17790
β-Eudesmol
≥90% (GC)
Synonym(s):
(2R,4aR,8aS)-Decahydro-8-methylene-α,α,4a-trimethyl-2-naphthylmethanol
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About This Item
Empirical Formula (Hill Notation):
C15H26O
CAS Number:
Molecular Weight:
222.37
Beilstein/REAXYS Number:
5735560
MDL number:
UNSPSC Code:
12352212
PubChem Substance ID:
NACRES:
NA.25
Recommended Products
assay
≥90% (GC)
form
powder
mp
72-74 °C (lit.)
application(s)
metabolomics
vitamins, nutraceuticals, and natural products
storage temp.
2-8°C
SMILES string
[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
InChI key
BOPIMTNSYWYZOC-VNHYZAJKSA-N
General description
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
Biochem/physiol Actions
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.
Storage Class
11 - Combustible Solids
wgk_germany
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Certificates of Analysis (COA)
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C G S Marinho et al.
Bulletin of entomological research, 98(5), 467-473 (2008-04-29)
Leaf-cutter ant species (Atta spp.) are key pests of cultivated crops in the Neotropics, and recent studies have demonstrated that workers of Atta spp., particularly of Atta sexdens rubropilosa, exhibit aggressive behavior among nestmates when in contact with the sesquiterpene
Jun-Ichiro Hattan et al.
Journal of oleo science, 67(10), 1235-1246 (2018-10-12)
Terpene synthase (TPS) genes were isolated and functionally characterized from three traditional edible plants, Acanthopanax sciadophylloides ("Koshiabura") and Acanthopanax sieboldianus ("Himeukogi"), belonging to the family Araliaceae, and Curcuma zedoaria (zedoary, "Gajutsu"), belonging to the family Zingiberaceae. These plants emit characteristic
Norihiko Misawa et al.
Applied microbiology and biotechnology, 90(1), 147-157 (2010-12-25)
Bioconversion of various substituted naphthalenes that contain 1-methoxy- and 1-ethoxy-naphthalenes, methylnaphthalenes, dimethylnaphthalenes, and naphthalenecarboxylic acid methyl esters were performed using recombinant Escherichia coli cells, which expressed the gene coding for a cytochrome P450 BM3 variant F87V (P450 BM3 (F87V)) that
Chen-Lung Ho et al.
Natural product communications, 7(2), 261-264 (2012-04-06)
This study investigated the chemical composition, antioxidant, antimicrobial and anti-wood-decay fungal activities of the essential oil isolated from the twigs of Taiwania cryptomerioides from Taiwan. The essential oil was isolated using hydrodistillation in a Clevenger-type apparatus, and characterized by GC-FID
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
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