Introduction:Basic information about CAS 514-47-6|Euphol, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Euphol |
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| CAS Number | 514-47-6 | Molecular Weight | 426.717 |
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| Density | 1.0±0.1 g/cm3 | Boiling Point | 498.9±44.0 °C at 760 mmHg |
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| Molecular Formula | C30H50O | Melting Point | 116-117ºC |
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| MSDS | / | Flash Point | 221.1±20.7 °C |
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Names
| Name | 5.α.-Eupha-8,24-dien-3.β.-ol |
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| Synonym | More Synonyms |
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Euphol BiologicalActivity
| Description | Euphol is a tetracyclic triterpene alcohol isolated from the sap of Euphorbia tirucalli with anti-mutagenic, anti-inflammatory and immunomodulatory effects, orally active. Euphol inhibits the monoacylglycerol lipase (MGL) activity via a reversible mechanism (IC50=315 nM). MGL inhibition in the periphery modulates the endocannabinoid system to block the development of inflammatory pain[1]. |
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| Related Catalog | Signaling Pathways >>Others >>Others |
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| Target | IC50: 315 nM (monoacylglycerol lipase activity)[1] |
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| In Vitro | Euphol (0.01-0.3 mM; 24-72 hours) markedly inhibits T47D cells proliferation, the IC50 values of euphol treatment for 24, 48 and 72 h were 0.26, 0.22 and 0.13 mM, respectively[2]. Euphol (0.03 mM; 48 or 72 hours) leads to cell cycle arrest by regulating expression of cell cycle-associated proteins[2]. Cell Proliferation Assay[2] Cell Line: T47D cells Concentration: 0.01, 0.03, 0.1 and 0.3 mM Incubation Time: 24, 48 and 72 hours Result: Decreased the percentage of viable cells. Western Blot Analysis[2] Cell Line: T47D cells Concentration: 0.03 mM Incubation Time: 48 and 72 hours Result: Increased the expression of p21 and p27, reduced the expression of cyclin A, B1 and D. |
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| References | [1]. Dutra RC, et al. Euphol, a tetracyclic triterpene produces antinociceptive effects in inflammatory and neuropathic pain: the involvement of cannabinoid system. Neuropharmacology. 2012 Sep;63(4):593-605. [2]. Wang L, et al. Euphol arrests breast cancer cells at the G1 phase through the modulation of cyclin D1, p21 and p27 expression. Mol Med Rep. 2013 Oct;8(4):1279-85. |
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Chemical & Physical Properties
| Density | 1.0±0.1 g/cm3 |
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| Boiling Point | 498.9±44.0 °C at 760 mmHg |
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| Melting Point | 116-117ºC |
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| Molecular Formula | C30H50O |
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| Molecular Weight | 426.717 |
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| Flash Point | 221.1±20.7 °C |
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| Exact Mass | 426.386169 |
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| PSA | 20.23000 |
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| LogP | 11.00 |
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| Vapour Pressure | 0.0±2.9 mmHg at 25°C |
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| Index of Refraction | 1.530 |
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| InChIKey | CAHGCLMLTWQZNJ-ZMBNEQANSA-N |
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| SMILES | CC(C)=CCCC(C)C1CCC2(C)C3=C(CCC12C)C1(C)CCC(O)C(C)(C)C1CC3 |
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| Storage condition | -20℃ |
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Toxicological Information
CHEMICAL IDENTIFICATION - RTECS NUMBER :
- OE3370000
- CHEMICAL NAME :
- Lanosta-8,24-dien-3-ol, (3-beta,13-alpha,14-beta,17-alpha)-
- CAS REGISTRY NUMBER :
- 514-47-6
- LAST UPDATED :
- 199612
- DATA ITEMS CITED :
- 2
- MOLECULAR FORMULA :
- C30-H50-O
- MOLECULAR WEIGHT :
- 426.80
HEALTH HAZARD DATAACUTE 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 :
- PLMEAA Planta Medica. (Georg Thieme Verlag, Postfach 732, D-7000 Stuttgart 1, Fed. Rep. Ger.) V.1- 1953- Volume(issue)/page/year: 55,498,1989
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 1500 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- PLMEAA Planta Medica. (Georg Thieme Verlag, Postfach 732, D-7000 Stuttgart 1, Fed. Rep. Ger.) V.1- 1953- Volume(issue)/page/year: 55,498,1989
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Synonyms
| 13α,14β,17βH-Lanosta-8,24-dien-3β-ol (8CI) |
| Euphadienol |
| (3β,13α,14β,17α)-Lanosta-8,24-dien-3-ol |
| 5α-Eupha-8,24-dien-3β-ol |
| Euphol, Euphadienol |
| euphol |
| Lanosta-8,24-dien-3-ol, (3β,13α,14β,17α)- |