Rhododendrin

Rhododendrin (betuloside) is an arylbutanoid glycoside and a phenylpropanoid, a type of natural phenol. It can be found in the leaves of Rhododendron aureum[1] or in Cistus salviifolius.[2]

Rhododendrin
Chemical structure of Rhododendrin
Names
IUPAC name
(2R)-4-(4-Hydroxyphenyl)butan-2-yl β-D-glucopyranoside
Systematic IUPAC name
(2R,3S,4S,5R,6R)-2-(Hydroxymethyl)-6-{[(2R)-4-(4-hydroxyphenyl)butan-2-yl]oxy}oxane-3,4,5-triol
Other names
Betuloside
(-)-Rhododendrin
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C16H24O7/c1-9(2-3-10-4-6-11(18)7-5-10)22-16-15(21)14(20)13(19)12(8-17)23-16/h4-7,9,12-21H,2-3,8H2,1H3/t9-,12-,13-,14+,15-,16-/m1/s1
    Key: KLLYDTMVSVIJEH-YYMOATHLSA-N
  • CC(CCC1=CC=C(C=C1)O)OC2C(C(C(C(O2)CO)O)O)O
Properties
C16H24O7
Molar mass 328.361 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

In vitro, it shows analgesic, anti-inflammatory[1] and diuretic[3] properties.

References
  1. Kim, M. H.; Nugroho, A.; Choi, J.; Park, J. H.; Park, H. J. (2011). "Rhododendrin, an analgesic/anti-inflammatory arylbutanoid glycoside, from the leaves of Rhododendron aureum". Archives of Pharmacal Research. 34 (6): 971–978. doi:10.1007/s12272-011-0614-1. PMID 21725818. S2CID 19606824.
  2. Danne, A.; Petereit, F.; Nahrstedt, A. (1994). "Flavan-3-ols, prodelphinidins and further polyphenols from Cistus salvifolius". Phytochemistry. 37 (2): 533–538. doi:10.1016/0031-9422(94)85094-1. PMID 7765630.
  3. Zhang, B; Li, JB; Zhang, DM; Ding, Y; Du, GH (2007). "Analgesic and anti- inflammatory activities of a fraction rich in gaultherin isolated from Gaultheria yunnanensis (Franch.)". Pharmacognosy Reviews. 30 (10): 465–469. doi:10.4103/0973-7847.91102. PMC 3263046. PMID 22279370.


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