Secologanin

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Secologanin
Secologanin.svg
Identifiers
CAS number 19351-63-4
PubChem 161276
ChemSpider 141670
Jmol-3D images Image 1
Properties
Molecular formula C17H24O10
Molar mass 388.37 g mol−1
Density 1.42 g/mL
Boiling point 595.5 °C (1,103.9 °F; 868.6 K)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Secologanin is a monoterpene synthesized from geranyl pyrophosphate in the mevalonate pathway. Secologanin then proceedes with dopamine to form ipecac alkaloids.

Biosynthesis[edit]

Secologanin biosynthesis begins from geranyl pyrophosphate (GPP) taken from the mevalonate pathway used to make terpenoids. The formation of secologanin begins when GPP forms either 7-deoxyloganate or 7-deoxyloganin from some currently uncharacterized enzymes. 7-Deoxyloganate and 7-deoxyloganin can then be enzymatically reacted with NADPH to form loganate and loganin respectively. Loganate can revert to loganin by the use of an S-adenosyl methionine (SAM). Loganate and loganin can then undergo a further enzyme-catalyzed reaction to form secologanate and secologanin. Another SAM can react with secologanate to form secologanin. Secologanin is then able to proceed onto produce ipecac alkaloids.[1]

Secologanin biosynthesis

References[edit]

  1. ^ "Secologanin Biosynthesis". Retrieved 31 May 2011.