Wilfortrine

Wilfortrine

Common Name: Wilfortrine

Synonyms: 3-Furancarboxylic acid, (8R,9R,10R,11S,12R,13R,14R,15S,21S,22S,23R)-10,13,22,23-tetrakis(acetyloxy)-12-[(acetyloxy)methyl]-7,8,9,10,12,13,14,15,17,18,19,20-dodecahydro-18,21-dihydroxy-8,18,21- trimethyl-5,17-dioxo-8,11-epoxy-9,12-ethano-11,15-methano-5H,11H-[1,9]dioxacyclooctadecino[4,3-b]pyridin-14-yl ester; wilfortrin

CAS Registry Number: 37239-48-8

InChI: InChI=1S/C41H47NO20/c1-19(43)54-18-40-32(58-22(4)46)28(56-20(2)44)27-30(57-21(3)45)41(40)39(8,52)31(29(33(40)59-23(5)47)60-34(48)24-12-15-53-16-24)61-36(50)37(6,51)13-11-26-25(10-9-14-42-26)35(49)55-17-38(27,7)62-41/h9-10,12,14-16,27-33,51-52H,11,13,17-18H2,1-8H3/t27-,28-,29+,30-,31+,32-,33+,37?,38+,39+,40-,41+/m1/s1

InChIKey: InChIKey=JOKOHWLSQAZHFX-MIFXYLFUSA-N

Formula: C41H47N1O20

Molecular Weight: 873.80658

Exact Mass: 873.269143

NMR Solvent: CDCl3

MHz: 500 (1H)

Calibration: TMS

NMR references: 1H - Wu, D. (1986) Application of "COSY" spectra to the identification and complete assignment of the 1H of the alkaloids from Tripterygium hypoglaucum. Acta Botanica Yunnanica 8, 343-354.

Species: Tripterygium hypoglaucum - Wu, D. (1986) Application of "COSY" spectra to the identification and complete assignment of the 1H of the alkaloids from Tripterygium hypoglaucum. Acta Botanica Yunnanica 8, 343-354.

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 5.69 d 3.5
2 5.35 dd 3.5, 2.5
3 5.02 d 2.5
6 6.92 s
7 2.37 d 4
8 5.53 dd 6, 4
9 5.39 d 6
11 (alpha) 5.55 d 13.5
11 (beta) 4.31 d 13.5
15 (alpha) 5.83 d 12
15 (beta) 3.74 d 12
12 (methyl) 1.62 s
14 (methyl) 1.64 s
10' (methyl) 1.48 s
2' 8.69 dd 5, 1.5
2" 8.25 s
4' 8.13 dd 8, 1.5
2" 7.49 dd 2, 1.5
3' 7.21 dd 8, 5
5" 6.83 dd 2, 2
7' (alpha) 4.05 ddd 14, 9, 5
7' (beta) 2.87 ddd 14, 7, 5
8' (alpha) 2.5 ddd 14, 7, 5
8' (beta) 2.23 ddd 14, 7, 5
OAc (position unknown) 2.25 s
OAc (position unknown) 2.21 s
OAc (position unknown) 2.2 s
OAc (position unknown) 1.98 s
OAc (position unknown) 1.87 s