Leucopelargonidin

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Leucopelargonidin
Leucopelargonidin.svg
Names
IUPAC name
(2R,3S,4S)-Flavan-3,4,4′,5,7-pentol
Preferred IUPAC name
(2R,3S,4S)-2-(4-Hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,4,5,7-tetrol
Other names
(+)-Leucopelargonidin
cis-3,4-Leucopelargonidin
Leucopelargonidine
Identifiers
  • 520-17-2 checkY
3D model (JSmol)
ChEBI
ChemSpider
  • InChI=1S/C15H14O6/c16-8-3-1-7(2-4-8)15-14(20)13(19)12-10(18)5-9(17)6-11(12)21-15/h1-6,13-20H/t13-,14-,15+/m0/s1 ☒N
    Key: FSVMLWOLZHGCQX-SOUVJXGZSA-N ☒N
  • c1cc(ccc1[C@@H]2[C@H]([C@H](c3c(cc(cc3O2)O)O)O)O)O
Properties
C15H14O6
Molar mass 290.271 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N  (what is checkY☒N ?)
Infobox references

Leucopelargonidin is a colorless chemical compound related to leucoanthocyanins. It can be found in Albizia lebbeck (East Indian walnut), in the fruit of Anacardium occidentale (Cashew), in the fruit of Areca catechu (Areca nut), in the fruit of Hydnocarpus wightiana (Hindi Chaulmoogra), in the rhizome of Rumex hymenosepalus (Arizona dock), in Zea mays (Corn) and in Ziziphus jujuba (Chinese date).[1]

(+)-Leucopelargonidin can be synthesized from (+)-aromadendrin by sodium borohydride reduction.[2]

Metabolism[]

Dihydrokaempferol 4-reductase uses cis-3,4-leucopelargonidin and NADP+ to produce (+)-aromadendrin, NADPH, and H+.

Leucoanthocyanidin reductase transforms cis-3,4-leucopelargonidin into afzelechin.

References[]

  1. ^ Leucopelargonidin on liberherbarum.com
  2. ^ Heller, Werner; Britsch, Lothar; Forkmann, Gert; Grisebach, Hans (1985). "Leucoanthocyanidins as intermediates in anthocyanidin biosynthesis in flowers of Matthiola incana R. Br". Planta. 163 (2): 191–196. doi:10.1007/BF00393505. PMID 24249337.

External links[]


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