Ginsenoside Rc

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(New page: {{Hierarchy|{{PAGENAME}}}} {{Metabolite |SysName=(3.beta.,12.beta.)-20-[(6-O-.alpha.-L-Arabinofuranosyl-.beta.-D-glucopyranosyl)oxy]-12-hydroxydammar-24-en-3-yl 2-O-.beta.-D-glucopyranosy...)
 
 
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{{Metabolite
 
{{Metabolite
|SysName=(3.beta.,12.beta.)-20-[(6-O-.alpha.-L-Arabinofuranosyl-.beta.-D-glucopyranosyl)oxy]-12-hydroxydammar-24-en-3-yl 2-O-.beta.-D-glucopyranosyl-.beta.-D-glucopyranoside
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|SysName=(3beta,12beta)-20-[(6-O-alpha-L-Arabinofuranosyl-beta-D-glucopyranosyl)oxy]-12-hydroxydammar-24-en-3-yl 2-O-beta-D-glucopyranosyl-beta-D-glucopyranoside
|Common Name=&&Ginsenoside Rc&&.beta.-D-Glucopyranoside deriv.dammarane&&Panaxoside Rc&&
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|Common Name=&&Ginsenoside Rc&&dammarane beta-D-Glucopyranoside deriv.&&Panaxoside Rc&&
 
|CAS=11021-14-0
 
|CAS=11021-14-0
 
|KNApSAcK=
 
|KNApSAcK=
 
}}
 
}}
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==Spectroscopic Data==
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{| class="wikitable" style="width:80%"
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'''Free acid'''
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|-
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| '''M.P.'''<sup>1</sup> || 199 - 201 °C
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|-
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| '''IR''' (KBr)<sup>1</sup>|| 3400 (OH), 1620 (C=C) cm<sup>-1</sup>
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|-
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| '''<sup>13</sup>C-NMR''' (C<sub>5</sub>D<sub>5</sub>N, 25.15MHz)<sup>2</sup>|| C-1) 39.0, (2) 26.6, (3) 89.0, (4) 39.6, (5) 56.3, (6) 18.3, (7) 35.1, (8) 39.9, (9) 50.1, (10) 36.8, (11) 30.7, (12) 70.2, (13) 49.5, (14) 51.4, (15) 30.8, (16) 26.6, (17) 51.6, (18) 16.2, (19) 15.9, (20) 83.1, (21) 22.2, (22) 36.0, (23) 23.1, (24) 125.9, (25) 130.9, (26) 25.7, (27) 17.8, (28) 28.0, (29) 16.5, (30) 17.3 '''Glc I''' (1) 104.9, (2) 83.1, (3) 77.8, (4) 71.5, (5) 77.8, (6) 62.6 '''Glc II''' (1) 105.6, (2) 76.8, (3) 78.7, (4) 71.5, (5) 78.0, (6) 62.6 Glc III (1) 97.9, (2) 74.9, (3) 78.0, (4) 71.5, (5) 76.3, (6) 68.3 '''Ara(f)''' (1) 109.9, (2) 83.3, (3) 78.9, (4) 85.8, (5) 62.6
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|}
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{| class="wikitable" style="width:80%"
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'''Permethyl ester'''
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|-
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| '''<sup>1</sup>H-NMR''' (C<sub>5</sub>D<sub>5</sub>N, 100 MHz)<sup>1</sup>|| 0.80-1.00 (5xCH<sub>3</sub>), 1.29 (s, CH<sub>3</sub>), 1.59 (s, CH<sub>3</sub>), 1.67 (s, CH<sub>3</sub>), 3.31-3.61 (13xOCH<sub>3</sub>), 4.23 (d, ''J''=8.0 Hz, anomeric H), 4.47, 4.67 (each d, ''J''=7.0 Hz, 2 x anomeric H), 5.00 (s, H-5 of Ara(f))
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|}
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<small>1) S. Shibata et al., Chem.Pharm.Bull., 22, 421 (1974)., 2) T. Fuwa et al., Chem.Pharm.Bull., 31, 2120 (1983).</small>

Latest revision as of 10:39, 16 February 2010



Upper classes



Ginsenoside Rc
Ginsenoside Rc.png
Structural Information
Systematic Name (3beta,12beta)-20-[(6-O-alpha-L-Arabinofuranosyl-beta-D-glucopyranosyl)oxy]-12-hydroxydammar-24-en-3-yl 2-O-beta-D-glucopyranosyl-beta-D-glucopyranoside
Common Name
  • Ginsenoside Rc
  • dammarane beta-D-Glucopyranoside deriv.
  • Panaxoside Rc
Symbol
Formula C53H90O22
Exact Mass 1078.592374564
Average Mass 1079.2685000000001
SMILES C(C8)(C(C(C)3C(C([H])78)(CCC(C74C)([H])C(C)(C)C(OC([H])(C5OC([H])(O6)C(C(C(O)C(CO)6)O)O)OC(C(O)C5O)CO)CC4)C)(C(CC3)([H])C(CCC=C(C)C)(OC(O1)C(C(O)C(C1COC(C(O)2)OC(CO)C2O)O)O)C)[H])O
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

Free acid
M.P.1 199 - 201 °C
IR (KBr)1 3400 (OH), 1620 (C=C) cm-1
13C-NMR (C5D5N, 25.15MHz)2 C-1) 39.0, (2) 26.6, (3) 89.0, (4) 39.6, (5) 56.3, (6) 18.3, (7) 35.1, (8) 39.9, (9) 50.1, (10) 36.8, (11) 30.7, (12) 70.2, (13) 49.5, (14) 51.4, (15) 30.8, (16) 26.6, (17) 51.6, (18) 16.2, (19) 15.9, (20) 83.1, (21) 22.2, (22) 36.0, (23) 23.1, (24) 125.9, (25) 130.9, (26) 25.7, (27) 17.8, (28) 28.0, (29) 16.5, (30) 17.3 Glc I (1) 104.9, (2) 83.1, (3) 77.8, (4) 71.5, (5) 77.8, (6) 62.6 Glc II (1) 105.6, (2) 76.8, (3) 78.7, (4) 71.5, (5) 78.0, (6) 62.6 Glc III (1) 97.9, (2) 74.9, (3) 78.0, (4) 71.5, (5) 76.3, (6) 68.3 Ara(f) (1) 109.9, (2) 83.3, (3) 78.9, (4) 85.8, (5) 62.6
Permethyl ester
1H-NMR (C5D5N, 100 MHz)1 0.80-1.00 (5xCH3), 1.29 (s, CH3), 1.59 (s, CH3), 1.67 (s, CH3), 3.31-3.61 (13xOCH3), 4.23 (d, J=8.0 Hz, anomeric H), 4.47, 4.67 (each d, J=7.0 Hz, 2 x anomeric H), 5.00 (s, H-5 of Ara(f))

1) S. Shibata et al., Chem.Pharm.Bull., 22, 421 (1974)., 2) T. Fuwa et al., Chem.Pharm.Bull., 31, 2120 (1983).

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