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CAS Registry Number: 899428-76-3
Taxonomy: Physicochemical and Biological Properties of Phytoecdysteroids – Phytoecdysteroids and Their Conjugates
Biological sources: Serratula coronata [1]
C29H46O7: 506.3243
1 H NMR (500 MHz, J/Hz, D2O): 1.38 (m, Ha-1), 2.48 (dd, J = 13.5, 4.0, He-1), 4.09 (m, Ha-2), 4.09 (m, He-3), 1.74 (t, Ha-4), 1.74 (t, He-4), 2.32 (m, H-5), 5.98 (d, J = 2.5, H-7), 3.11 (br d, J = 8.5, H-9), 4.20 (m, Ha-11), 2.02 (m, Ha-12), 2.18 (m, He-12), 1.67 (m, Ha-15), 2.05 (m, Hb-15), 1.95 (m, Ha-16), 1.80 (m, Hb-16), 2.31 (m, H-17), 0.84 (s, CH3-18), 1.09 (s, CH3-19), 1.24 (s, CH3-21), 3.83 (m, H-22), 1.56 (m, Ha-23), 1.36 (m, Hb-23), 1.53 (m, Ha-24), 1.30 (m, Hb-24), 1.60 (m, H-25), 0.90 (d, J = 6.9, CH3-26), 0.91 (d, J = 6.9, CH3-27), Other: –OC(CH3)O: 1.38 (d, J = 5.0), OCHO: 5.15 (q, J = 5.0) [1]
13 C NMR (125 MHz, D2O) [1]:
Table 1
C-1 | 38.8 (t) | C-11 | 69.9 (d) | C-21 | 24.1 (q) |
2 | 68.8 (d) | 12 | 22 | ||
3 | 68.8 (d) | 13 | 47.9 (s) | 23 | |
4 | 14 | 86.4 (s) | 24 | 37.4 (t) | |
5 | 52.4 (d) | 15 | 25 | 29.1 (d) | |
6 | 16 | 26 | 23.5 (q) | ||
7 | 123.4 (d) | 17 | 51.7 (d) | 27 | 23.5 (q) |
8 | 18 | 19.1 (q) | COCH3 | 21.7 (q) | |
9 | 38.8 (d) | 19 | 24.8 (q) | OCO | 102.2 (d) |
10 | 42.3 (s) | 20 | 87.3 (s) |
Pharm./Biol.: Drosophila melanogaster BII bioassay: EC50 = 6.2 × 10−7M [1].
References
V.N. Odinokov, S. Kumpun, I.V. Galyautdinov, N. Edvard-Todeschi, N.A. Veskina, L.M. Khalilov, J.P. Girault, L. Dinan, R. Lafont, Coll. Czech. Chem. Comm. 70, 2038 (2005)
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(2013). Ajugasterone C-20,22-O-R-Ethylidene. In: Azimova, S.S. (eds) Natural Compounds. Springer, New York, NY. https://doi.org/10.1007/978-1-4614-0543-6_69
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