Licoricesaponin G2
From Metabolomics.JP
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{{Metabolite | {{Metabolite | ||
| − | |SysName=( | + | |SysName=(3beta,4beta,20beta)-20-Carboxy-23-hydroxy-11-oxo-30-norolean-12-en-3-yl 2-O-beta-D-glucopyranuronosyl-beta-D-glucopyranosiduronic acid |
| − | |Common Name=&&30-Noroleanane | + | |Common Name=&&Licoricesaponin G2&&30-Noroleanane beta-D-glucopyranosiduronic acid deriv.&&24-Hydroxyglycyrrhizin&&Saponin G2 from licorice&& |
|CAS=118441-84-2 | |CAS=118441-84-2 | ||
|KNApSAcK= | |KNApSAcK= | ||
}} | }} | ||
| + | [[Glycyrrhizae Radix LC-MS]] | ||
| + | |||
==Mass Spectral Data== | ==Mass Spectral Data== | ||
| + | |||
| + | |||
| + | |||
| + | ==Spectroscopic Data== | ||
| + | |||
| + | {| class="wikitable" style="width:80%" | ||
| + | |||
| + | '''Free acid''' | ||
| + | |- | ||
| + | | '''M.P.'''<sup>1</sup> || 229 - 230 °C | ||
| + | |- | ||
| + | | '''IR''' (KBr)<sup>2</sup>|| 3500-3000 (br), 2910, 1720, 1648, 1385, 1040 cm<sup>-1</sup> | ||
| + | |- | ||
| + | | '''<sup>1</sup>H-NMR''' (C<sub>5</sub>D<sub>5</sub>N, 500 MHz)<sup>2</sup>|| 0.78 (s, CH<sub>3</sub>), 1.05 (s, CH<sub>3</sub>), 1.20 (s, CH<sub>3</sub>), 1.34 (s, CH<sub>3</sub>), 1.43 (s, CH<sub>3</sub>), 1.48 (s, CH<sub>3</sub>), 2.99 (brd, ''J''=''ca.'' 14.0 Hz, H-18), 3.52 (dd, ''J''=4.8, 11.0 Hz, H-3), 4.58 (d, ''J''=10.6 Hz, H-24A), 4.68 (d, ''J''=10.6 Hz, H-24B), 5.64 (d, ''J''=7.0 Hz, H-1 of GlcUA II), 5.94 (s, H-12) | ||
| + | |- | ||
| + | | '''<sup>13</sup>C-NMR''' (C<sub>5</sub>D<sub>5</sub>N, 22.5MHz)<sup>2</sup>|| 63.1 (C-24), 104.4, 104.9 (C-1 of Glc-I and C-1 of GlcII) | ||
| + | |} | ||
| + | {| class="wikitable" style="width:80%" | ||
| + | '''Trimethyl ester''' | ||
| + | |- | ||
| + | | '''M.P.'''<sup>1</sup> || 176 - 178 °C | ||
| + | |- | ||
| + | | '''IR''' (KBr)<sup>1</sup>|| 3367, 1720, 1648 cm<sup>-1</sup> | ||
| + | |- | ||
| + | | '''<sup>1</sup>H-NMR''' (C<sub>5</sub>D<sub>5</sub>N, 500 MHz)<sup>1</sup>|| 4.94 (d, ''J''=7.9 Hz, H-1 of Glc I), 5.56 (d, ''J''=7.6 Hz, H-1 of Glc II) | ||
| + | |- | ||
| + | | '''<sup>13</sup>C-NMR''' (C<sub>5</sub>D<sub>5</sub>N, 22.5MHz)<sup>2</sup>|| C-3) 89.9, (11) 198.9, (12) 128.6, (13) 168.7, (18) 44.2, (22) 38.2, (24) 63.1, (29) 28.0, (30) 176.5 '''GlcUA I''' (1) 104.1, (2) 81.9, (3) 75.2, (4) 72.2, (5) 77.2, (6) 169.6 '''GlcUA II''' (1)105.6, (2) 76.5, (3) 76.8, (4) 72.2, (5) 77.2, (6) 169.6 | ||
| + | |} | ||
| + | <small>1) M. Yoshikawa et al., Chem.Pharm.Bull., 39, 244 (1991). 2) M. Yoshikawa et al., Chem.Pharm.Bull., 41, 1337 (1993).</small> | ||
Latest revision as of 12:12, 9 February 2010
Upper classes
| IDs and Links | |
|---|---|
| LipidBank | [1] |
| LipidMaps | [2] |
| CAS | 118441-84-2 |
| KEGG | {{{KEGG}}} |
| KNApSAcK | |
| CDX file | |
| MOL file | Licoricesaponin G2.mol |
| Licoricesaponin G2 | |
|---|---|
| |
| Structural Information | |
| Systematic Name | (3beta,4beta,20beta)-20-Carboxy-23-hydroxy-11-oxo-30-norolean-12-en-3-yl 2-O-beta-D-glucopyranuronosyl-beta-D-glucopyranosiduronic acid |
| Common Name |
|
| Symbol | |
| Formula | C42H62O17 |
| Exact Mass | 838.398700558 |
| Average Mass | 838.93148 |
| SMILES | CC(C71)(CCC(C7=6)(C(C(C(C6)=O)2)(CCC(C(C)3CO)C2(C) |
| Physicochemical Information | |
| Melting Point | |
| Boiling Point | |
| Density | |
| Optical Rotation | |
| Reflactive Index | |
| Solubility | |
| Spectral Information | |
| Mass Spectra | |
| UV Spectra | |
| IR Spectra | |
| NMR Spectra | |
| Chromatograms | |
[edit] Mass Spectral Data
[edit] Spectroscopic Data
| M.P.1 | 229 - 230 °C |
| IR (KBr)2 | 3500-3000 (br), 2910, 1720, 1648, 1385, 1040 cm-1 |
| 1H-NMR (C5D5N, 500 MHz)2 | 0.78 (s, CH3), 1.05 (s, CH3), 1.20 (s, CH3), 1.34 (s, CH3), 1.43 (s, CH3), 1.48 (s, CH3), 2.99 (brd, J=ca. 14.0 Hz, H-18), 3.52 (dd, J=4.8, 11.0 Hz, H-3), 4.58 (d, J=10.6 Hz, H-24A), 4.68 (d, J=10.6 Hz, H-24B), 5.64 (d, J=7.0 Hz, H-1 of GlcUA II), 5.94 (s, H-12) |
| 13C-NMR (C5D5N, 22.5MHz)2 | 63.1 (C-24), 104.4, 104.9 (C-1 of Glc-I and C-1 of GlcII) |
| M.P.1 | 176 - 178 °C |
| IR (KBr)1 | 3367, 1720, 1648 cm-1 |
| 1H-NMR (C5D5N, 500 MHz)1 | 4.94 (d, J=7.9 Hz, H-1 of Glc I), 5.56 (d, J=7.6 Hz, H-1 of Glc II) |
| 13C-NMR (C5D5N, 22.5MHz)2 | C-3) 89.9, (11) 198.9, (12) 128.6, (13) 168.7, (18) 44.2, (22) 38.2, (24) 63.1, (29) 28.0, (30) 176.5 GlcUA I (1) 104.1, (2) 81.9, (3) 75.2, (4) 72.2, (5) 77.2, (6) 169.6 GlcUA II (1)105.6, (2) 76.5, (3) 76.8, (4) 72.2, (5) 77.2, (6) 169.6 |
1) M. Yoshikawa et al., Chem.Pharm.Bull., 39, 244 (1991). 2) M. Yoshikawa et al., Chem.Pharm.Bull., 41, 1337 (1993).
