Gein (chemical compound)

Structural formula
General
Surname	Ok
other names	Geoside; (2 S , 3 R , 4 S , 5 S , 6 R ) -2- (2-Methoxy-4-prop-2-enylphenoxy) -6 - {[(2 S , 3 R , 4 S , 5 S ) -3,4,5-trihydroxyoxan-2-yl] oxymethyl} oxane-3,4,5-triol;
Molecular formula	C 21 H 30 O 11
External identifiers / databases
PubChem	25087713
Wikidata	Q57958221
properties
Molar mass	458.46 g · mol -1
Melting point	146-147 ° C
safety instructions
GHS hazard labeling ; no classification available
GHS hazard labeling ; no classification available
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Gein (pronunciation: Ge-in , synonym: geoside ) is a chemical compound . It is a glycoside of eugenol .

Occurrence

Common clove root ( Geum urbanum )

Gein could be isolated from the common carnation root ( Geum urbanum ). It occurs in all parts of the plant. Gein is believed to be a by-product of lignin biosynthesis .

Structure and properties

Gein represents the vicianoside (glycoside with glucose and arabinose ) of eugenol. Gein is split into eugenol and the disaccharide vicianose by the enzyme gease . For this reason, steam distillation produces an essential oil , which mainly consists of eugenol, after brief maceration of crushed root parts . The specific angle of rotation of an aqueous solution of Gein is −53 ° to −54.4 °.

Individual evidence

↑ ^a ^b ^c Walter Karrer: Constitution and occurrence of organic plant substances. Springer-Verlag, 1958, ISBN 978-3-034-86808-2 , p. 81.
↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
↑ R. Hegnauer: About the glycoside Gein (= geoside) in the genus Geum . In: Phyton , 5, 1954, pp. 194-203, PDF .
↑ ^a ^b R. Hegnauer: Chemotaxonomie der Pflanzen, Volume 6. Springer-Verlag, 1973, ISBN 978-3-034-89379-4 , p. 108.
↑ YPS Bajaj: Medicinal and Aromatic Plants V. Springer Science & Business Media, 2012, ISBN 978-3-642-58062-8 , p. 134.
↑ Rudolf Hänsel: Hager's Handbook of Pharmaceutical Practice, Volume 5. Springer-Verlag, 1993, ISBN 978-3-642-57993-6 , p. 260.

[Karrer_1958-1] Walter Karrer: Constitution and occurrence of organic plant substances. Springer-Verlag, 1958, ISBN 978-3-034-86808-2 , p. 81.

[NV-2] This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.

[Hegnauer-3] R. Hegnauer: About the glycoside Gein (= geoside) in the genus Geum . In: Phyton , 5, 1954, pp. 194-203, PDF .

[Hegnauer_1973-4] R. Hegnauer: Chemotaxonomie der Pflanzen, Volume 6. Springer-Verlag, 1973, ISBN 978-3-034-89379-4 , p. 108.

[Bajaj-5] YPS Bajaj: Medicinal and Aromatic Plants V. Springer Science & Business Media, 2012, ISBN 978-3-642-58062-8 , p. 134.

[Hänsel-6] Rudolf Hänsel: Hager's Handbook of Pharmaceutical Practice, Volume 5. Springer-Verlag, 1993, ISBN 978-3-642-57993-6 , p. 260.