Pristimerin

Pristimerin

Common Name: Pristimerin

Synonyms: Celastrol-methylether; Pristimerine; 24-Nor-D:A-friedooleana-1(10),3,5,7-tetraen-29-oic acid, 3-hydroxy-2-oxo-, methyl ester; (9β,13α,14β,20α)-3-Hydroxy-9,13-dimethyl-2-oxo-24,25,26-trinoroleana-1(10),3,5,7-tetraen-29-oic acid methyl ester

CAS Registry Number: 1258-84-0

InChI: InChI=1S/C30H42O4/c1-18-19-8-9-22-28(4,20(19)16-21(31)24(18)32)13-15-30(6)23-17-27(3,25(33)34-7)11-10-26(23,2)12-14-29(22,30)5/h8-9,20,23,32H,10-17H2,1-7H3/t20?,23-,26-,27-,28+,29-,30+/m1/s1

InChIKey: InChIKey=SMYCYEXFRJMQLW-NZKKGDKOSA-N

Formula: C30H40O4

Molecular Weight: 464.6362

Exact Mass: 464.29266

NMR Solvent: CDCl3

MHz: 500 (1H), 125 (13C)

Calibration:

NMR references: Lee B.W., Seo W.D., Gal S.W., Yang M.S., and Park K.H. (2004) Quinone methide triterpenes from Tripterygium regelii. Agric. Chem. Biotechnol. 47, 77-80.

Species: Tripterygium regelii (stem bark) - Lee B.W., Seo W.D., Gal S.W., Yang M.S., and Park K.H. (2004) Quinone methide triterpenes from Tripterygium regelii. Agric. Chem. Biotechnol. 47, 77-80;

Notes: 1H-NMR signal assignments based on various 2D-NMR experiments

Proton NMR Peaks

Position PPM Peak Type J (Hz)
27 0.53 s
22a 0.97 m
28 1.1 s
29 1.17 s
26 1.24 s
21a 1.37 m
25 1.45 s
16a 1.48 m
15a 1.53 m
18 1.58 m
15b 1.64 m
12a 1.67 m
19a 1.69 m
12b 1.78 m
11a 1.82 m
16b 1.86 m
22b 2.05 ddd 10, 10, 4
11b 2.17 m
23 2.2 s
21b 2.21 m
19b 2.43 d 15.8
OCH3 3.55 s
7 6.34 d 7.2
1 6.52 s
6 7.01 d 7.1

Carbon NMR Peaks

Position PPM
1 120
2 179
3 146
4 118
5 127
6 134
7 119
8 170
9 43
10 165
11 34
12 30
13 40
14 45
15 29
16 37
17 31
18 45
19 31
20 45
21 31
22 41
23 11
25 39
26 22
27 19
28 32
29 33
30 179
OCH3 52