beta-Eudesmol

Product Namebeta-Eudesmol
CAS473-15-4
MFC15H26O
MW222.37
EINECS
MOL File473-15-4.mol

Chemical Properties

Melting point	72-74 °C(lit.)
Boiling point	301.7±11.0 °C(Predicted)
alpha	+55~+75°(D/20℃)(c=0.2,CHCl3)(after drying)
Density	0.95±0.1 g/cm3(Predicted)
storage temp.	Sealed in dry,2-8°C
solubility	Chloroform: Slightly Soluble; Methanol: Slightly Soluble
form	A solid
pka	15.18±0.29(Predicted)
color	White to off-white
Odor	at 100.00 %. woody green
Odor Type	woody
BRN	5735560
Major Application	metabolomics vitamins, nutraceuticals, and natural products
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
InChIKey	BOPIMTNSYWYZOC-VNHYZAJKSA-N
SMILES	[H][C@@]12C[C@@H](CC[C@@]1(C)CCCC2=C)C(C)(C)O
LogP	4.568 (est)
NIST Chemistry Reference	2-Naphthalenemethanol, decahydro-«alpha»,«alpha»,4a-trimethyl-8-methylene-, [2r-(2«alpha»,4a«alpha»,8a«beta»)]-(473-15-4)
EPA Substance Registry System	2-Naphthalenemethanol, decahydro-.alpha.,.alpha.,4a-trimethyl-8-methylene-, (2R,4aR,8aS)- (473-15-4)

Safety Information

Safety Statements	22-24/25
WGK Germany	2
RTECS	QJ9698500
F	10-23
TSCA	TSCA listed
Storage Class	11 - Combustible Solids

MSDS

Provider	Language
SigmaAldrich	English

Usage And Synthesis

Uses

β-Eudesmol is a sesquiterpenoid molecule that affects the central nervous system (CNS). It is known to induce neurite outgrowth. Antiangiogenic activity.

Definition

ChEBI: A carbobicyclic compound that is trans-decalin substituted at positions 2, 4a, and 8 by 2-hydroxypropan-2-yl, methyl and methylidene groups, respectively (the 2R,4aR,8aS-diastereoisomer).

Biological Activity

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.

in vivo

Beta-Eudesmol (2.5-5 mg/kg; Intraperitoneal injection; Once daily for 7 days) significantly inhibits tumor cell and new blood vessel generation in MK mice^[1].
Beta-Eudesmol (50-100 mg/kg; Intraperitoneal injection; Single dose) can inhibit the NF-κb signaling pathway and has anti-inflammatory and antioxidant effects in C57BL/6 mice^[2].

Animal Model:	Male KM mice model^[1]
Dosage:	1.25 mg/kg, 2.5mg/kg, 5 mg/kg
Administration:	Intraperitoneal injection (i.p.); Once daily for 7 days
Result:	Inhibited the growth of H22 tumor cells with inhibition rates of 39.9% (2.5 mg/kg) and 49.3%(5 mg/kg), respectively. Inhibited the growth of S108 tumor cells with inhibition rates of 22.4% (2.5 mg/kg) and 42.2%(5 mg/kg), respectively. Significantly decreased vascular index with inhibition rates of 34.4% (2.5 mg/kg) and 44.3% (5 mg/kg).

Animal Model:	Male C57BL/6 mice model^[2]
Dosage:	50 mg/kg, 100 mg/kg
Administration:	Intraperitoneal injection (i.p.); Single dose. 2 h before the cecal ligation and puncture (CLP) operation.
Result:	Increased the expression of TNF-α, IL-1β and IL-6 in a dose-dependent manner. Increased the levels of superoxide dismutase (SOD) and glutathione (GSH), and decreased the levels of malondialdehyde (MDA) and myeloperoxidase (MPO). Inhibit the phosphorylation of p65.

beta-Eudesmol

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