SMB00182

Sigma-Aldrich

Eudesmine

≥95% (LC/MS-ELSD)

Sinónimos:
Eudesmin, Eudesamin
Empirical Formula (Hill Notation):
C22H26O6
Número de CAS:
Peso molecular:
386.44
MDL number:
PubChem Substance ID:
NACRES:
NA.25
En este momento no podemos mostrarle ni los precios ni la disponibilidad

assay

≥95% (LC/MS-ELSD)

form

powder

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

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point F

Not applicable

Flash Point C

Not applicable

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...
J Y Cho et al.
Archives of pharmacal research, 22(4), 348-353 (1999-09-18)
Possible antiinflammatory effects of eudesmin were examined by assessing the effects on tumor necrosis factor (TNF)-alpha production and lymphocyte proliferation as well as cytotoxicity against murine and human macrophages. The compound significantly inhibited TNF-alpha production by lipopolysaccharide (LPS)-stimulated murine macrophage...
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.
Subhas Chandra Roy et al.
The Journal of organic chemistry, 67(10), 3242-3248 (2002-05-11)
Intramolecular radical cyclization of suitably substituted epoxy ethers 4a-g using bis(cyclopentadienyl)titanium(III) chloride as the radical source resulted in trisubstituted tetrahydrofurano lignans and 2,6-diaryl-3,7-dioxabicyclo[3.3.0]octane lignans depending on the reaction conditions. The titanium(III) species was prepared in situ from commercially available titanocene...
Juliana Montani Raimundo et al.
European journal of pharmacology, 606(1-3), 150-154 (2009-04-21)
In Brazilian folk medicine, extracts from Piper species are used to reduce blood pressure. Previously, we demonstrated the vasodilatory activity of crude extracts from leaves of Piper truncatum explaining their possible use in the treatment of hypertension in traditional medicine....

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