Phellamurin

Phellamurin
IUPAC name

(2R,3R)-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
Other names

Fellavine
8-Prenyldihydrokaempferol 7-glucoside
Epimedoside C
Identifiers
CAS number 52589-11-4
PubChem 193876
Jmol-3D images {{#if:CC(=CCC1=C(C=C(C2=C1OC(C(C2=O)O)C3=CC=C(C=C3)O)O)OC4C(C(C(C(O4)CO)O)O)O)

C
CC(=CCC1=C(C=C(C2=C1O[C@@H]([C@H](C2=O)O)C3=CC=C(C=C3)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C|Image 1
Properties
Molecular formula C26H30O11
Molar mass 518.50 g/mol
Exact mass 518.178812
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Phellamurin is a flavanonol, a type of flavonoid. It can be found in Commiphora africana[1] and in Phellodendron amurense.[2]

Related compounds

6"′-O-acetyl phellamurin is found in the leaves of Phellodendron japonicum.[3]

References

  1. ^ A Dihydroflavonol Glucoside from Commiphora africana that Mediates DNA Strand Scission, Ji Ma, Shannon H. Jones, and Sidney M. Hecht, 2005
  2. ^ A flavonoid glucoside, phellamurin, regulates differential oviposition on a rutaceous plant, Phellodendron amurense, by two sympatric swallowtail butterflies, Papilio protenor and P. xuthus: The front line of a coevolutionary arms race? Keiichi Honda and Nanao Hayashi, 1995
  3. ^ Constituents of Leaves of Phellodendron japonicum MAXIM. and Their Antioxidant Activity, Chih-Yang Chiu, Chia-Ying Li, Chao-Chen Chiu, Masatake Niwa, Susumu Kitanaka, Amooru Gangaiah Damu, E-Jian Lee and Tian-Shung Wu, 2005
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
Phellamurin