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Chemical Compound Review:

Loganin methyl(1R,2S,6S,8S,9R)-8- hydroxy-9-methyl...

Synonyms: Loganoside, SureCN307017, CHEMBL1081584, BSPBio_003350, KBioGR_002535, ...

Katano, N. et al., Li, X. et al., Garcia, J. et al., Arigoni, D., Yamamoto, H. et al., et al.

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High impact information on Loganin

In the cultures of TABERNAEMONTANA DIVARICATA loganin, tryptophan, and tryptamine accumulated [1].
From flowers and leaves of GENTIANA PEDICELLATA (Gentianaceae), two new iridoids, 4'- P-coumaroyl loganic acid and 4'- P-coumaroyl loganin, have been isolated along with the known iridoid, loganic acid [2].
HPLC study of tissue distribution of loganin in rats [3].
It was indicated that kidney was the major distribution tissue of loganin in rats, and that loganin had difficulty in crossing the blood-brain barrier [3].
The activity of 7-deoxyloganin 7-hydroxylase, an enzyme catalyzing the conversion of 7-deoxyloganin into loganin, was detected in a microsomal preparation from the cell suspension cultures of Lonicera japonica [4].

Biological context of Loganin

With this powerful tool inversion mechanisms were detected for the methylations on sulphur, oxygen and carbon atoms in the biosynthesis of methionine, loganin and cyanocobalamin, respectively [5].

Associations of Loganin with other chemical compounds

Secologanin synthase which catalyzes the oxidative cleavage of loganin into secologanin is a cytochrome P450 [6].

References

Analysis of several iridoid and indole precursors of terpenoid indole alkaloids with a single HPLC run. Dagnino, D., Schripsema, J., Verpoorte, R. Planta Med. (1996) [Pubmed]
4'-P-Coumaroyl Iridoid Glucosides from Gentiana pedicellata. Garcia, J., Chulia, A.J. Planta Med. (1987) [Pubmed]
HPLC study of tissue distribution of loganin in rats. Li, X., Wang, Q., Zhang, L., Xu, L., Yin, W. Biomed. Chromatogr. (2006) [Pubmed]
7-Deoxyloganin 7-hydroxylase in Lonicera japonica cell cultures. Katano, N., Yamamoto, H., Iio, R., Inoue, K. Phytochemistry (2001) [Pubmed]
Stereochemical studies of enzymic C-methylations. Arigoni, D. Ciba Found. Symp. (1977) [Pubmed]
Secologanin synthase which catalyzes the oxidative cleavage of loganin into secologanin is a cytochrome P450. Yamamoto, H., Katano, N., Ooi, A., Inoue, K. Phytochemistry (2000) [Pubmed]

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