Euphol

Modify Date: 2024-01-02 18:13:05

Euphol Structure
Euphol structure
Common Name Euphol
CAS Number 514-47-6 Molecular Weight 426.717
Density 1.0±0.1 g/cm3 Boiling Point 498.9±44.0 °C at 760 mmHg
Molecular Formula C30H50O Melting Point 116-117ºC
MSDS N/A Flash Point 221.1±20.7 °C

 Use of Euphol


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].

 Names

Name 5.α.-Eupha-8,24-dien-3.β.-ol
Synonym More Synonyms

 Euphol Biological Activity

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].
Related Catalog
Target

IC50: 315 nM (monoacylglycerol lipase activity)[1]

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.
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.

 Chemical & Physical Properties

Density 1.0±0.1 g/cm3
Boiling Point 498.9±44.0 °C at 760 mmHg
Melting Point 116-117ºC
Molecular Formula C30H50O
Molecular Weight 426.717
Flash Point 221.1±20.7 °C
Exact Mass 426.386169
PSA 20.23000
LogP 11.00
Vapour Pressure 0.0±2.9 mmHg at 25°C
Index of Refraction 1.530
Storage condition -20℃

 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 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 :
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

 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)-
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