Taxuyunnanin J

Taxuyunnanin J

Common Name: Taxuyunnanin J

Synonyms: 5α-Acetoxy-10β,14β-dihydroxytaxa-4(20),11(12)-diene

CAS Registry Number: 167172-97-6

InChI: InChI=1S/C22H34O4/c1-12-9-17(24)16-10-15-13(2)19(26-14(3)23)7-8-22(15,6)11-18(25)20(12)21(16,4)5/h15-19,24-25H,2,7-11H2,1,3-6H3/t15-,16-,17+,18+,19+,22+/m1/s1

InChIKey: InChIKey=KHXOPJUQEGBFTQ-WDHPPJNLSA-N

Formula: C22H34O4

Molecular Weight: 362.5

Exact Mass: 362.2457

NMR Solvent: CDCl3

MHz: 400.0

Calibration: Referenced to CDCl3 7.24 ppm and 77.0 ppm in proton and carbon NMR respectively

NMR references: Zhang, H., Sun, H., and Takeda, Y. (1995). Four New Taxanes from the Roots of Taxus yunnanensis. J. Nat. Prod. 58, 1153–1159.

Species: Taxus

Notes: Stereochemistry at position 2 is not distinguished.

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 1.65 m
2 1.73
2 1.66
3 2.57 d 5.1
5 5.27 d 2.8
6a 1.73 m
6b 1.73 m
7α 1.16 m
7β 1.88 m
9α 1.58 dd 14.5, 5.5
9β 2.24 dd 14.4, 11.9
10 5.11 dd 11.8, 5.6
13α 2.47 d 7.1
13β 2.47 t 7.1
14 3.71 t 7.1
Me-16 1.18 s
Me-17 1.54 s
Me-18 1.92 s
Me-19 0.66 s
20a 5.1 br s
20b 4.77 d 1.2
5-OAc-CH3 2.05 s

Carbon NMR Peaks

Position PPM
1 55.9
2 26.6
3 37
4 149.7
5 76.5
6 28.1
7 34
8 38.4
9 47.7
10 67.8
11 140.4
12 132.8
13 42.7
14 71.4
15 39.5
16 31.8
17 26.2
18 21.2
19 21.7
20 112.6
5-OAc-CH3 21.7
5-OAc-C=O 169.7