WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 585306

CAS#: 545-46-0

Description: Uvaol is a triterpene present in olives and virgin olive oil that has been shown to possess anti-inflammatory properties and antioxidant effects.

Chemical Structure

CAS# 545-46-0

Theoretical Analysis

MedKoo Cat#: 585306
Name: Uvaol
CAS#: 545-46-0
Chemical Formula: C30H50O2
Exact Mass: 442.38
Molecular Weight: 442.728
Elemental Analysis: C, 81.39; H, 11.38; O, 7.23

Price and Availability

Size Price Availability Quantity
25mg USD 350 2 Weeks
50mg USD 600 2 Weeks
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Synonym: Uvaol

IUPAC/Chemical Name: Urs-12-ene-3beta,28-diol


InChi Code: InChI=1S/C30H50O2/c1-19-10-15-30(18-31)17-16-28(6)21(25(30)20(19)2)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h8,19-20,22-25,31-32H,9-18H2,1-7H3/t19-,20+,22+,23-,24+,25+,27+,28-,29-,30-/m1/s1

SMILES Code: CC1(C)[C@@H](O)CC[C@]2(C)[C@@]3([H])CC=C4[C@]5([H])[C@@H](C)[C@H](C)CC[C@@](CO)5CC[C@](C)4[C@@](C)3CC[C@@]12[H]

Appearance: Solid powder

Purity: >95% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 442.73 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Agra LC, Lins MP, da Silva Marques P, Smaniotto S, Bandeira de Melo C, Lagente V, Barreto E. Uvaol attenuates pleuritis and eosinophilic inflammation in ovalbumin-induced allergy in mice. Eur J Pharmacol. 2016 Jun 5;780:232-42. doi: 10.1016/j.ejphar.2016.03.056. Epub 2016 Mar 30. PubMed PMID: 27038519.

2: Luna-Vázquez FJ, Ibarra-Alvarado C, Rojas-Molina A, Romo-Mancillas A, López-Vallejo FH, Solís-Gutiérrez M, Rojas-Molina JI, Rivero-Cruz F. Role of Nitric Oxide and Hydrogen Sulfide in the Vasodilator Effect of Ursolic Acid and Uvaol from Black Cherry Prunus serotina Fruits. Molecules. 2016 Jan 12;21(1):78. doi: 10.3390/molecules21010078. PubMed PMID: 26771591; PubMed Central PMCID: PMC6273102.

3: Botelho RM, Tenorio LPG, Silva ALM, Tanabe ELL, Pires KSN, Gonçalves CM, Santos JC, Marques ALX, Allard MJ, Bergeron JD, Sebire G, Silva ECO, Souza ST, Fonseca EJS, Borbely AU, Borbely KSC. Biomechanical and functional properties of trophoblast cells exposed to Group B Streptococcus in vitro and the beneficial effects of uvaol treatment. Biochim Biophys Acta Gen Subj. 2019 Sep;1863(9):1417-1428. doi: 10.1016/j.bbagen.2019.06.012. Epub 2019 Jun 26. PubMed PMID: 31254547.

4: Mathison B, Holstege D. A rapid method to determine sterol, erythrodiol, and uvaol concentrations in olive oil. J Agric Food Chem. 2013 May 15;61(19):4506-13. doi: 10.1021/jf400254k. Epub 2013 May 3. PubMed PMID: 23587059.

5: Mezzetti T, Orzalesi G, Rossi C, Bellavita V. A new triterpenoid lactone, alpha-amyrin and uvaol from Helichrysum italicum. Planta Med. 1970 Aug;18(4):326-31. PubMed PMID: 5469392.

6: Somova LI, Shode FO, Mipando M. Cardiotonic and antidysrhythmic effects of oleanolic and ursolic acids, methyl maslinate and uvaol. Phytomedicine. 2004 Feb;11(2-3):121-9. PubMed PMID: 15070161.

7: Kazakova OB, Giniiatullina GV, Tolstikov GA, Baĭkova IP, Zaprutko L, Apryshko GN. [Synthesis and antitumor activity of betulin, erythrodiol and uvaol aminopropoxy derivatives]. Bioorg Khim. 2011 May-Jun;37(3):414-24. Russian. PubMed PMID: 21899058.

8: Tao YW, Tian Y, Xu WD, Guo QL, Shi JG. [Terpenoids from Euphorbia micractina]. Yao Xue Xue Bao. 2016 Mar;51(3):411-9. Chinese. PubMed PMID: 29859022.

9: Flores-Bocanegra L, Pérez-Vásquez A, Torres-Piedra M, Bye R, Linares E, Mata R. α-Glucosidase Inhibitors from Vauquelinia corymbosa. Molecules. 2015 Aug 21;20(8):15330-42. doi: 10.3390/molecules200815330. PubMed PMID: 26307962; PubMed Central PMCID: PMC6332183.

10: Martín R, Miana M, Jurado-López R, Martínez-Martínez E, Gómez-Hurtado N, Delgado C, Bartolomé MV, San Román JA, Cordova C, Lahera V, Nieto ML, Cachofeiro V. DIOL triterpenes block profibrotic effects of angiotensin II and protect from cardiac hypertrophy. PLoS One. 2012;7(7):e41545. doi: 10.1371/journal.pone.0041545. Epub 2012 Jul 23. PubMed PMID: 22844495; PubMed Central PMCID: PMC3402387.

11: Singh A, Arvinda S, Singh S, Suri J, Koul S, Mondhe DM, Singh G, Vishwakarma R. IN0523 (Urs-12-ene-3α,24β-diol) a plant based derivative of boswellic acid protect Cisplatin induced urogenital toxicity. Toxicol Appl Pharmacol. 2017 Mar 1;318:8-15. doi: 10.1016/j.taap.2017.01.011. Epub 2017 Jan 22. PubMed PMID: 28122196.

12: Kontogianni VG, Tsoumani ME, Kellici TF, Mavromoustakos T, Gerothanassis IP, Tselepis AD, Tzakos AG. Deconvoluting the Dual Antiplatelet Activity of a Plant Extract. J Agric Food Chem. 2016 Jun 8;64(22):4511-21. doi: 10.1021/acs.jafc.6b00544. Epub 2016 May 26. PubMed PMID: 27161160.

13: Jabeur H, Drira M, Rebai A, Bouaziz M. Putative Markers of Adulteration of Higher-Grade Olive Oil with Less Expensive Pomace Olive Oil Identified by Gas Chromatography Combined with Chemometrics. J Agric Food Chem. 2017 Jul 5;65(26):5375-5383. doi: 10.1021/acs.jafc.7b00687. Epub 2017 Jun 26. PubMed PMID: 28609617.

14: Amelio M, Rizzo R, Varazini F. Determination of sterols, erythrodiol, uvaol and alkanols in olive oils using combined solid-phase extraction, high-performance liquid chromatographic and high-resolution gas chromatographic techniques. J Chromatogr. 1992 Aug 14;606(2):179-85. PubMed PMID: 1430013.

15: Tan BX, Yang L, Huang YY, Chen YY, Peng GT, Yu S, Wu YN, Luo HB, He XX. Bioactive triterpenoids from the leaves of Eriobotrya japonica as the natural PDE4 inhibitors. Nat Prod Res. 2017 Dec;31(24):2836-2841. doi: 10.1080/14786419.2017.1300796. Epub 2017 Mar 10. PubMed PMID: 28281360.

16: Giménez E, Juan ME, Calvo-Melià S, Planas JM. A sensitive liquid chromatography-mass spectrometry method for the simultaneous determination in plasma of pentacyclic triterpenes of Olea europaea L. Food Chem. 2017 Aug 15;229:534-541. doi: 10.1016/j.foodchem.2017.02.116. Epub 2017 Feb 24. PubMed PMID: 28372212.

17: Orzalesi G, Mezzetti T, Bellavita V. [A new natural triterpenic lactone, alpha-amyrin and uvaol from Helichrysum italicum (G. Don)]. Boll Chim Farm. 1969 Sep;108(9):540-5. Italian. PubMed PMID: 5364382.

18: Cristoni A, Nizzola R, Malandrino S, Pifferi G. Synthesis and antiulcer activity of uvaol hemiphthalate derivatives. Farmaco. 1994 Apr;49(4):281-4. PubMed PMID: 8049009.

19: Greve HL, Kaiser M, Brun R, Schmidt TJ. Terpenoids from the Oleo-Gum-Resin of Boswellia serrata and Their Antiplasmodial Effects In Vitro. Planta Med. 2017 Oct;83(14-15):1214-1226. doi: 10.1055/s-0043-116943. Epub 2017 Jul 24. Erratum in: Planta Med. 2017 Oct;83(14-15):E4. PubMed PMID: 28738439.

20: Keller S auf dem, Pachaly P, Zymalkowski F. [Ursolic acid and uvaol as contents of Rhododendron ponticum]. Arch Pharm Ber Dtsch Pharm Ges. 1970 Mar;303(3):243-8. German. PubMed PMID: 5267720.