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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:
473-15-4
Poids moléculaire :
222.37
Numéro Beilstein :
5735560
Numéro MDL:
MFCD00210502
Code UNSPSC :
12352212
ID de substance PubChem :
57647672
Nomenclature NACRES :
NA.25

Pureté

≥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)

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Sigma-Aldrich

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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%)
Min-Jun Seo et al.
Immunopharmacology and immunotoxicology, 33(1), 178-185 (2010-07-08)
β-Eudesmol is sesquiterpenoid alcohol which contains the rhizome of Atractylodes lancea. Although it has multiple pharmacological effects, the anti-inflammatory effect of β-eudesmol and its molecular mechanisms are poorly elucidated. In this study, we investigated the regulatory mechanism of β-eudesmol on
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)
Yanchun Li et al.
Phytotherapy research : PTR, 27(3), 338-343 (2012-05-16)
β-eudesmol, a natural sesquiterpenol present in a variety of Chinese herbs, is known to inhibit the proliferation of human tumor cells. However, the molecular mechanisms of the effect of β-eudesmol on human tumor cells are unknown. In the present study
Jean Waikedre et al.
Chemistry & biodiversity, 9(3), 644-653 (2012-03-17)
Mortality due to fungal infections has increased substantially, becoming a worldwide problem in public health. As a contribution to the discovery of new antifungal agents, the properties of the heartwood essential oils of two trees growing in New Caledonia, Callitris
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