Licoricesaponin D3
From Metabolomics.JP
(Difference between revisions)
(New page: {{Hierarchy|{{PAGENAME}}}} {{Metabolite |SysName=(3beta,20beta,22beta)-22-(Acetyloxy)-20-carboxy-30-norolean-12-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(12)-O-beta-D-glucopyranuronosyl-(...) |
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| '''IR''' (KBr)|| 3700-3200 (br, OH), 2940, 1730 (ester), 1712 (COOH), 1410, 1065 cm<sup>-1</sup> | | '''IR''' (KBr)|| 3700-3200 (br, OH), 2940, 1730 (ester), 1712 (COOH), 1410, 1065 cm<sup>-1</sup> | ||
|- | |- | ||
| − | | '''<sup>1</sup>H-NMR''' (C<sub>5</sub>D<sub>5</sub>N-D<sub>2</sub>O, 500 MHz)|| 0.89 (s, | + | | '''<sup>1</sup>H-NMR''' (C<sub>5</sub>D<sub>5</sub>N-D<sub>2</sub>O, 500 MHz)|| 0.89 (s, CH<sub>3</sub>), 0.91 (s, CH<sub>3</sub>), 0.99 (s, CH<sub>3</sub>), 1.13 (s, CH<sub>3</sub>), 1.21 (s, CH<sub>3</sub>), 1.28 (s, CH<sub>3</sub>), 1.38 (s, CH<sub>3</sub>), 1.79 (d, ''J''=5.7 Hz, 3xH-6 of Rha), 2.16 (s, OCOCH<sub>3</sub>), 3.28 (dd, ''J''=4.2, 11.0 Hz, H-3alpha), 4.59 (dd, ''J''=2.6, 3.4 Hz, H-22), 5.02 (d, ''J''=7.4 Hz, H-1 of GlcUA I), 5.34 (d, ''J''=7.6 Hz, H-1 of GlcUA II), 5.44 (brs, H-12), 6.30 (brs, H-1 of Rha) |
|} | |} | ||
{| class="wikitable" style="width:80%" | {| class="wikitable" style="width:80%" | ||
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| '''M.P.''' || 221 - 223 °C | | '''M.P.''' || 221 - 223 °C | ||
|- | |- | ||
| − | | '''<sup>13</sup>C-NMR''' (C<sub>5</sub>D<sub>5</sub>N, 22.5MHz)|| C-3) 89.9, (11) 23.6, (12) 122.2, (13) 143.6, (18) 44.0, (22) 77.5, (24) 16.4, (29) 29.1, (30) 177.2, ( | + | | '''<sup>13</sup>C-NMR''' (C<sub>5</sub>D<sub>5</sub>N, 22.5MHz)|| C-3) 89.9, (11) 23.6, (12) 122.2, (13) 143.6, (18) 44.0, (22) 77.5, (24) 16.4, (29) 29.1, (30) 177.2, (OCOCH<sub>3</sub>) 21.8, (OCOCH<sub>3</sub>) 170.1, (COOCH<sub>3</sub>) 51.2, 51.2, 51.6 '''GlcUA I''' (1) 104.7, (2) 79.1, (3) 76.2, (4) 72.2, (5) 77.9, (6) 169.6 '''GlcUA II''' (1)102.4, (2) 78.2, (3) 76.7, (4) 72.9, (5) 77.5, (6) 169.8 '''Rha''' (1) 101.6, (2) 71.9, (3) 72.9, (4) 73.9, (5) 69.2, (6) 18.5 |
|} | |} | ||
<small>M. Yoshikawa et al., Chem.Pharm.Bull., 41, 1337 (1993).</small> | <small>M. Yoshikawa et al., Chem.Pharm.Bull., 41, 1337 (1993).</small> | ||
Latest revision as of 12:17, 9 February 2010
Upper classes
| IDs and Links | |
|---|---|
| LipidBank | [1] |
| LipidMaps | [2] |
| CAS | 118536-87-1 |
| KEGG | {{{KEGG}}} |
| KNApSAcK | |
| CDX file | |
| MOL file | Licoricesaponin D3.mol |
| Licoricesaponin D3 | |
|---|---|
| |
| Structural Information | |
| Systematic Name | (3beta,20beta,22beta)-22-(Acetyloxy)-20-carboxy-30-norolean-12-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(12)-O-beta-D-glucopyranuronosyl-(12)-beta-D-glucopyranosiduronic acid |
| Common Name |
|
| Symbol | |
| Formula | C50H76O21 |
| Exact Mass | 1012.487909494 |
| Average Mass | 1013.1258399999999 |
| SMILES | C(O7)(C(OC(O8)C(O)C(C(O)C8C)O)C(C(O)C7C(O)=O)O)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] Spectroscopic Data
| IR (KBr) | 3700-3200 (br, OH), 2940, 1730 (ester), 1712 (COOH), 1410, 1065 cm-1 |
| 1H-NMR (C5D5N-D2O, 500 MHz) | 0.89 (s, CH3), 0.91 (s, CH3), 0.99 (s, CH3), 1.13 (s, CH3), 1.21 (s, CH3), 1.28 (s, CH3), 1.38 (s, CH3), 1.79 (d, J=5.7 Hz, 3xH-6 of Rha), 2.16 (s, OCOCH3), 3.28 (dd, J=4.2, 11.0 Hz, H-3alpha), 4.59 (dd, J=2.6, 3.4 Hz, H-22), 5.02 (d, J=7.4 Hz, H-1 of GlcUA I), 5.34 (d, J=7.6 Hz, H-1 of GlcUA II), 5.44 (brs, H-12), 6.30 (brs, H-1 of Rha) |
| M.P. | 221 - 223 °C |
| 13C-NMR (C5D5N, 22.5MHz) | C-3) 89.9, (11) 23.6, (12) 122.2, (13) 143.6, (18) 44.0, (22) 77.5, (24) 16.4, (29) 29.1, (30) 177.2, (OCOCH3) 21.8, (OCOCH3) 170.1, (COOCH3) 51.2, 51.2, 51.6 GlcUA I (1) 104.7, (2) 79.1, (3) 76.2, (4) 72.2, (5) 77.9, (6) 169.6 GlcUA II (1)102.4, (2) 78.2, (3) 76.7, (4) 72.9, (5) 77.5, (6) 169.8 Rha (1) 101.6, (2) 71.9, (3) 72.9, (4) 73.9, (5) 69.2, (6) 18.5 |
M. Yoshikawa et al., Chem.Pharm.Bull., 41, 1337 (1993).
