Smitilbin

Smitilbin
IUPAC name

(2R,3S)-2-(3,5-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3-dihydrochromen-4-one
Other names

Isoastilbin B
Identifiers
CAS number 222846-33-5 Y, [1]
PubChem 9889962
Jmol-3D images Image 1
Properties
Molecular formula C21H22O11
Molar mass 450.39 g/mol
Exact mass 450.116212 u
 Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Smitilbin is a flavanonol, a type of flavonoid. It is a rhamnoside that can be isolated in Smilax glabra[2] (Chinaroot, sarsaparilla).

Uses

Smitilbin could be used for preventing immunological hepatocyte damage.[3]

Related compounds

Neosmitilbin is a stereoisomer of smitilbin.

References

  1. ^ Smitilbin on metabolomics.jp
  2. ^ A Flavonol Glycoside from Smilax glabra, Ting Chen, Jian Xin Li, Yu Cai, Qiang Xu, Chinese Chemical Letters, Vol. 13, No 6, 2002, pages 537-538
  3. ^ A new flavanone isolated from rhizoma smilacis glabrae and the structural requirements of its derivatives for preventing immunological hepatocyte damage. Planta Med 65(1):56-9 (1999), T Chen, J Li, J Cao, Q Xu, K Komatsu and T Namba
Flavanonols and their glycosides
3-Hydroxyflavanones:
Ampelopsin (Dihydromyricetin) | Aromadedrin (Dihydrokaempferol) | Dihydrogossypetin | Dihydromorin | Fustin (Dihydrofisetin) | Garbanzol | Taxifolin (Dihydroquercetin)
O-methylated flavanonols
dihydroflavonol 3-O-glycosides
Lecontin | (+)-fustin glucoside
Glycosides
Astilbin | Chrysandroside A | Chrysandroside B | Engeletin | Eucryphin | Smitilbin (Isoastilbin B) | Xeractinol
Acetylated glycosides