Licoricesaponin D3

Upper classes

IDs and Links
LipidBank	[1]
LipidMaps	[2]
CAS	118536-87-1
KEGG	{{{KEGG}}}
KNApSAcK	[3]
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	Licoricesaponin D3 30-Noroleanane beta-D-glucopyranosiduronic acid deriv.
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(C(OC(C6(C)C)CCC(C26)(C)C(C5)C(C(C4=C5)(CCC(C)(C43)C(OC(C)=O)CC(C)(C(O)=O)C3)C)(CC2)C)1)C(O)C(C(O1)C(O)=O)O
Physicochemical Information
Melting Point
Boiling Point
Density
Optical Rotation
Reflactive Index
Solubility
Spectral Information
Mass Spectra
UV Spectra
IR Spectra
NMR Spectra
Chromatograms

Spectroscopic Data

Free acid

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)

Trimethyl ester

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).