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SMB00182

Sigma-Aldrich

Eudesmine

≥95% (LC/MS-ELSD)

Synonym(s):

Eudesamin, Eudesmin

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1 MG
$472.00

About This Item

Empirical Formula (Hill Notation):
C22H26O6
CAS Number:
Molecular Weight:
386.44
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.25

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assay

≥95% (LC/MS-ELSD)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

COc1ccc(cc1OC)[C@@H]2OCC3C2CO[C@H]3c4ccc(OC)c(OC)c4

InChI

1S/C22H26O6/c1-23-17-7-5-13(9-19(17)25-3)21-15-11-28-22(16(15)12-27-21)14-6-8-18(24-2)20(10-14)26-4/h5-10,15-16,21-22H,11-12H2,1-4H3/t15-,16-,21+,22+/m1/s1

InChI key

PEUUVVGQIVMSAW-DJDZNOHASA-N

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General description

Natural product derived from plant source.

Biochem/physiol Actions

Eudesmin is a component of a Brazilian folk medicine that has been used for blood pressure reduction. Eudesmin also is an inhibitor of TNF-alpha production and T cell proliferation.
Found in the Rutaceae family that has estrogenic and sedative effects.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Acetone and ethanol extracts of the tubercula and several compounds isolated from Aristolochia pubescens (Willd) were bioassayed on velvetbean caterpillars, Anticarsia gemmatalis (Hübner), for evaluation of the insecticidal activities. Of the extracts subjected to bioassay, the acetone extract showed the
Y G Chen et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 26(7), 477-479 (2003-06-05)
Isolate and identify the bioactive compounds from the root of Stellera chamejasma. The compounds were extracted with solvents, isolated by column chromatography and identified by spectroscopic methods. Seven compounds were isolated and identified as umbelliferone(1); daphnoretin (2); 2,6-dimethoxyl p-benzoquinone(3); (-)-eudesmin(4);
Suzanne Lim et al.
Planta medica, 73(15), 1563-1567 (2007-12-13)
The present study focuses on eudesmin (bicyclic lignan, 0.15 % of dry leaves) and diphyllin (arylnaphthalene lignan, 0.1 % of dry roots), both isolated from H. perforatum Kar. et Kir, a Rutaceae species endemic to Uzbekistan. We first compared their
Yoo Jung Yang et al.
Archives of pharmacal research, 29(12), 1114-1118 (2007-01-18)
(+)-Eudesmin [4,8-bis(3,4-dimethoxyphenyl)-3,7-dioxabicyclo[3.3.0]octane] was isolated from the stem bark of Magnolia kobus DC. var. borealis Sarg. and found to have neuritogenic activity. 50 microM (+)-eudesmin induced neurite outgrowth and enhanced nerve growth factor (NGF)-mediated neurite outgrowth from PC12 cells. At this
H Kasahara et al.
Phytochemistry, 44(8), 1479-1482 (1997-04-01)
Microbial transformation of (+/-)-eudesmin by Aspergillus niger was investigated. Enantioselective accumulation of (--)-pinoresinol was shown through O-demethylation of (+/-)-eudesmin. This fungus O- demethylated both enantiomers of eudesmin, but the conversion rates for each enantiomer were clearly different.

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