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Key Documents

SMB00181

Sigma-Aldrich

Liriodendrin

≥85% (LC/MS-ELSD)

Synonym(s):

(+)-Syringaresinol di-O-β-glucopyranoside, Acanthoside D

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About This Item

Empirical Formula (Hill Notation):
C34H46O18
CAS Number:
Molecular Weight:
742.72
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.25

Assay

≥85% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

COc1cc(cc(OC)c1O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]3OCC4C3CO[C@@H]4c5cc(OC)c(OC6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)c(OC)c5

InChI

1S/C34H46O18/c1-43-17-5-13(6-18(44-2)31(17)51-33-27(41)25(39)23(37)21(9-35)49-33)29-15-11-48-30(16(15)12-47-29)14-7-19(45-3)32(20(8-14)46-4)52-34-28(42)26(40)24(38)22(10-36)50-34/h5-8,15-16,21-30,33-42H,9-12H2,1-4H3/t15-,16-,21+,22+,23+,24+,25-,26-,27+,28+,29+,30+,33-,34?/m0/s1

InChI key

FFDULTAFAQRACT-MEAGMGCTSA-N

General description

Natural product derived from plant source.

Biochem/physiol Actions

Liriodendrin has shown anti-inflammatory and antinociceptive properties, the administration of liriodendrin caused a reduction in acute paw edema induced by carrageenan in rats.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Jian-fei Chao et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 31(13), 1078-1080 (2006-10-20)
To investigate the chemical constituents from the branch of Broussonetia papyrifera. Column chromatographic methods were used to isolate the chemical constituents. ESI-MS and NMR methods were employed for their structural elucidation. Six compounds were isolated and identified as (2S)-7, 3'-dihydroxy-4'-methoxyflavan
Chu Van Men et al.
Archives of pharmacal research, 34(12), 2065-2071 (2012-01-03)
A quantitative and pattern recognition analyses were conducted for quality evaluation of Kalopanacis Cortex (KC) using HPLC. For quantitative analysis, four bioactive compounds, liriodendrin, pinoresinol O-β-D-glucopyranoside, acanthoside B and kalopanaxin B, were determined. The analysis method was optimized and validated
Qing Li et al.
Biological & pharmaceutical bulletin, 29(3), 532-534 (2006-03-02)
A high performance liquid chromatography (HPLC) method was developed for the first time to quantify simultaneously the six major active ingredients in Acanthopanax senticosus (Rupr. et Maxim.) Harms, namely protocatechuic acid, syringin, chlorogenic acid, caffeic acid, liriodendrin and isofraxidin. The
D H Kim et al.
Archives of pharmacal research, 22(1), 30-34 (1999-03-11)
When liriodendrin or syringin was incubated for 24 h with human intestinal bacteria, two metabolites, (+)-syringaresinol-beta-D-glucopyranoside and (+)-syringaresinol, from liriodendrin and one metabolite, synapyl alcohol, from syringin were produced. The metabolic time course of liriodendrin was as follows: at early
Tomoko Sano et al.
Journal of natural medicines, 64(3), 257-265 (2010-03-11)
Boi and its original plant Sinomenium acutum from Japan were compared with Seifuto and its botanical origins from China in terms of their internal transcribed spacer (ITS) sequences and major chemical components. Boi, Seifuto, and their botanical origins overall showed

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