LUFFARIELLOLIDE
- ₹0
- Product name: LUFFARIELLOLIDE
- CAS: 111149-87-2
- MF: C25H38O3
- MW: 386.57
- EINECS:
- MDL Number:MFCD00211056
- Synonyms: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-
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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
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
Safety Information
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Description
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).Related product price
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