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Merck
CN

SMB00181

Liriodendrin

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

Key Documents

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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

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
122228321V
122228135V
122228-135V

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L B Kardono et al.
Journal of natural products, 53(6), 1447-1455 (1990-11-01)
By bioactivity-directed fractionation, six cytotoxic constituents have been characterized from the bark of Plumeria rubra collected in Indonesia. Three iridoids, fulvoplumierin [1], allamcin [2], and allamandin [3], as well as 2,5-dimethoxy-p-benzoquinone [4], were found to be active constituents of 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
Chun Feng et al.
Archives of pharmacal research, 33(12), 1927-1932 (2010-12-31)
A new triterpene, 21-O-senecioyl-R(1)-barrigenol (1) and 13 known compounds were isolated from the ethanol extracts of the leaves and bark of Pittosporum brevicalyx (Oliv.) Gagnep. Their structures were elucidated based on spectral data. The antiarrhythmic action of one furofuran lignan
Yan-ru Deng et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 30(4), 272-274 (2005-02-24)
To study the chemical constituents from Lamium maculatum var. kansuense. The chemical constituents were isolated and repeatedly purified on silica gel column and the structures were elucidated by the NMR spectra and physico-chemical properties. Six compounds were obtained and identified
Qiu-ling Fan et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 33(22), 2636-2639 (2009-02-17)
To study the chemical constituents of Eriophyton wallichii. Compounds were separated and purified by column chromatographic methods, and their structures were elucidated by spectroscopic methods. Eight phenylpropanoids were isolated and identified as martynoside (1), leucosceptoside A (2), citrusin B (3)
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