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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:
573-44-4
Molecular Weight:
742.72
UNSPSC Code:
12352200
PubChem Substance ID:
329824847
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
Gang-li Wang et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 27(3), 199-201 (2003-05-31)
To demonstrate the chemical constituents of Alyxia sinensis. The constituents were isolated by column chromatography and identified by advanced physical and spectral analysis. Eight compounds have been isolated and elucidated as bauereny acetate(18), scopletin(19), liriodendrin(20), pinoresinol-di-O-beta-D-glucopyranoside(21), daucosterol(22), flaxetin(23), esculin(24), aseculin(25).
Hyun-Ju Jung et al.
Planta medica, 69(7), 610-616 (2003-08-05)
In the present study, liriodendrin isolated by activity-guided fractionation from the ethyl acetate (EtOAc) extracts of the stem bark of Acanthopanax senticosus, was evaluated for anti-inflammatory and antinociceptive activities. Liriodendrin (5, 10 mg/kg/day, p. o.) significantly inhibited the increase of
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
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
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