CAS Registry Number: 190519-40-5

Taxonomy: Physicochemical and Biological Properties of Phytoecdysteroids – Phytoecdysteroids and Their Conjugates

Biological sources: Paxillis atrotomentosus [1, 2]

C28H44O7: 492.3087

IR (KBr) νmax cm−1: 3406, 1657, 1061 [2]

EI-MS m/z: 456 [M-2H2O]+ (1), 438 (2), 423 (1), 409 (1), 395 (1), 367 (2), 343 (7), 325 (8), 309 (5), 300 (25), 285 (25), 267 (21), 185 (13), 171 (17), 157 (15), 139 (13), 129 (17), 118 (33), 83 (45), 71 (43), 55 (53), 43 (100) [2]

FAB-MS m/z: 515 [M + Na]+ (8), 493 [M + H]+ (10), 475 (35), 457 (7), 439 (3), 316 (10), 299 (8), 283 (8), 281 (8), 250 (58), 231 (11), 213 (13), 133 (55), 115 (35), 105 (33), 91 (60), 83 (87), 71 (55), 55 (100) [2]

HR-MS m/z: for C28H45O7 [M + H]+ calcd. 493.3165, found 493.3261 [2]

1 H NMR (500 MHz, J/Hz, CD3OD):1.38 (dd, J = 12.8, 12.0, Ha-1), 2.59 (dd, J = 12.8, 4.2, He-1), 4.01 (ddd, J = 11.7, 4.0, 3.3, Ha-2), 3.96 (q, J = 2.9, He-3), 1.78 (dt, J = 13.5, 13.5, 2.4, Ha-4), 1.69 (dt, J = 14.0, 3.6, 3.6, He-4), 2.34 (dd, J = 13.0, 4.0, H-5), 5.81 (dd, J = 2.7, 1.0, H-7), 3.16 (dd, J = 9.0, 2.7, H-9), 4.10 (ddd, J = 10.7, 8.7, 6.0, Ha-11), 2.25 (dd, J = 12.0, 11.0, Ha-12), 2.14 (dd, J = 12.2, 5.8, He-12), 1.96 (m, Ha-15), 1.62 (m, Hb-15), 1.96 (m, Ha-16), 1.96 (m, Hb-16), 2.49 (dd, J = 9.5, 8.5, H-17), 0.843 (s, CH3-18), 1.055 (s, CH3-19), 1.306 (s, CH3-21), 2.85 (d, J = 2.4, H-22), 2.72 (dd, J = 7.8, 2.4, H-23), 1.12 (m, H-24), 1.68 (m, H-25), 0.987 (d, J = 6.8, CH3-26), 0.962 (d, J = 6.8, CH3-27), 0.987 (d, J = 6.8, CH3-28) [2]

13 C NMR (125.7 MHz, CD3OD) [2]:

Table 1

C-1

39.09

C-11

69.47

C-21

24.01

2

68.95

12

43.52

22

66.75

3

68.58

13

 

23

59.93

4

33.30

14

84.69

24

43.11

5

52.78

15

31.84

25

34.42

6

206.71

16

21.88

26

20.85

7

122.71

17

54.26

27

19.90

8

165.70

18

18.75

28

13.94

9

42.96

19

24.60

  

10

39.89

20

72.80

  

Pharm./Biol.: Drosophila melanogaster BII bioassay: EC50 = 6.5 × 10−6M [3].