19-​Hydroxy-​13-​oxobaccatin III

19-​Hydroxy-​13-​oxobaccatin III

Common Name: 19-​Hydroxy-​13-​oxobaccatin III

Synonyms:

CAS Registry Number: 162613-79-8

InChI: InChI=1S/C31H36O12/c1-15-19(35)12-31(39)26(42-27(38)18-9-7-6-8-10-18)24-29(13-32,20(36)11-21-30(24,14-40-21)43-17(3)34)25(37)23(41-16(2)33)22(15)28(31,4)5/h6-10,20-21,23-24,26,32,36,39H,11-14H2,1-5H3/t20-,21+,23+,24-,26-,29+,30-,31+/m0/s1

InChIKey: InChIKey=ZHZHEIMQSMKZHA-KSGSGGQMSA-N

Formula: C31H36O12

Molecular Weight: 600.61

Exact Mass: 600.2207

NMR Solvent: CDCl3

MHz: 270.0

Calibration: Not mentioned in reference.

NMR references: Kitagawa, I., Mahmud, T., Kobayashi, M., Roemantyo, and Shibuya, H. (1995). Taxol and Its Related Taxoids from the Needles of Taxus Sumatrana. Chemical & Pharmaceutical Bulletin 43, 365–367.

Species: Taxus

Notes: Methyl signals at position 16, 17, and 18 are and aromatic proton are missing from proton NMR data. Coupling constants were not accurately calculated.

Proton NMR Peaks

Position PPM Peak Type J (Hz)
2 6.44 d 7
3 3.92 d 7
5 5 br d 8
7 4.45 m
10 6.53 s
14a 2.65 d 20
14b 2.93 d 20
19 4.71 12.5
20α 4.41 d 8
20β 4.24 d 8

Carbon NMR Peaks

Position PPM
1 79
2 73.5
3 45.8
4 80.3
5 84.2
6 36.3
7 72.3
8 61.9
9 203.4
10 76.5
11 152
12 141.5
13 198
14 41.9
15 43.6
16 18.6
17 33.1
18 13.9
19 60
20 76
4-OCOCH3 20.8
10-OCOCH3 21.7
2-OCOC6H5(meta) 128.7
2-OCOC6H5(quaternary) 128.8
2-OCOC6H5(ortho) 130.1
2-OCOC6H5(para) 133.9
2-OCOC56H5 167.1
4-OCOCH3 170.2
10-OCOCH3 170.2