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secoxyloganin

secoxyloganin Structural

What is secoxyloganin?

Description

Secoxyloganin is a secoiridoid glycoside that has been found in L. japonica and has diverse biological activities. It is active against E. coli and S. aureus in a disc assay when used at a concentration of 2 mg/disc. Secoxyloganin is cytotoxic to human dermal fibroblasts (IC50 = 78.1 μM). In vivo, secoxyloganin (10 mg/ml) prevents hen egg white lysozyme-induced decreases in tail vein blood flow, a marker of allergic inflammation, in hen egg white lysozyme-sensitized mice.

The Uses of secoxyloganin

Secoxyloganin is a component of Poraqueiba sericea stems and may be used for its cytotoxic activity.

Definition

ChEBI: Secoxyloganin is a secoiridoid glycoside that is [(2R,3R,4S)-2-hydroxy-5-(methoxycarbonyl)-3-vinyl-3,4-dihydro-2H-pyran-4-yl]acetic acid in which the anometric hydroxy group has been converted to the corresponding beta-D-glucoside. It has been isolated from several plant species and exhibits antioxidant and anti-allergic properties. It has a role as a plant metabolite, an antioxidant and an anti-allergic agent. It is a methyl ester, a member of pyrans, an enoate ester, a beta-D-glucoside, a monosaccharide derivative, a dicarboxylic acid monoester and a secoiridoid glycoside. It is a conjugate acid of a secoxyloganin(1-).

Properties of secoxyloganin

Boiling point: 649.5±55.0 °C(Predicted)
Density  1.49±0.1 g/cm3(Predicted)
storage temp.  under inert gas (nitrogen or Argon) at 2–8 °C
solubility  DMF: 5mg/mL; DMSO: 5mg/mL; Ethanol: 10mg/mL; PBS (pH 7.2): 10mg/mL
form  A crystalline solid
pka 4.40±0.10(Predicted)
color  White to light yellow

Safety information for secoxyloganin

Computed Descriptors for secoxyloganin

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