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Key Documents

17790

Sigma-Aldrich

β-Eudesmol

≥90% (GC)

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C15H26O
Número CAS:
Peso molecular:
222.37
Beilstein:
5735560
Número MDL:
Código UNSPSC:
12352212
ID de substância PubChem:
NACRES:
NA.25

Ensaio

≥90% (GC)

forma

powder

pf

72-74 °C (lit.)

aplicação(ões)

metabolomics
vitamins, nutraceuticals, and natural products

temperatura de armazenamento

2-8°C

cadeia de caracteres 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

chave InChI

BOPIMTNSYWYZOC-VNHYZAJKSA-N

Descrição geral

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.

Aplicação

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

Ações bioquímicas/fisiológicas

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.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)


Certificados de análise (COA)

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Sigma-Aldrich

22134

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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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