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LUFFARIELLOLIDE

Product Name
LUFFARIELLOLIDE
CAS No.
111149-87-2
Chemical Name
LUFFARIELLOLIDE
Synonyms
LUFFARIELLOLIDE;Luffariellolide, phospholipase A2 (PLA2) inhibitor. Agonist at RARalpha;3-[(3E,7E)-4,8-dimethyl-10-(2,6,6-trimethylcyclohexen-1-yl)deca-3,7-dienyl]-2-hydroxy-2H-furan-5-one;4-[(3E,7E)-4,8-Dimethyl-10-(2,6,6-trimethyl-1-cyclohexenyl)-3,7-decadienyl]-5-hydroxyfuran-2(5H)-one;4-[(3E,7E)-4,8-Dimethyl-10-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3,7-decadienyl]-5-hydroxy-2(5H)-furanone;2(5H)-Furanone, 4-[(3E,7E)-4,8-dimethyl-10-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3,7-decadien-1-yl]-5-hydroxy-
CBNumber
CB0200705
Molecular Formula
C25H38O3
Formula Weight
386.57
MOL File
111149-87-2.mol
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LUFFARIELLOLIDE Property

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
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical
Product number
14902
Product name
Luffariellolide
Purity
≥98%
Packaging
1mg
Price
$186
Updated
2024/03/01
TRC
Product number
L473753
Product name
Luffariellolide
Packaging
0.5mg
Price
$360
Updated
2021/12/16
Usbiological
Product number
453957
Product name
Luffariellolide
Packaging
500ug
Price
$708
Updated
2021/12/16
AK Scientific
Product number
1118CP
Product name
Luffariellolide
Packaging
1mg
Price
$262
Updated
2021/12/16
ApexBio Technology
Product number
C5100
Product name
Luffariellolide
Packaging
1mg
Price
$166
Updated
2021/12/16
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LUFFARIELLOLIDE Chemical Properties,Usage,Production

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.

LUFFARIELLOLIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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111149-87-2, LUFFARIELLOLIDERelated Search:

Citicoline sodium U-73343 Phosphatidylinositol (Soy) SodiuM 2-Heptadecanone OLEYLOXYETHYL PHOSPHORYLCHOLINE BROMOENOL LACTONE Thioetheramide PC UMBELLIFERYL ARACHIDONATE 5-HYDROXY-4-METHYL-2(5H)FURANONE GERANIC ACID (E,E)-Farnesol FEMA 3766 CITRAL ETHYL CITRAL FARNESAL GERANYLGERANIOL MANOALIDE LUFFARIELLOLIDE

  • LUFFARIELLOLIDE
  • 4-[(3E,7E)-4,8-Dimethyl-10-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3,7-decadienyl]-5-hydroxy-2(5H)-furanone
  • 4-[(3E,7E)-4,8-Dimethyl-10-(2,6,6-trimethyl-1-cyclohexenyl)-3,7-decadienyl]-5-hydroxyfuran-2(5H)-one
  • 3-[(3E,7E)-4,8-dimethyl-10-(2,6,6-trimethylcyclohexen-1-yl)deca-3,7-dienyl]-2-hydroxy-2H-furan-5-one
  • 2(5H)-Furanone, 4-[(3E,7E)-4,8-dimethyl-10-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3,7-decadien-1-yl]-5-hydroxy-
  • Luffariellolide, phospholipase A2 (PLA2) inhibitor. Agonist at RARalpha
  • 111149-87-2