Uvaol

Names

[ CAS No. ]:
545-46-0

[ Name ]:
Uvaol

[Synonym ]:
urs-12-ene-3,28-diol
Urs-12-ene-3,28-diol, (3β)-
(3S,4aR,6aR,6bS,8aS,11R,12S,12aS,14aR,14bR)-8a-(Hydroxymethyl)-4,4,6a,6b,11,12,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydro-3-picenol
urs-12-ene-3beta,28-diol
12-URSEN-3BETA,28 DIOL
3B,28-DIHYDROXY-URSA-12-EN
(3β)-Urs-12-ene-3,28-diol
12-URSEN-3B,28-DIOL
Uvaol,Urs-12-ene-3,28-diol
(3S,4aR,6aR,6bS,8aS,11R,12S,12aS,14aR,14bR)-8a-(Hydroxyméthyl)-4,4,6a,6b,11,12,14b-heptaméthyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydro-3-picénol
Urs-12-ene-3β,28-diol
Urs-12-ene-3b,28-diol
Uvaol
MFCD00009620

Biological Activity

[Description]:

Uvaol, a triterpene present in olives and virgin olive oil, possesses anti-inflammatory properties and antioxidant effects. Uvaol attenuates pleuritis and eosinophilic inflammation in ovalbumin-induced allergy in mice[1].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Inflammation/Immunology

[References]

[1]. Agra LC, et al. Uvaol attenuates pleuritis and eosinophilic inflammation in ovalbumin-induced allergy in mice. Eur J Pharmacol. 2016 Jun 5;780:232-42.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
523.7±50.0 °C at 760 mmHg

[ Melting Point ]:
223-225ºC(lit.)

[ Molecular Formula ]:
C₃₀H₅₀O₂

[ Molecular Weight ]:
442.717

[ Flash Point ]:
211.6±24.7 °C

[ Exact Mass ]:
442.381073

[ PSA ]:
40.46000

[ LogP ]:
9.13

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

[ Index of Refraction ]:
1.550

Safety Information

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
22-45

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

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...

Study of skin anti-ageing and anti-inflammatory effects of dihydroquercetin, natural triterpenoids, and their synthetic derivatives.

Bioorg. Khim. 38(3) , 374-81, (2012)

Accessible triterpenoids of ursane and lupane series, the flavonoid dihydroquercetin and their synthetic derivatives with polar substituentss were tested in vitro for inhibition of collagenase 1 (MMP-...