RAPANONE Chemical Properties

Melting point:

142-145°C

Boiling point:

457.0±45.0 °C(Predicted)

Density 

1.099±0.06 g/cm3(Predicted)

storage temp. 

Store at -20°C

pka

2.84±0.50(Predicted)

form 

Solid

color 

Light yellow to orange

RAPANONE Usage And Synthesis

Uses

Rapanone is a natural benzoquinone. Rapanone exhibits a broad spectrum of biological actions, including anti-tumor, antioxidant, anti-inflammatory, antibacterial and antiparasitic. Rapanone also is a potent and selective human synovial PLA2 inhibitor, with an IC50 of 2.6 μM[1][2][3][4].

Definition

ChEBI: Rapanone is a member of dihydroxy-1,4-benzoquinones.

in vivo

IC 50

PLA2: 2.6 μM (IC₅₀)

References

[1] Andreu GLP, et, al. Rapanone, a naturally occurring benzoquinone, inhibits mitochondrial respiration and induces HepG2 cell death. Toxicol In Vitro. 2020 Mar;63:104737. DOI:10.1016/j.tiv.2019.104737
[2] Morais LS, et, al. Antileishmanial compounds from Connarus suberosus: Metabolomics, isolation and mechanism of action. PLoS One. 2020 Nov 6;15(11):e0241855. DOI:10.1371/journal.pone.0241855
[3] Vega-Hernández K, et, al. Discerning the antioxidant mechanism of rapanone: A naturally occurring benzoquinone with iron complexing and radical scavenging activities. J Inorg Biochem. 2017 May;170:134-147. DOI:10.1016/j.jinorgbio.2017.02.019
[4] Ospina LF, et, al. Inhibition of acute and chronic inflammatory responses by the hydroxybenzoquinonic derivative rapanone. Planta Med. 2001 Dec;67(9):791-5. DOI:10.1055/s-2001-18839

RAPANONE(573-40-0)Related Product Information

• RAPANONE(RG)
• 2-HYDROXY-5-METHOXY-6-METHYL-3-((E)-NONADEC-14-ENYL)-[1,4]BENZOQUINONE
• MAESAQUINONE
• RAPANONE
• ACETIC ACID 4-HYDROXY-2-METHYL-5-((E)-NONADEC-14-ENYL)-3,6-DIOXO-CYCLOHEXA-1,4-DIENYL ESTER
• 2-[13-(3-BUTYL-OXIRANYL)-TRIDECYL]-3,6-DIHYDROXY-5-METHYL-[1,4]BENZOQUINONE
• 2,5-DIMETHOXY-3-TRIDECYL-[1,4]BENZOQUINONE
• 2-HYDROXY-5-METHOXY-3-PENTADECYL-[1,4]BENZOQUINONE
• 2,5-DIHYDROXY-3-PENTADECYL-[1,4]BENZOQUINONE
• 2,5-DIMETHOXY-3-METHYL-6-((E)-NONADEC-14-ENYL)-[1,4]BENZOQUINONE
• 2,5-DIMETHOXY-3-METHYL-6-NONADECYL-[1,4]BENZOQUINONE
• 2,5-DIHYDROXY-3-METHYL-6-NONADECYL-[1,4]BENZOQUINONE
• 2-HYDROXY-5-METHOXY-3-TRIDECYL-[1,4]BENZOQUINONE
• ACETIC ACID 4-ACETOXY-2-METHYL-5-((E)-NONADEC-14-ENYL)-3,6-DIOXO-CYCLOHEXA-1,4-DIENYL ESTER