Triptocallic acid C

Triptocallic acid C

Common Name: Triptocallic acid C

Synonyms: 3alpha, 22alpha-Dihydroxyolean-12-en-29-oic acid; 3beta-hydroxy-D:B friedoolean-5beta, 6beta-epoxy-29-oic acid

CAS Registry Number:

InChI: InChI=1S/C30H48O4/c1-24(2)21(31)9-8-18-27(5)13-15-29(7)20-17-26(4,23(32)33)11-10-25(20,3)12-14-28(29,6)19(27)16-22-30(18,24)34-22/h18-22,31H,8-17H2,1-7H3,(H,32,33)/t18?,19?,20?,21?,22?,25-,26-,27+,28-,29+,30?/m1/s1

InChIKey: InChIKey=ICXWWEDNOSYVIP-JXDUNESOSA-N

Formula: C30H48O4

Molecular Weight: 472.69972

Exact Mass: 472.35526

NMR Solvent: C5D5N

MHz: 400 (1H), 100 (13C)

Calibration: TMS

NMR references: Nakano, K., Oose, Y., Masuda, Y., Kamada, H., Takaishi, Y. (1997) A Novel Epoxy-Triterpene and Nortriterpene from Callus Cultures of Tripterygium wilfordii. Phytochemistry. 46, 1179-1182.

Species: Tripterygium wilfordii var. regelii - Nakano, K., Oose, Y., Masuda, Y., Kamada, H., Takaishi, Y. (1997) A Novel Epoxy-Triterpene and Nortriterpene from Callus Cultures of Tripterygium wilfordii. Phytochemistry. 46, 1179-1182.

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1-beta 2.19 ddd 3.42, 12.7, 13
2-alpha 1.9 br td 13.67
2-beta 2.01 dd 2.93, 13.67
3 3.68 br s
6 3.13 dd 4.88
10 1.72 dd 2.93, 12.69
18 1.58 br d 7.33
19-beta 2.7 br d 15.63
21-beta 2.58 br dt 14.16
22-alpha 2.41 br dt 3.42, 13.67
CH3 (position unknown) 0.88 s
CH3 (position unknown) 1.03 s
CH3 (position unknown) 1.04 s
CH3 (position unknown) 1.07 s
CH3 (position unknown) 1.11 s
CH3 (position unknown) 1.21 s
CH3 (position unknown) 1.44 s

Carbon NMR Peaks

Position PPM
1 18.3
2 30.3
3 76
4 39.1
5 64.9
6 52.2
7 21.9
8 45.1
9 35.1
10 49.3
11 35.3
12 29.4
13 39.6
14 39.3
15 29.3
16 36.8
17 30.6
18 45
19 30.7
20 40.7
21 30.5
22 36.9
23 25.4
24 20.9
25 18.3
26 15.9
27 17.8
28 31.9
29 32.8
30 182.7