Uvaol

Modify Date: 2025-08-21 19:20:27

Uvaol Structure
Uvaol structure
Common Name Uvaol
CAS Number 545-46-0 Molecular Weight 442.717
Density 1.1±0.1 g/cm3 Boiling Point 523.7±50.0 °C at 760 mmHg
Molecular Formula C30H50O2 Melting Point 223-225ºC(lit.)
MSDS Chinese USA Flash Point 211.6±24.7 °C

 Use of Uvaol


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].

 Names

Name uvaol
Synonym More Synonyms

 Uvaol 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
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
InChIKey XUARCIYIVXVTAE-ZAPOICBTSA-N
SMILES CC1CCC2(CO)CCC3(C)C(=CCC4C5(C)CCC(O)C(C)(C)C5CCC43C)C2C1C

 Safety Information

Hazard Codes Xi
Risk Phrases R22
Safety Phrases 22-45
RIDADR NONH for all modes of transport
WGK Germany 3

 Synthetic Route

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Uvaol Structure

Uvaol

CAS#:545-46-0

Literature: Journal of the American Pharmaceutical Association (1912-1977), , vol. 39, p. 475

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Uvaol Structure

Uvaol

CAS#:545-46-0

Literature: Zakaria, Muhamad Bin; Jeffreys, J. A. D.; Waterman, Peter G.; Zhong, Shou-Ming Phytochemistry (Elsevier), 1984 , vol. 23, # 7 p. 1481 - 1484

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Uvaol Structure

Uvaol

CAS#:545-46-0

Literature: Collins, Dwight O.; Ruddock, Peter L. D.; Grasse, Jessica Chiverton de; Reynolds, William F.; Reese, Paul B. Phytochemistry (Elsevier), 2002 , vol. 59, # 5 p. 479 - 488

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Uvaol Structure

Uvaol

CAS#:545-46-0

Literature: Majumder, P. L.; Bagchi, A. Tetrahedron, 1983 , vol. 39, # 4 p. 649 - 656

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Uvaol Structure

Uvaol

CAS#:545-46-0

Literature: Chemical and Pharmaceutical Bulletin, , vol. 31, # 5 p. 1567 - 1571

~%

Uvaol Structure

Uvaol

CAS#:545-46-0

Literature: Chemical and Pharmaceutical Bulletin, , vol. 31, # 5 p. 1567 - 1571

~%

Uvaol Structure

Uvaol

CAS#:545-46-0

Literature: Chemical and Pharmaceutical Bulletin, , vol. 31, # 5 p. 1567 - 1571

~%

Uvaol Structure

Uvaol

CAS#:545-46-0

Literature: Journal of the American Pharmaceutical Association (1912-1977), , vol. 34, p. 39,40

 Articles19

More 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-...

 UvaolBioassay

View more

Name: Cytotoxicity against human A549 cells assessed as cell viability after 24 hrs by MTT ...
Source: ChEMBL
Target: A549
External Id: CHEMBL980082
Name: Antiinflammatory activity against human A549 cells assessed as inhibition of IL-1-alp...
Source: ChEMBL
Target: A549
External Id: CHEMBL980081
Name: Anti-inflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-indu...
Source: ChEMBL
Target: RAW264.7
External Id: CHEMBL5133480
Name: Inhibition of biotinylated consensus sequence binding to NF-kB p65 in human HeLa nucl...
Source: ChEMBL
Target: Transcription factor p65
External Id: CHEMBL4235015
Name: Anti-inflammatory activity in mouse RAW264.7 cells assessed as inhibition of HMGB1-in...
Source: ChEMBL
Target: RAW264.7
External Id: CHEMBL5133481
Name: ERK5 transcriptional activity HTS
Source: 24565
Target: N/A
External Id: ERK5 transcriptional activity-HTS
Name: Cytotoxicity against human OVCAR3 cells assessed as reduction in cell viability after...
Source: ChEMBL
Target: OVCAR-3
External Id: CHEMBL4235014
Name: Cytotoxicity against mouse RAW264.7 cells assessed as cell viability at 50 uM
Source: ChEMBL
Target: RAW264.7
External Id: CHEMBL5133482
Name: Inhibition of mitochondrial membrane potential in human HT-29 cells after 3 hrs by JC...
Source: ChEMBL
Target: HT-29
External Id: CHEMBL4235016
Name: Antimicrobial activity against Pseudomonas aeruginosa by broth microdilution method
Source: ChEMBL
Target: Pseudomonas aeruginosa
External Id: CHEMBL969466
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 Synonyms

urs-12-ene-3,28-diol
(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
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