LUFFARIELLOLIDE Chemical Properties

Boiling point:

541.7±50.0 °C(Predicted)

Density 

1.006±0.06 g/cm3(Predicted)

solubility 

DMSO: soluble; Ethanol: soluble

pka

9.98±0.40(Predicted)

form 

Pale yellow oil.

InChI

InChI=1S/C25H38O3/c1-18(11-7-13-21-17-23(26)28-24(21)27)9-6-10-19(2)14-15-22-20(3)12-8-16-25(22,4)5/h10-11,17,24,27H,6-9,12-16H2,1-5H3/b18-11+,19-10+

InChIKey

JPWPYTMXSXYUPG-QZPYEDBESA-N

SMILES

O1C(O)C(CC/C=C(\C)/CC/C=C(\C)/CCC2C(C)(C)CCCC=2C)=CC1=O

LUFFARIELLOLIDE Usage And Synthesis

Uses

Luffariellolide is a natural sesterterpenoid which reversibly inhibits secretory phospholipase A2 isoforms from bee venom (IC50 = 230 nM) and snake venom, reducing inflammation. It blocks the production of platelet-activating factor in stimulated neutrophils (IC50 = 5 μM). Luffariellolide is also a structural mimic of all-trans retinoic acid (RA) and, at 1 μM, acts as an agonist for the RA receptors RAR α, β, and γ but not for other nuclear receptors. In RA-sensitive cancer cell lines, luffariellolide induces the expression of RAR target genes and inhibits cell growth. It also inhibits the activation of hypoxia-inducible factor by hypoxia (IC50 = 3.6 μM).[Cayman Chemical]

Uses

Luffariellolide is an anti-inflammatory PLA2?inhibitor.

Definition

ChEBI: Luffariellolide is a diterpene lactone.

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