Licoricesaponin A3

Latest revision as of 11:29, 9 February 2010

Upper classes

Licoricesaponin A3

Structural Information
Systematic Name	(3.beta.,20.beta.)-29-(.beta.-D-glucopyranosyloxy)-11,29-dioxoolean-12-en-3-yl 2-O-.beta.-D-glucopyranuronosyl-.beta.-D-Glucopyranosiduronic acid
Common Name	Licoricesaponin A3
Symbol
Formula	C48H72O21
Exact Mass	984.456609366
Average Mass	985.07268
SMILES	`C(C86)(=C1)C(CCC(CCC(C)(C8)C(OC(O7)C(C(C(O)C7CO)O)O)=O)6C)(C)C(C)(C2)C(C(C)(C5)C(C(C(C5)OC(C(OC(C4O)OC(C(C(O)4)O)C(O)=O)3)OC(C(O)C(O)3)C(O)=O)(C)C)C2)C(=O)1`
Physicochemical Information
Melting Point
Boiling Point
Density
Optical Rotation
Reflactive Index
Solubility
Spectral Information
Mass Spectra
UV Spectra
IR Spectra
NMR Spectra
Chromatograms

Positive ESI

Positive ESI MS² from 985.4554 (M+H)⁺

Negative ESI

Negative ESI MS² from 983.4231 (M-H)^-

Instrument	Shimadzu LC-IT-TOF MS ESI
Column	Waters Atlantis T3 (2.1 mm x 150 mm)
Column Temperature	40 °C
Solvent A	5 mM Ammonium acetate solution
Solvent B	acetonitrile
Gradient	10% to 100% Solvent B (0-30 min), 100% Solvent B (30-40 min)
Source voltage	– 3.5 kV (negative), 4.5 kV (positive)
Capillary temperature	200 °C
Nebulizer gas	1.5 l/min

¹H-NMR Licoricesaponin A3 Methyl ester / pyridine-d₅

¹³C-NMR Licoricesaponin A3 Methyl ester / pyridine-d₅

Free acid

M.P.	196 - 199 °C
IR (KBr)	1716 (ester), 1741, 1650 (alpha beta-unsaturation ketone) cm^-1

Dimethyl ester

M. Yoshikawa et al., Chem.Pharm.Bull., 36, 3710 (1988).

@@ Line 7: / Line 7: @@
 |KNApSAcK=
 }}
-[[Glycyrrhizae Radix LC-MS]]
@@ Line 44: / Line 43: @@
 ==NMR Data==
-[[Image:Licoricesaponin_A3_HNMR.jpg|thumb|600px|left|Licoricesaponin_A3 Methyl ester ]]
+[[Image:Licoricesaponin_A3_HNMR.gif|thumb|600px|none|<sup>1</sup>H-NMR Licoricesaponin A3 Methyl ester / pyridine-<i>d</i><sub>5</sub>]]
-[[Image:Licoricesaponin_A3_CNMR.jpg|thumb|600px|left|Licoricesaponin_A3 Methyl ester ]]
+[[Image:Licoricesaponin_A3_CNMR.gif|thumb|600px|none|<sup>13</sup>C-NMR Licoricesaponin A3 Methyl ester / pyridine-<i>d</i><sub>5</sub>]]
+==Spectroscopic Data==
+{| class="wikitable" style="width:80%"
+'''Free acid'''
+|-
+| '''M.P.''' || 196 - 199 °C
+|-
+| '''IR''' (KBr)|| 1716 (ester), 1741, 1650 (alpha beta-unsaturation ketone) cm<sup>-1</sup>
+|}
+{| class="wikitable" style="width:80%"
+'''Dimethyl ester'''
+|-
+| '''M.P.''' || 205 - 208 °C
+|-
+| '''IR''' (KBr)|| 3420, 1740, 1650 cm<sup>-1</sup>
+|-
+| '''<sup>13</sup>C-NMR''' (C<sub>5</sub>D<sub>5</sub>N, 22.5MHz)|| C-3) 89.0, (11) 199.3, (12) 128.2, (13) 169.1, (18) 47.9, (22) 39.4, (30) 175.4 '''GlcUA I''' (1) 106.1, (2) 75.8, (3) 76.0, (4) 72.2, (5) 77.0, (6) 169.6 '''GlcUA II''' (1)106.1, (2) 75.8, (3) 77.0, (4) 72.3, (5) 77.0, (6) 169.7 '''Glc''' (1) 95.4, (2) 73.6, (3) 78.7, (4) 70.7, (5)78.1, (6) 61.8
+|}
+<small>M. Yoshikawa et al., Chem.Pharm.Bull., 36, 3710 (1988).</small>