Leucopelargonidin

Leucopelargonidin
IUPAC name (2R,3S,4S)-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-3,4,5,7-tetrol
Other names (2R,3S,4S)-3,4,5,7,3,4-hexahydroxyflavan (+)Leucopelargonidin cis-3,4-leucopelargonidin Leucopelargonidine
Identifiers
CAS number	520-17-2
PubChem	440073
Jmol-3D images	Image 1
SMILES C1=CC(=CC=C1C2C(C(C3=C(C=C(C=C3O2)O)O)O)O)O
Properties
Molecular formula	C15H14O6
Molar mass	290.26 g/mol
Exact mass	290.079038
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

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 (+)-dihydrokaempferol by sodium borohydride reduction^[2].

Metabolism

Dihydrokaempferol 4-reductase uses cis-3,4-leucopelargonidin and NADP⁺ to produce (+)-dihydrokaempferol (aromadedrin), NADPH, and H⁺.
(2R,3S)-catechin:NADP+ 4-oxidoreductase transforms cis-3,4-leucopelargonidin into afzelechin^[3].

References

1. ^ Leucopelargonidin on liberherbarum.com
2. ^ Leucoanthocyanidins as intermediates in anthocyanidin biosynthesis in flowers of Matthiola incana R. Br. Werner Heller, Lothar Britsch, Gert Forkmann and Hans Grisebach, 1984
3. ^ (2R,3S)-catechin:NADP+ 4-oxidoreductase on nashua.case.edu

External links

• Leucopelargonidin and leucocyanidin biosynthesis pathways on biocyc.org