(4S)-4beta-[(S)-1,2,3,4-Tetrahydro-6-methoxy-7-hydroxyisoquinoline-1-ylmethyl]-5beta-vinyl-6alpha-(6-O-alpha-D-glucopyranosyl-beta-D-glucopyranosyloxy)-5,6-dihydro-4H-pyran-3-carboxylic acid

(4S)-4beta-[(S)-1,2,3,4-Tetrahydro-6-methoxy-7-hydroxyisoquinoline-1-ylmethyl]-5beta-vinyl-6alpha-(6-O-alpha-D-glucopyranosyl-beta-D-glucopyranosyloxy)-5,6-dihydro-4H-pyran-3-carboxylic acid

Common Name: (4S)-4beta-[(S)-1,2,3,4-Tetrahydro-6-methoxy-7-hydroxyisoquinoline-1-ylmethyl]-5beta-vinyl-6alpha-(6-O-alpha-D-glucopyranosyl-beta-D-glucopyranosyloxy)-5,6-dihydro-4H-pyran-3-carboxylic acid

Synonyms: (4S)-4beta-[(S)-1,2,3,4-Tetrahydro-6-methoxy-7-hydroxyisoquinoline-1-ylmethyl]-5beta-vinyl-6alpha-(6-O-alpha-D-glucopyranosyl-beta-D-glucopyranosyloxy)-5,6-dihydro-4H-pyran-3-carboxylic acid

CAS Registry Number:

InChI: InChI=1S/C31H43NO16/c1-3-13-15(7-17-14-8-18(34)19(43-2)6-12(14)4-5-32-17)16(28(41)42)10-44-29(13)48-31-27(40)25(38)23(36)21(47-31)11-45-30-26(39)24(37)22(35)20(9-33)46-30/h3,6,8,10,13,15,17,20-27,29-40H,1,4-5,7,9,11H2,2H3,(H,41,42)/t13-,15+,17+,20-,21-,22-,23-,24+,25+,26-,27-,29+,30+,31+/m1/s1

InChIKey: InChIKey=FTLMDSQFEONTKX-XWTXEBILSA-N

Formula: C31H43N1O16

Molecular Weight: 685.671487

Exact Mass: 685.258184

NMR Solvent: CD3OD

MHz:

Calibration:

NMR references: 13C - Itoh A., Tanahashi T., Tabata M., Shikata M., Kakite M., Nagai M., Nagakura N. Phytochemistry (2001) 56, 623-30

Species:

Notes: Family : Alkaloids, Type : Isoquinolines, Group : Monoterpenoids; 13 C Spectrum from Naproc 13: José Luis López-Pérez, Roberto Therón, Esther del Olmo, David Díaz: NAPROC-13: a database for the dereplication of natural product mixtures in bioassay-guided protocols. Bioinformatics 23(23):3256-3257 (2007)

Carbon NMR Peaks

Position PPM
1 (CH) 53.9
3 (CH2) 41.4
4 (CH2) 26.2
5 (CH) 112.8
6 (C) 149
7 (C) 146.7
8 (CH) 114
9 (C) 125.9
10 (C) 124.4
1' (CH) 97
3' (CH) 152.9
4' (C) 114.4
5' (CH) 33.8
6' (CH2) 36.3
8' (CH) 136.5
9' (CH) 46.2
10' (CH2) 119.2
11' (C) 175.9
1'' (CH) 100.4
2'' (CH) 74.8
3'' (CH) 78.1
4'' (CH) 71.9
5'' (CH) 76.5
6'' (CH2) 69.9
1''' (CH) 99.8
2''' (CH) 73.7
3''' (CH) 75.4
4''' (CH) 71.6
5''' (CH) 73.8
6''' (CH2) 62.6
6a (CH3) 56.4