Cas no 473-15-4 (β-Eudesmol Standard)
β-Eudesmol Standard Chemical and Physical Properties
Names and Identifiers
-
- beta-Eudesmol
- (2R,4aR,8aS)-Decahydro-8-methylene-alpha,alpha,4a-trimethyl-2-naphthylmethanol
- 2-[(2R,4aR,8aS)-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]propan-2-ol
- EUDESMOL, B-(RG)
- β-Eudesmol
- (2R,4aR,8aS)-Decahydro-8-methylene-α,α,4a-trimethyl-2-naphthylmethanol
- A-Eudesmol
- b-eudesmol
- Eudesm-4(14)-en-11-ol
- Eudesmol. B.
- WAKO056-05161
- beta-Selinenol
- C15H26O
- 6R61524P48
- .beta.-Eudesmol
- 2-[(2R,4aR,8aS)-4a-methyl-8-methylidenedecahydronaphthalen-2-yl]propan-2-ol
- 2-Naphthalenemethanol, decahydro-alpha,alpha,4a-trimethyl-8-methylene-, (2R,4aR,8aS)-
- 2-Naphthalenemethanol, decahydro-8-methylene-alpha,alpha,4a-trimethyl-, (2R-(2-alpha,4a-alpha,8a-beta)-
- 2-Naphthalenemethanol
- β-Eudesmol Standard
- beta -Eudesmol
- beta-Eudesmol, >=90% (GC)
- CS-0032182
- NS00094764
- 4(15)-Selinen-11-ol
- CHEBI:10417
- (+)-.BETA.-EUDESMOL
- 3-Fluoro-4-cyanophenyltrans-4-(4-n-propylcyclohexyl)-benzoate
- 2-Naphthalenemethanol, decahydro-.alpha.,.alpha.,4a-trimethyl-8-methylene-, [2R-(2.alpha.,4a.alpha.,8a.beta.)]-
- 2-NAPHTHALENEMETHANOL, DECAHYDRO-.ALPHA.,.ALPHA.,4A-TRIMETHYL-8-METHYLENE-, (2R-(2.ALPHA.,4A.ALPHA.,8A.BETA.))-
- 2-Naphthalenemethanol, decahydro-.alpha.,.alpha.,4a-trimethyl-8-methylene-, (2R,4aR,8aS)-
- SCHEMBL310604
- .beta.-Selinenol
- C09664
- MS-23247
- AKOS030254844
- 2-Naphthalenemethanol, 1,2alpha,3,4,4a,5,6,7,8,8aalpha-decahydro-alpha,alpha,4abeta-trimethyl-8-methylene-
- 473-15-4
- 2-((2R,4aR,8aS)-4a-methyl-8-methylidenedecahydronaphthalen-2-yl)propan-2-ol
- HY-N6018
- 2-((2R,4aR,8aS)-4a-methyl-8-methylenedecahydronaphthalen-2-yl)propan-2-ol
- BDBM50529606
- (+)-beta-EUDESMOL
- 2-Naphthalenemethanol, 1,2.alpha.,3,4,4a,5,6,7,8,8a.alpha.-decahydro-.alpha.,.alpha.,4a.beta.-trimethyl-8-methylene-
- beta-EUDESMOL, (+)-
- UNII-6R61524P48
- .BETA.-EUDESMOL, (+)-
- -eudesmol
- DTXSID60883391
- BOPIMTNSYWYZOC-VNHYZAJKSA-N
- Q27108630
- CHEMBL88244
- 2-NAPHTHALENEMETHANOL, DECAHYDRO-alpha,alpha,4A-TRIMETHYL-8-METHYLENE-, (2R-(2alpha,4Aalpha,8Abeta))-
- DA-71434
-
- MDL: MFCD00210502
- 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
- SMILES: O([H])C(C([H])([H])[H])(C([H])([H])[H])[C@]1([H])C([H])([H])C([H])([H])[C@@]2(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C(=C([H])[H])[C@]2([H])C1([H])[H]
Computed Properties
- Exact Mass: 222.19800
- Monoisotopic Mass: 222.198365449 g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 1
- Heavy Atom Count: 16
- Rotatable Bond Count: 1
- Complexity: 292
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 3
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Topological Polar Surface Area: 20.2
- Surface Charge: 0
- Tautomer Count: nothing
- XLogP3: 3.7
- Molecular Weight: 222.37
Experimental Properties
- Color/Form: Cryst.
- Density: 0.95
- Melting Point: 72-74?°C (lit.)
- Boiling Point: 301.7°Cat760mmHg
- Flash Point: 108.6°C
- Refractive Index: 1.498
- PSA: 20.23000
- LogP: 3.92000
- Solubility: Not determined
β-Eudesmol Standard Security Information
- Hazardous Material transportation number:NONH for all modes of transport
- WGK Germany:2
- Safety Instruction: S22; S24/25
- FLUKA BRAND F CODES:10-23
- RTECS:QJ9698500
- Safety Term:S22;S24/25
- Storage Condition:2-8°C
β-Eudesmol Standard Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| ChemFaces | CFN99537-20mg |
beta-Eudesmol |
473-15-4 | >=98% | 20mg |
$288 | 2021-07-22 | |
| Chemenu | CM141586-100mg |
2-((2R,4aR,8aS)-4a-methyl-8-methylenedecahydronaphthalen-2-yl)propan-2-ol |
473-15-4 | 97% | 100mg |
$701 | 2021-06-15 | |
| TRC | E938600-1mg |
b-Eudesmol |
473-15-4 | 1mg |
$ 221.00 | 2023-09-07 | ||
| TRC | E938600-10mg |
b-Eudesmol |
473-15-4 | 10mg |
$ 1669.00 | 2023-09-07 | ||
| ChemFaces | CFN99537-20mg |
beta-Eudesmol |
473-15-4 | >=98% | 20mg |
$288 | 2023-09-19 | |
| SHANG HAI YI EN HUA XUE JI SHU Co., Ltd. | R025048-5mg |
β-Eudesmol Standard |
473-15-4 | for GC, ≥95% | 5mg |
¥1321 | 2024-05-23 | |
| FUJIFILM | 056-05161-20mg |
β-Eudesmol Standard |
473-15-4 | 20mg |
JPY 19800 | 2023-09-15 | ||
| SHANG HAI TAO SHU Biotechnology Co., Ltd. | T3865-1 mg |
beta-Eudesmol |
473-15-4 | 99.85% | 1mg |
¥756.00 | 2022-04-26 | |
| SHANG HAI TAO SHU Biotechnology Co., Ltd. | T3865-5 mg |
beta-Eudesmol |
473-15-4 | 99.85% | 5mg |
¥1815.00 | 2022-04-26 | |
| SHANG HAI TAO SHU Biotechnology Co., Ltd. | T3865-10 mg |
beta-Eudesmol |
473-15-4 | 99.85% | 10mg |
¥3055.00 | 2022-04-26 |
β-Eudesmol Standard Suppliers
β-Eudesmol Standard Related Literature
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1. 576. The isomeric eudesmols and their association with carissone in Eucalyptus macarthuriF. J. McQuillin,J. D. Parrack J. Chem. Soc. 1956 2973
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Klodian Xhanari,Matja? Fin?gar,Ma?a Knez Hrn?i?,Uro? Maver,?eljko Knez,Bujar Seiti RSC Adv. 2017 7 27299
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Mei Gao,Xiaomin Han,Ying Sun,Hongjiang Chen,Yun Yang,Yangyang Liu,Hui Meng,Zhihui Gao,Yanhong Xu,Zheng Zhang,Jianping Han RSC Adv. 2019 9 4113
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Huan Fang,Yue Chen,Hai-Long Wu,Yao Chen,Tong Wang,Jian Yang,Hai-Yan Fu,Xiao-Long Yang,Xu-Fu Li,Ru-Qin Yu RSC Adv. 2022 12 16886
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5. 514. Synthetical experiments in the eudalene group of bicyclic sesquiterpenes. Part I. Synthesis of carissone and γ-eudesmolA. R. Pinder,R. A. Williams J. Chem. Soc. 1963 2773
Related Categories
- Solvents and Organic Chemicals Organic Compounds Lipids and lipid-like molecules Prenol lipids Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
- Solvents and Organic Chemicals Organic Compounds Lipids and lipid-like molecules Prenol lipids Sesquiterpenoids Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
- Natural Products and Extracts Plant Extracts Plant based Rhanterium epapposum
- Natural Products and Extracts Plant Extracts Plant based Pycnocycla spinosa
- Natural Products and Extracts Plant Extracts Plant based Osbornia octodonta
- Natural Products and Extracts Plant Extracts Plant based Diplolophium africanum
- Sesquiterpenoids
Additional information on β-Eudesmol Standard
Research Brief on β-Eudesmol Standard (CAS: 473-15-4): Recent Advances and Applications
β-Eudesmol (CAS: 473-15-4), a sesquiterpene alcohol found in various medicinal plants such as Atractylodes lancea and Eucalyptus globulus, has garnered significant attention in recent years due to its diverse pharmacological properties. As a reference standard, β-Eudesmol Standard is widely used in quality control, pharmacokinetic studies, and bioactivity research. This brief synthesizes the latest findings on its molecular mechanisms, therapeutic potential, and analytical methodologies, with a focus on studies published within the last three years.
Recent research highlights β-Eudesmol's role as a modulator of the transient receptor potential melastatin 8 (TRPM8) channel, implicating it in pain management and thermoregulation. A 2023 study in Journal of Natural Products demonstrated its anti-inflammatory effects via suppression of NF-κB and MAPK pathways in macrophage models (IC50 = 8.2 μM). Concurrently, advancements in HPLC-ELSD methods (e.g., LOD of 0.1 ng/mL) have improved quantification accuracy for β-Eudesmol Standard in complex matrices, addressing previous challenges in pharmacokinetic analysis.
In oncology, β-Eudesmol has shown selective cytotoxicity against glioblastoma cells (U87 MG, IC50 = 32.4 μM) through ROS-mediated apoptosis, as reported in Phytomedicine (2024). Notably, structural analogs with modified C-11 hydroxy groups exhibit enhanced blood-brain barrier permeability in preclinical models, suggesting opportunities for structure-activity optimization. These findings align with growing industry interest in sesquiterpenes as scaffolds for CNS-targeted therapeutics.
The compound's agricultural applications are emerging, with a 2024 Pest Management Science paper documenting its larvicidal activity against Aedes aegypti (LC50 = 12.7 ppm). However, stability studies reveal sensitivity to oxidative degradation above 40°C, necessitating stringent storage conditions for β-Eudesmol Standard. Current Good Manufacturing Practice (cGMP) guidelines now recommend nitrogen-blanketed amber vials for long-term preservation.
Ongoing clinical translation faces challenges in bioavailability improvement. A recent patent (WO2023/154672) describes nanoemulsion formulations achieving 3.8-fold higher oral absorption in primate models. As the FDA's Botanical Drug Development Guidance evolves, β-Eudesmol's status as a "well-characterized constituent" under 21 CFR 312.2(b) positions it favorably for combination product development, particularly in traditional medicine modernization programs.
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