Licoricesaponin H2
From Metabolomics.JP
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{{Metabolite | {{Metabolite | ||
| − | |SysName=( | + | |SysName=(3beta,20alpha)-20-Carboxy-11-oxo-30-norolean-12-en-3-yl 2-O-beta-D-glucopyranuronosyl-beta-D-glucopyranosiduronic acid |
| − | |Common Name=&&Licoricesaponin H2&&30-Noroleanane | + | |Common Name=&&Licoricesaponin H2&&30-Noroleanane beta-D-glucopyranosiduronic acid deriv.&&Saponin H2 from licorice |
|CAS=118441-85-3 | |CAS=118441-85-3 | ||
|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> || 209 - 210 °C | ||
| + | |- | ||
| + | | '''IR''' (KBr)<sup>2</sup>|| 3500-3300 (br), 2920, 1725, 1645, 1386, 1200, 1040 cm<sup>-1</sup> | ||
| + | |- | ||
| + | | '''<sup>1</sup>H-NMR''' (C<sub>5</sub>D<sub>5</sub>N, 500 MHz)<sup>2</sup>|| 0.87 (s, CH<sub>3</sub>), 1.06 (s, CH<sub>3</sub>), 1.19 (s, CH<sub>3</sub>), 1.20 (s, CH<sub>3</sub>), 1.35 (s, CH<sub>3</sub>), 1.36 (s, CH<sub>3</sub>), 1.38 (s, CH<sub>3</sub>), 3.00 (brd, ''J''= 13.0 Hz, H-18), 3.35 (dd, ''J''=4.0. 12.3 Hz, H-3), 4.97 (d, ''J''=7.6 Hz, H-1 of GlcUA I), 5.35 (d, ''J''=7.6 Hz, H-1 of GlcUA II), 5.79 (brs, H-12) | ||
| + | |- | ||
| + | | '''<sup>13</sup>C-NMR''' (C<sub>5</sub>D<sub>5</sub>N, 125MHz)<sup>1</sup>|| 105.0 (C-1 of Glc I), 106.8 (C-1 of Glc II), 128.8 (C-12), 169.0 (C-13), 180.6 (C-29), 199.4 (C-11) | ||
| + | |} | ||
| + | {| class="wikitable" style="width:80%" | ||
| + | '''Trimethyl ester''' | ||
| + | |- | ||
| + | | '''M.P.'''<sup>1</sup> || 169 °C | ||
| + | |- | ||
| + | | '''IR''' (KBr)<sup>1</sup>|| 3362, 1722, 1654 cm<sup>-1</sup> | ||
| + | |- | ||
| + | | '''<sup>1</sup>H-NMR''' (C<sub>5</sub>D<sub>5</sub>N)<sup>1</sup>|| 4.95 (d, ''J''=7.3 Hz, H-1 of GlcUA I), 5.33 (d, ''J''=7.7 Hz, H-1 of GlcUA II) | ||
| + | |- | ||
| + | | '''<sup>13</sup>C-NMR''' (C<sub>5</sub>D<sub>5</sub>N, 22.5MHz)<sup>2</sup>|| C-3) 89.2, (11) 199.0, (12) 128.6, (13) 168.4, (18) 44.0, (22) 37.1, (24) 16.2, (29) 178.1, (30) 19.3, '''GlcUA I''' (1) 104.9, (2) 84.3, (3) 76.4, (4) 72.5, (5) 77.3, (6) 170.1, '''GlcUA II''' (1)106.8, (2) 76.6, (3) 77.4, (4) 72.9, (5) 77.6, (6) 170.2 | ||
| + | |} | ||
| + | <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 12:13, 9 February 2010
Upper classes
| IDs and Links | |
|---|---|
| LipidBank | [1] |
| LipidMaps | [2] |
| CAS | 118441-85-3 |
| KEGG | {{{KEGG}}} |
| KNApSAcK | |
| CDX file | |
| MOL file | Licoricesaponin H2.mol |
| Licoricesaponin H2 | |
|---|---|
| |
| Structural Information | |
| Systematic Name | (3beta,20alpha)-20-Carboxy-11-oxo-30-norolean-12-en-3-yl 2-O-beta-D-glucopyranuronosyl-beta-D-glucopyranosiduronic acid |
| Common Name |
|
| Symbol | |
| Formula | C42H62O16 |
| Exact Mass | 822.4037859360001 |
| Average Mass | 822.93208 |
| SMILES | C(C7(C)2)(=CC(C(C7(C)6)C(C5CC6)(CCC(C5(C)C)OC(C(OC |
| 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 | 209 - 210 °C |
| IR (KBr)2 | 3500-3300 (br), 2920, 1725, 1645, 1386, 1200, 1040 cm-1 |
| 1H-NMR (C5D5N, 500 MHz)2 | 0.87 (s, CH3), 1.06 (s, CH3), 1.19 (s, CH3), 1.20 (s, CH3), 1.35 (s, CH3), 1.36 (s, CH3), 1.38 (s, CH3), 3.00 (brd, J= 13.0 Hz, H-18), 3.35 (dd, J=4.0. 12.3 Hz, H-3), 4.97 (d, J=7.6 Hz, H-1 of GlcUA I), 5.35 (d, J=7.6 Hz, H-1 of GlcUA II), 5.79 (brs, H-12) |
| 13C-NMR (C5D5N, 125MHz)1 | 105.0 (C-1 of Glc I), 106.8 (C-1 of Glc II), 128.8 (C-12), 169.0 (C-13), 180.6 (C-29), 199.4 (C-11) |
| M.P.1 | 169 °C |
| IR (KBr)1 | 3362, 1722, 1654 cm-1 |
| 1H-NMR (C5D5N)1 | 4.95 (d, J=7.3 Hz, H-1 of GlcUA I), 5.33 (d, J=7.7 Hz, H-1 of GlcUA II) |
| 13C-NMR (C5D5N, 22.5MHz)2 | C-3) 89.2, (11) 199.0, (12) 128.6, (13) 168.4, (18) 44.0, (22) 37.1, (24) 16.2, (29) 178.1, (30) 19.3, GlcUA I (1) 104.9, (2) 84.3, (3) 76.4, (4) 72.5, (5) 77.3, (6) 170.1, GlcUA II (1)106.8, (2) 76.6, (3) 77.4, (4) 72.9, (5) 77.6, (6) 170.2 |
1) M. Yoshikawa et al., Chem.Pharm.Bull., 39, 244 (1991)., 2) M. Yoshikawa et al., Chem.Pharm.Bull., 41, 1337 (1993).
