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17790

Sigma-Aldrich

β-Eudesmol

≥90% (GC)

Synonyme(s) :

(2R,4aR,8aS)-Decahydro-8-methylene-α,α,4a-trimethyl-2-naphthylmethanol

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About This Item

Formule empirique (notation de Hill):
C15H26O
Numéro CAS:
Poids moléculaire :
222.37
Beilstein:
5735560
Numéro MDL:
Code UNSPSC :
12352212
ID de substance PubChem :
Nomenclature NACRES :
NA.25

Niveau de qualité

Essai

≥90% (GC)

Forme

powder

Pf

72-74 °C (lit.)

Application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Température de stockage

2-8°C

Chaîne SMILES 

[H][C@@]12C[C@@H](CC[C@@]1(C)CCCC2=C)C(C)(C)O

InChI

1S/C15H26O/c1-11-6-5-8-15(4)9-7-12(10-13(11)15)14(2,3)16/h12-13,16H,1,5-10H2,2-4H3/t12-,13+,15-/m1/s1

Clé InChI

BOPIMTNSYWYZOC-VNHYZAJKSA-N

Description générale

β-Eudesmol is an aromatic, oxygenated sesquiterpene compound. It is primarily observed in the bark of mangolia trees and can also be extracted from other medical herbs such as Cryptomeria japonica, Atractylodes lancea, Pterocarpus santalinus, Ginkgo biloba, and Nardostachys jatamansi.

Application

β-Eudesmol has been used:
  • as a treatment to test its antioxidant, anti-inflammatory, cell preservation effects on human dermal fibroblasts (HDFs)
  • as a reference standard to investigate if metabolically engineered E. coli extracted terpene synthase (Tps) genes encode for β-eudesmol synthase by using gas chromatography-mass spectrometry (GC/MS) analysis
  • to test its antiviral effects against herpes simplex virus type 1 (HSV-1)
  • to test its reversal effects of cocaine-induced planarian behavior

Actions biochimiques/physiologiques

β-Eudesmol has many pharmacological benefits. It is an active ingredient present in many essential oils, showing antioxidant and antimicrobial activities. β-Eudesmol elicits its antifungal and anti-wood-decay fungal activities in leaf essential oil of Litsea coreana tree, and the twigs of Taiwania cryptomerioides trees respectively. It suppresses tumor cell proliferation, growth, and migration of human tumor cells. β-Eudesmol is known to have various protective effects on the nervous system.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


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Consulter la Bibliothèque de documents

Anny C S Britto et al.
Planta medica, 78(5), 409-414 (2012-01-26)
Guatteria friesiana (W. A. Rodrigues) Erkens & Maas (synonym Guatteriopsis friesiana W. A. Rodrigues), popularly known as "envireira", is a medicinal plant found in the Brazilian and Colombian Amazon basin that is used in traditional medicine for various purposes. Recent
Fengnian Yu et al.
FEBS letters, 582(5), 565-572 (2008-02-05)
In this paper, we have identified a new sesquiterpene synthase gene (ZSS2) from Zingiber zerumbet Smith. Functional expression of ZSS2 in Escherichia coli and in vitro enzyme assay showed that the encoded enzyme catalyzed the formation of beta-eudesmol and five
Ramón E Robles-Zepeda et al.
Fitoterapia, 80(1), 12-17 (2008-10-01)
Montanoa tomentosa has been used in traditional medicine in Mexico to treat diverse female health disorders; it is particularly useful in inducing childbirth. Microscopic analysis of leaf surfaces of M. tomentosa revealed the presence of glandular trichomes. The chemical profile
Antimicrobial and antioxidant activities and gas chromatography mass spectrometry (GC/MS) analysis of the essential oils of Ajuga bracteosa Wall. ex Benth. and Lavandula dentata L. growing wild in Yemen
Mothana RA, et al.,
Journal of Medicinal Plants Research, 6(15), 3066-3071 (2012)
Chen-Lung Ho et al.
Natural product communications, 5(10), 1677-1680 (2010-12-03)
The hydrodistilled leaf essential oil of Litsea coreana was analyzed by GC/FID and GC/MS. Fifty-two compounds were identified, the main components being n-decanal (27.5%), 2E,6E-farnesol (25.8%), beta-eudesmol (10.3%), ethyl n-dodecanoate (8.0%) and tau-cadinol (6.6%). Oxygenated sesquiterpenes (56.8%) and non-terpenoids (37.0%)

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