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

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

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

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

CAS Registry Number:

InChI: InChI=1S/C25H33NO11/c1-3-12-14(7-16-13-8-18(34-2)17(28)6-11(13)4-5-26-16)15(23(32)33)10-35-24(12)37-25-22(31)21(30)20(29)19(9-27)36-25/h3,6,8,10,12,14,16,19-22,24-31H,1,4-5,7,9H2,2H3,(H,32,33)/t12-,14+,16+,19-,20-,21+,22-,24+,25+/m1/s1

InChIKey: InChIKey=XLTXRMBIJSESJQ-ONGZBVEHSA-N

Formula: C25H33N1O11

Molecular Weight: 523.53064

Exact Mass: 523.205361

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) 54
3 (CH2) 40.8
4 (CH2) 26
5 (CH) 116.3
6 (C) 147.7
7 (C) 148.6
8 (CH) 110.6
9 (C) 124.7
10 (C) 125.4
1' (CH) 96.7
3' (CH) 153.3
4' (C) 113.6
5' (CH) 34
6' (CH2) 36.8
8' (CH) 136.6
9' (CH) 46
10' (CH2) 118.9
11' (C) 175.7
1'' (CH) 100.3
2'' (CH) 74.8
3'' (CH) 78.1
4'' (CH) 71.9
5'' (CH) 78.6
6'' (CH2) 63.1
7a (CH3) 56.8