beta-Eudesmol

Names

[ CAS No. ]:
473-15-4

[ Name ]:
beta-Eudesmol

[Synonym ]:
2-[(2R,4aR,8aS)-4a-Methyl-8-methylenedecahydronaphthalen-2-yl]propan-2-ol
2-[(2R,4aR,8aS)-4a-methyl-8-methylidenedecahydronaphthalen-2-yl]propan-2-ol
Eudesm-4(14)-en-11-ol
2-[(2R,4aR,8aS)-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]propan-2-ol
b-Eudesmol
2-[(2R,4aR,8aS)-4a-Methyl-8-methylenedecahydro-2-naphthalenyl]-2-propanol
Eudesmol. B.
2-Naphthalenemethanol, decahydro-α,α,4a-trimethyl-8-methylene-, (2R,4aR,8aS)-
beta-eudesmol
(+)-b-Eudesmol
rel-2-[(2R,4aR,8aS)-4a-methyl-8-methylenedecahydronaphthalen-2-yl]propan-2-ol
|A-Eudesmol
Eudesm-4(14)-en-11-ol (8CI)
1,2a,3,4,4a,5,6,7,8,8aa-Decahydro-a,a,4ab-trimethyl-8-methylene-2-naphthalenemethanol
b-Selinenol

Biological Activity

[Description]:

Beta-Eudesmol is a natural oxygenated sesquiterpene, activates hTRPA1, with an EC50 of 32.5 μM. Beta-Eudesmol increases appetite through TRPA1[1].

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> TRP Channel

Research Areas >> Metabolic Disease

[References]

[1]. Ohara K, et al. β-Eudesmol, an oxygenized sesquiterpene, stimulates appetite via TRPA1 and the autonomic nervous system. Sci Rep. 2017 Nov 17;7(1):15785.

[2]. Ohara K, et al. Identification of significant amino acids in multiple transmembrane domains of human transient receptor potential ankyrin 1 (TRPA1) for activation by eudesmol, an oxygenized sesquiterpene in hop essential oil. J Biol Chem. 2015 Jan 30;290(5):3161-71.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
301.7±11.0 °C at 760 mmHg

[ Melting Point ]:
72-74ºC

[ Molecular Formula ]:
C₁₅H₂₆O

[ Molecular Weight ]:
222.366

[ Flash Point ]:
108.6±15.6 °C

[ Exact Mass ]:
222.198364

[ PSA ]:
20.23000

[ LogP ]:
4.68

[ Vapour Pressure ]:
0.0±1.4 mmHg at 25°C

[ Index of Refraction ]:
1.499

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: QJ9698500

CHEMICAL NAME :: 2-Naphthalenemethanol, decahydro-8-methylene-alpha,alpha,4a-trimethyl-, (2R-(2-alpha,4a- alpha,8a-beta)-

CAS REGISTRY NUMBER :: 473-15-4

LAST UPDATED :: 199703

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C15-H26-O

MOLECULAR WEIGHT :: 222.41

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >2 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JKXXAF Japanese Kokai Tokyo Koho Patents. (U.S. Patent and Trademark Office, Foreign Patents, Washington, DC 20231) Volume(issue)/page/year: #92-13629

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Safety Phrases ]:
22-24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
2

[ RTECS ]:
QJ9698500

Articles

Aroma evaluation of gamazumi (Viburnum dilatatum) by aroma extract dilution analysis and odour activity value.

Phytochem. Anal. 23(3) , 208-13, (2012)

Viburnum dilatatum (gamazumi) is widely distributed in Japan and China. Recently, juice from V. dilatatum fruits has been manufactured in Japan. Concerning the aroma of V. dilatatum, phenethyl alcohol...

Essential oil composition of Teucrium scordium L.

Acta. Pharm. 57(4) , 499-504, (2007)

Composition of the essential oil obtained from dried flowering aerial parts of Teucrium scordium L. (Labiatae) was analyzed by GC and GC/MS. Fifty-six components were identified in the essential oil o...

Composition and antimicrobial and anti-wood-decay fungal activities of the leaf essential oils of Machilus pseudolongifolia from Taiwan.

Nat. Prod. Commun. 5(7) , 1143-6, (2010)

The hydrodistillated leaf essential oil of Machilus pseudolongifolia was analyzed to determine its composition and yield. Seventy compounds were identified, the main components being beta-eudesmol (26...