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Leucopelargonidin

Leucopelargonidin

Names
IUPAC name (2R,3S,4S)-Flavan-3,4,4′,5,7-pentol
Systematic 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
CAS Number	98919-66-5 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:17343 N
ChemSpider	389080 N
PubChem CID	440073
UNII	S3K37SML4S Y
CompTox Dashboard (EPA)	DTXSID901147941 DTXSID20966331, DTXSID901147941
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 N Key: FSVMLWOLZHGCQX-SOUVJXGZSA-N 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). N verify (what is YN ?) Infobox references

Chemical compound

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 wightianus (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 (+)-aromadendrinbysodium borohydride reduction.^[2]

Metabolism[edit]

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[edit]

External links[edit]

• Leucopelargonidin and leucocyanidin biosynthesis pathways on biocyc.org

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