2'-​Hydroxytaxine II

2'-​Hydroxytaxine II

Common Name: 2'-​Hydroxytaxine II

Synonyms: Taxine NA-​1

CAS Registry Number: 189956-94-3

InChI: InChI=1S/C37H49NO10/c1-19-26(42)18-25-32(45-21(3)39)29-20(2)27(48-35(44)31(43)30(38(9)10)24-14-12-11-13-15-24)16-17-37(29,8)34(47-23(5)41)33(46-22(4)40)28(19)36(25,6)7/h11-15,25,27,29-34,43H,2,16-18H2,1,3-10H3/t25-,27-,29-,30-,31+,32+,33+,34-,37+/m0/s1

InChIKey: InChIKey=VOMHMJTXSVWBOE-MYSYOJMRSA-N

Formula: C37H49N1O10

Molecular Weight: 667.79

Exact Mass: 667.3356

NMR Solvent: CDCl3

MHz: 500.0

Calibration: Not mentioned in reference.

NMR references: Ando, M., Sakai, J., Zhang, S., Watanabe, Y., Kosugi, K., Suzuki, T., and Hagiwara, H. (1997). A New Basic Taxoid from Taxus cuspidata. J. Nat. Prod. 60, 499–501.

Species: Taxus

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
1 2.19 m
2 5.49 dd 6.6, 2.2
3 3.04 br d 6.6
5 4.98 dd 3, 3
6a 1.47 m
6b 1.04 m
7a 1.62 m
7b 1.5 m
9 5.85 d 10.3
10 6.01 d 10.3
14β 2.81 dd 20, 6.8
14α 2.36 d 20
16 1.15 s
17 1.74 s
18 2.33 s
19 0.83 s
20 5.26 br s
20 4.8 br s
OAc 2.05
OAc 2.059
OAc 2.062
2' 4.39 d 9.5
3' 3.67 d 9.5
o-Ph 7.21 m
m-Ph 7.32 m
NMe2 2.29 s

Carbon NMR Peaks

Position PPM
1 48.64
2 69.44
3 43.27
4 141.02
5 78.2
6 27.78
7 27.5
8 44.43
9 75.78
10 73.35
11 150.43
12 137.82
13 199.27
14 35.82
15 37.5
16 37.39
17 25.12
18 14.26
19 17.52
20 118.34
OAc 169.78
OAc 169.78
OAc 169.48
OAc 21.4
OAc 20.89
OAc 20.68
1' 171.91
2' 70.44
3' 71.49
q-Ph 133
o-Ph 129.85
m-Ph 127.86
p-Ph 128.09
NMe2 41.15