5-epi-Cinnamoylcanadensene

5-epi-Cinnamoylcanadensene

Common Name: 5-epi-Cinnamoylcanadensene

Synonyms:

CAS Registry Number:

InChI: InChI=1S/C40H52O15/c1-13-14-20(2)15-35(52-26(8)45)39(48)55-33-18-32(50-24(6)43)22(4)37(53-27(9)46)38(54-28(10)47)36-21(3)31(49-23(5)42)17-30(40(36,11)12)34(51-25(7)44)16-29(33)19-41/h13-16,30-34,38,41H,1,17-19H2,2-12H3/b20-14+,29-16+,35-15-,37-22-/t30-,31?,32?,33-,34?,38?/m0/s1

InChIKey: HRMHZOMLYPVHOH-QYSVZHSDSA-N

Formula: C39H48O13

Molecular Weight: 747.29926

Exact Mass: 747.29889

NMR Solvent: CDCl3

MHz: 500 (H), 125 (C)

Calibration: TMS

NMR references: Zhang, Z.

Sauriol, F.

Mamer, O.

Zamir, L. O. J. Nat. Prod. 2000, 63, 929

Species: T. canadensis Marsh. was collected in September 1997, at St-Jean, Quebec, Canada

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 1.73 o dd 7.4, 4
2 5.73 o dd 11.6, 4
3 5.71 o d 11.6
5 5.91 br s
6a 2.78 ddd 15.9, 12.8, 2.8
6b 2.05 o m
7 5.45 d 9.9
10 7.25 o s
13 5.27 d 9.5
14a 2.58 ddd 17.4, 9.4, 7.4
14b 2.08 o m
16 1.11 s
17 1.25 s
18 2.24 s
19 1.32 s
20a 4.65 d 12.9
20b 3.55 br d 12.9
OAc 2.19 s
OAc 2 s
OAc 1.94 s
OAc 1.82 s
CH--a 6.57 d 16.1
CH--B 7.87 d 16.1
o 7.53 m
m 7.4 m
p 7.4 m

Carbon NMR Peaks

Position PPM
1 46.8
2 70.3
3 121.7
4 137.4
5 69.5
6 35.3
7 66.7
8 124.3
9 143
10 68.4
11 136.3
12 135.7
13 70
14 26
15 36.1
16 33.1
17 24.9
18 16.8
19 12.1
20 57.4
OAc 20.3
OAc 21.1
OAc 20.6
OAc 21.1
C--O 165.4
CH--a 117.9
CH--b 145.7
Ph-1 134.2
o 127.8
m 129
p 130.4