Secoiridoids
Secologanin , the parent compound of the secoiridoids
Oleuropein , a glycosylated secoiridoid
Secoiridoids are special forms of iridoids . They differ in a cleavage of the cyclopentane ring , which leaves them only with a heterocyclic six-membered ring. The cleavage can be used for further synthesis, so that two six-membered rings are formed. The parent compound of the secoiridoids is secologanin , which is a key compound in the biosynthesis of most indole alkaloids , the china , ipecacuanha and pyrroloquinoline alkaloids as well as simple monoterpene alkaloids .
| Common name | Molecular formula | relative molar mass (M r ) |
Melting point |
Specific rotation angle [α] D in ° · ml · dm -1 · g -1 (solvent) |
CAS number |
|---|---|---|---|---|---|
| Secologanin (loniceroside) | C 17 H 24 O 10 | 388.37 | amorphous | −105 (methanol) | 19351-63-4 |
| Secologanic acid | C 16 H 22 O 10 | 374.34 | amorphous | 60077-46-5 | |
| Vogeloside | C 17 H 24 O 10 | 388.37 | amorphous | 60077-47-6 | |
| Sverosid | C 16 H 22 O 9 | 358.35 | amorphous | −236 (water) | 14215-86-2 |
| Swertiamarin (Swertiamaroside) | C 16 H 22 O 10 | 374.34 | 113-114 ° C | −127 (ethanol) | 17388-39-5 |
| Eustomoside | C 16 H 22 O 11 | 390.34 | amorphous | −123 (methanol) | 74213-75-5 |
| Eustomorussid | C 16 H 24 O 12 | 408.36 | amorphous | −73 (methanol) | 74213-77-7 |
| Secoxyloganin | C 17 H 24 O 11 | 404.37 | 58822-47-2 |
Individual evidence
- ↑ a b entry on secoiridoids. In: Römpp Online . Georg Thieme Verlag, accessed on June 10, 2015.