473-15-4

Name	beta-Eudesmol
CAS	473-15-4
Molecular Formula	C15H26O
MDL Number	MFCD00210502
Molecular Weight	222.37
MOL File	473-15-4.mol

Chemical Properties

Melting point	72-74 °C(lit.)
alpha	+55～+75°(D/20℃)(c=0.2,CHCl3)(after drying)
Boiling point	301.7±11.0 °C(Predicted)
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 Data

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

Hazard Information

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 oilsshowing antioxidant and antimicrobial activities. β-Eudesmol elicits its antifungal and anti-wood-decay fungal activities in leaf essential oil of Litsea coreana treeand the twigs of Taiwania cryptomerioides trees respectively. It suppresses tumor cell proliferationgrowthand 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.

Spectrum Detail

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