Leucopelargonidin

Leucopelargonidin
Names
	IUPAC name (2R,3S,4S)-2-(4-Hydroxyphenyl)-3,4-dihydro-2H-chromene-3,4,5,7-tetrol
	Other names (+)-Leucopelargonidin; cis-3,4-Leucopelargonidin; Leucopelargonidine
Identifiers
CAS Number	520-17-2 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:17343 ;
ChemSpider	389080 ;
PubChem CID	440073;
CompTox Dashboard (EPA)	DTXSID20966331 ;
	InChI 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 Key: FSVMLWOLZHGCQX-SOUVJXGZSA-N ;
	SMILES c1cc(ccc1[C@@H]2[C@H]([C@H](c3c(cc(cc3O2)O)O)O)O)O;
Properties
Chemical formula	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).
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	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

Leucopelargonidin on liberherbarum.com
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. doi:10.1007/BF00393505. PMID 24249337.

External links

Leucopelargonidin and leucocyanidin biosynthesis pathways on biocyc.org

[1] Leucopelargonidin on liberherbarum.com

[Heller-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. doi:10.1007/BF00393505. PMID 24249337.