100ug $350 Buy
I267318 500μg $920 Buy
AG-CN2-0038-C100 100μg $130 Buy

ILIMAQUINONE Chemical Properties,Uses,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

Biological probe for intracellular communications and vesicle-mediated transport.

Uses

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

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

ILIMAQUINONE Suppliers

Global( 58)Suppliers
Supplier Tel Email Country ProdList Advantage
Aladdin Scientific
+1-833-552-7181 sales@aladdinsci.com United States 52927 58
Shanghai Tauto Biotech Co., Ltd. 021-51320588 tauto@tautobiotech.com China 3989 66
Hotechem Shanghai Co., Ltd., 021-34621078 13120882795 465106944@qq.com China 858 56
Shanghai EFE Biological Technology Co., Ltd. 021-65675885 18964387627 info@efebio.com China 9709 58
ChemeGen(Shanghai) Biotechnology Co.,Ltd. 18818260767 sales@chemegen.com China 11289 58
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 Ilimaquinone - CAS 71678-03-0 - Calbiochem 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