1-O-Acetylbritannilactone

For Research Use Only.
Category
Sesquiterpenoids
Cat.No.
NP5934
CAS
33627-41-7
Product Name
1-O-Acetylbritannilactone
Structure

Product Details

Description
1-O-Acetylbritannilactone significantly reduced melanin production in a dose-dependent manner with IC50 value of 13.3 uM. inhibited melanogenesis by activating extracellular signal-regulated kinase (ERK) and Akt signaling and also inhibiting cAMP related binding protein, which regulates its downstream pathway, including tyrosinase, tyrosinase related protein-1 and TRP-2. ABL (5, 10, 20 micrommol/l) had several concentration-dependent effects, including inhibition of lipopolysaccharide (LPS)-induced PGE(2) production and COX-2 expression, and blockade of NF-kappaB activation and translocation. 1-O-Acetylbritannilactone is a potent inhibitor of LPS-stimulated VSMC inflammatory responses through blockade of NF-kappaB activity and inhibition of inflammatory gene COX-2 expression.
Synonyms
Inulicin
IUPAC Name
[(4S)-4-[(3aS,4S,7aR)-4-hydroxy-6-methyl-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-5-yl]pentyl] acetate
Molecular Weight
308.37
Molecular Formula
C17H24O5
Canonical SMILES
CC1=C(C(C2C(C1)OC(=O)C2=C)O)C(C)CCCOC(=O)C
InChI
InChI=1S/C17H24O5/c1-9(6-5-7-21-12(4)18)14-10(2)8-13-15(16(14)19)11(3)17(20)22-13/h9,13,15-16,19H,3,5-8H2,1-2,4H3/t9-,13+,15+,16+/m0/s1
InChIKey
QKUFZFLZBUSEHN-CZLJMHDISA-N
Purity
>98%
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