Lambertianin C
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| IUPAC name
(1R,2S,19R,20S,22R)-36-[5-({[(1R,2S,19R,20S,22R)-36-[5-({[(1R,2S,19R,20S,22R)-7,8,9,12,13,14,28,29,30,33,34,35-dodecahydroxy-4,17,25,38-tetraoxo-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.0²,¹⁹.0⁵,¹⁰.0¹¹,¹⁶.0²⁶,³¹.0³²,³⁷]nonatriaconta-5,7,9,11,13,15,26,28,30,32,34,36-dodecaen-20-yl]oxy}carbonyl)-2,3-dihydroxyphenoxy]-7,8,9,12,13,14,28,29,30,33,34,35-dodecahydroxy-4,17,25,38-tetraoxo-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.0²,¹⁹.0⁵,¹⁰.0¹¹,¹⁶.0²⁶,³¹.0³²,³⁷]nonatriaconta-5,7,9,11,13,15,26,28,30,32,34,36-dodecaen-20-yl]oxy}carbonyl)-2,3-dihydroxyphenoxy]-7,8,9,12,13,14,28,29,30,33,34,35-dodecahydroxy-4,17,25,38-tetraoxo-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.0²,¹⁹.0⁵,¹⁰.0¹¹,¹⁶.0²⁶,³¹.0³²,³⁷]nonatriaconta-5,7,9,11,13,15,26,28,30,32,34,36-dodecaen-20-yl 3,4,5-trihydroxybenzoate[1] | |
| Identifiers | |
3D model (JSmol) |
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PubChem CID |
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| Properties | |
| C123H80O78 | |
| Molar mass | 2805.915 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Lambertianin C is an ellagitannin.
Natural occurrence
Lambertianin C can be found in Rubus species such as Rubus lambertianus,[3] in cloudberries (Rubus chamaemorus)[4] and in red raspberries (Rubus idaeus).[5]
Chemistry
Lambertianin C is trimer of casuarictin linked by sanguisorbic acid ester groups between glucopyranose moieties.[3] It contributes to the antioxidant capacity of raspberries.[6]
References
- "Showing Compound Lambertianin C (FDB000234)". FooDB. 2015-07-20.
- "Lambertianin C". PubChem. 2017-07-29.
- Tanaka, T.; Tachibana, H.; Nonaka, G.; Nishioka, I.; Hsu, F. L.; Kohda, H.; Tanaka, O. (1993). "Tannins and related compounds. CXXII. New dimeric, trimeric and tetrameric ellagitannins, lambertianins A-D, from Rubus lambertianus Seringe". Chemical and Pharmaceutical Bulletin. 41 (7): 1214–1220. doi:10.1248/cpb.41.1214. PMID 8374992.
- Kähkönen, M.; Kylli, P.; Ollilainen, V.; Salminen, J. P.; Heinonen, M. (2012). "Antioxidant Activity of Isolated Ellagitannins from Red Raspberries and Cloudberries". Journal of Agricultural and Food Chemistry. 60 (5): 1167–1174. doi:10.1021/jf203431g. PMID 22229937.
- Mullen, W.; Stewart, A. J.; Lean, M. E.; Gardner, P.; Duthie, G. G.; Crozier, A. (2002). "Effect of freezing and storage on the phenolics, ellagitannins, flavonoids, and antioxidant capacity of red raspberries". Journal of Agricultural and Food Chemistry. 50 (18): 5197–5201. doi:10.1021/jf020141f. PMID 12188629.
- Borges, G.; Degeneve, A.; Mullen, W.; Crozier, A. (2010). "Identification of Flavonoid and Phenolic Antioxidants in Black Currants, Blueberries, Raspberries, Red Currants, and Cranberries†". Journal of Agricultural and Food Chemistry. 58 (7): 3901–3909. doi:10.1021/jf902263n. PMID 20000747.
External links
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