| Identification | Back Directory | [Name]
beta-Eudesmol | [CAS]
473-15-4 | [Synonyms]
B-EUDESMOL
EUDESMOL, B-
BETA-EUDESMOL
beta-Selinenol
β-Eudesmol std.
EUDESMOL, B-(RG)
4(15)-Selinen-11-ol
Eudesm-4(14)-en-11-ol
4a-alpha,8a-beta)-alph
4aalpha,8abeta)]-eta-(2alph
β-eudesmol,(+)-β-eudesmol,β-selinenol
2-(4a-Methyl-8-methylenedecahydro-2-naphthalenyl)-2-propanol
2-(Decahydro-4a-methyl-1-methylenenaphthalen-7-yl)-propan-2-ol
2-[(2R,4aR,8aS)-4a-methyl-8-methylene-decalin-2-yl]propan-2-ol
2-(4a-Methyl-8-Methylidene-decahydronaphthalen-2-yl)propan-2-ol
(2R,4aR,8aS)-Decahydro-8-methylene-α,α,4a-trimethyl-2-naphthylmethanol
(2R,8aβ)-Decahydro-α,α,4aα-trimethyl-8-methylene-2-naphthalenemethanol
decahydro-alpha,alpha,4a-trimethyl-8-methylene-2-naphthalenemethano[2th
alpha,4a-trimethyl-decahydro-8-methylene-alph(2r-(2-2-naphthalenemethano
2-((2R,4aR,8aS)-4a-Methyl-8-methylenedecahydronaphthalen-2-yl)propan-2-ol
2-Naphthalenemethanol, decahydro-α,α,4a-trimethyl-8-methylene-, (2R,4aR,8aS)-
(2R,4aR,8aS)-Decahydro-8-methylene-alpha,alpha,4a-trimethyl-2-naphthylmethanol
2-NaphthaleneMethanol, decahydro-alpha,alpha,4a-triMethyl-8-Methylene-, (2R,4aR,8aS)-
2-[(2R,4aR,8aS)-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]propan-2-ol
2-Naphthalenemethanol, decahydro-alpha,alpha,4a-trimethyl-8-methylene-, [2R-(2alpha,4aalpha,8abeta)]-
2-Naphthalenemethanol, 1,2alpha,3,4,4a,5,6,7,8,8aalpha-decahydro-alpha,alpha,4abeta-trimethyl-8-methylene- | [Molecular Formula]
C15H26O | [MDL Number]
MFCD00210502 | [MOL File]
473-15-4.mol | [Molecular Weight]
222.37 |
| Chemical Properties | Back Directory | [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) |
| Hazard Information | Back Directory | [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).
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| 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.
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