Erythrodiol

Names

[ CAS No. ]:
545-48-2

[ Name ]:
Erythrodiol

[Synonym ]:
Olean-12-ene-3,28-diol, (3β)-
HOMOOLESTRANOL
olean-12-ene-3,28-diol
MFCD00017294
(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-(Hydroxyméthyl)-4,4,6a,6b,11,11,14b-heptaméthyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydro-3-picénol
Erythrodiol
(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-(Hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydro-3-picenol
(3β)-Olean-12-ene-3,28-diol
EINECS 208-890-4
Olean-12-ene-3β,28-diol
12-OLEANENE-3,28-DIOL
(3β)-Olean-12-ène-3,28-diol
ERYTHODIOL
Oleanolic alcohol

Biological Activity

[Description]:

Erythrodiol is an olive oil component. Erythrodiol promotes Cholesterol efflux (ChE) by selectively inhibiting the degradation of ABCA1 protein. Erythrodiol is a good candidate to be further explored for therapeutic or preventive application in the context of atherosclerosis[1].

[Related Catalog]:

Research Areas >> Metabolic Disease

[In Vitro]

Erythrodiol (1-15 μM; 24 hours) enhances ABCA1 protein level in a concentration-dependent manner, and reachs significance at 10 and 15 μM[1]. Western Blot Analysis[1] Cell Line: THP-1 macrophage cells Concentration: 1 μM, 2.5 μM, 5 μM, 10 μM, and 15 μM Incubation Time: 24 hours Result: Increased ABCA1 protein expression.

[References]

[1]. Wang L, et al. Erythrodiol, an Olive Oil Constituent, Increases the Half-Life of ABCA1 and Enhances Cholesterol Efflux from THP-1-Derived Macrophages. Front Pharmacol. 2017 Jun 13;8:375.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
520.5±50.0 °C at 760 mmHg

[ Melting Point ]:
230-231ºC(lit.)

[ Molecular Formula ]:
C₃₀H₅₀O₂

[ Molecular Weight ]:
442.717

[ Flash Point ]:
209.9±24.7 °C

[ Exact Mass ]:
442.381073

[ PSA ]:
40.46000

[ LogP ]:
9.18

[ Vapour Pressure ]:
0.0±3.1 mmHg at 25°C

[ Index of Refraction ]:
1.551

MSDS

Click to get detail MSDS

Safety Information

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

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
2-45

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Potential vasorelaxant effects of oleanolic acid and erythrodiol, two triterpenoids contained in 'orujo' olive oil, on rat aorta.

Br. J. Nutr. 92(4) , 635-42, (2004)

'Orujo' olive oil is obtained by chemical processes from the waste resulting from the mechanical extraction of virgin olive oil. The aim of the present study was to evaluate a new pharmacological prop...

Changes of the wax contents in mixtures of olive oils as determined by gas chromatography with a flame ionization detector.

J. AOAC Int. 95(6) , 1720-4, (2012)

Mixing of refined olive-pomace oil with virgin olive oil is a fraud that has been tried often. Normally, the tests that detected the fraud were determinations of wax esters, erythrodiol+uvaol, and sti...

Modulation of cytokine secretion by pentacyclic triterpenes from olive pomace oil in human mononuclear cells.

Cytokine 36(5-6) , 211-7, (2006)

Olive pomace oil, also known as "orujo" olive oil, is a blend of refined-pomace oil and virgin olive oil, fit for human consumption. Maslinic acid, oleanolic acid, erythrodiol, and uvaol are pentacycl...