Uvaol | CAS#545-46-0 | anti-inflammatory

MedKoo Cat#: 585306 | Name: Uvaol

Featured

Description:

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

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

Uvaol

CAS#545-46-0

Theoretical Analysis

MedKoo Cat#: 585306

Name: Uvaol

CAS#: 545-46-0

Chemical Formula: C30H50O2

Exact Mass: 442.3811

Molecular Weight: 442.73

Elemental Analysis: C, 81.39; H, 11.38; O, 7.23

Price and Availability

Size	Price	Availability	Quantity
25mg	USD 350.00	2 Weeks
50mg	USD 600.00	2 Weeks

Bulk Inquiry

Buy Now

Add to Cart

Related CAS #

No Data

Synonym

Uvaol

IUPAC/Chemical Name

Urs-12-ene-3beta,28-diol

InChi Key

XUARCIYIVXVTAE-ZAPOICBTSA-N

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

Instruction

View handling instruction

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.

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

1: Patrícia Gonçalves Tenório L, Xavier FHDC, Silveira Wagner M, Moreira Bagri K, Alves Ferreira EG, Galvani R, Mermelstein C, Bonomo AC, Savino W, Barreto E. Uvaol attenuates TGF-β1-induced epithelial-mesenchymal transition in human alveolar epithelial cells by modulating expression and membrane localization of β-catenin. Front Pharmacol. 2025 Jan 7;15:1504556. doi: 10.3389/fphar.2024.1504556. PMID: 39840107; PMCID: PMC11747490. 2: Wang J, Liu W, Lu J, Zhu M, Wu Y, Pan W, Fan B, Song Y, Wang W, Chen G. Antineuroinflammatory Potential of Uvaol Transformation Products by Three Fungal Species. J Agric Food Chem. 2024 Dec 4;72(48):26762-26776. doi: 10.1021/acs.jafc.4c09088. Epub 2024 Nov 21. PMID: 39571082. 3: Tran TT, Gal M, Ha MT, Hyun S, Kim O, Lee JH, Min BS. Triterpenoids from Potentilla chinensis Inhibit RANKL-Induced Osteoclastogenesis in Vitro and Lipopolysaccharide-Induced Osteolytic Bone Loss in Vivo. Chem Biodivers. 2024 Nov 13:e202402011. doi: 10.1002/cbdv.202402011. Epub ahead of print. PMID: 39539038. 4: Sugráñez-Pérez C, Sugráñez-Serrano R, López-González M, Martínez-Vaquero S, Moral-Martos D, Cortés-Jiménez S, Peragón-Sánchez J. Near-Infrared Spectroscopic Determination of Pentacyclic Triterpenoid Concentrations in Additives for Animal Food. Biology (Basel). 2024 Jul 31;13(8):578. doi: 10.3390/biology13080578. PMID: 39194516; PMCID: PMC11351484. 5: Azzouni D, Alaoui Mrani S, Bertani R, Alanazi MM, En-Nabety G, Taleb M. Experimental and Theoretical Investigation of the Inhibitor Efficiency of Eucalyptus globulus Leaf Essential Oil (EuEO) on Mild Steel Corrosion in a Molar Hydrochloric Acid Medium. Molecules. 2024 Jul 15;29(14):3323. doi: 10.3390/molecules29143323. PMID: 39064901; PMCID: PMC11279684. 6: Gwon HJ, Chung YH, Lim DS, Cho W, Choi SW, Abd El-Aty AM, Song JH, Shin YK, Jeong JH, Jung TW. Uvaol ameliorates lipid deposition in hyperlipidemic hepatocytes by suppressing protein-tyrosine phosphatase 1B/ER stress signaling. Biochem Biophys Res Commun. 2024 Oct 20;730:150387. doi: 10.1016/j.bbrc.2024.150387. Epub 2024 Jul 10. PMID: 39002201. 7: Sylla B, Jost G, Lavoie S, Legault J, Gauthier C, Pichette A. Synthesis and cytotoxicity evaluation of d- and l-sugar-containing mono- and bidesmosidic ursane-type saponins. Bioorg Med Chem. 2024 May 15;106:117737. doi: 10.1016/j.bmc.2024.117737. Epub 2024 May 1. PMID: 38718553. 8: Pan X, Tan Z, Meng F, Zhang L, Chen Z, Mao J. Uvaol alleviates oxidative stress induced human umbilical vein endothelial cell injury by suppressing mitogen-activated protein kinase signaling pathway. Blood Coagul Fibrinolysis. 2024 Jul 1;35(5):248-255. doi: 10.1097/MBC.0000000000001302. Epub 2024 Apr 25. PMID: 38700418. 9: Álvarez-León F, Rosado-Aguilar JA, Gamboa-Angulo M, Flota-Burgos GJ, Martin J, Reyes F. Anthelmintic activity and chemical profile of native plant extracts from the Yucatan Peninsula against Toxocara canis. Acta Trop. 2024 Jul;255:107214. doi: 10.1016/j.actatropica.2024.107214. Epub 2024 Apr 24. PMID: 38663537. 10: Lafi O, Essid R, Lachaud L, Jimenez C, Rodríguez J, Ageitos L, Mhamdi R, Abaza L. Synergistic antileishmanial activity of erythrodiol, uvaol, and oleanolic acid isolated from olive leaves of cv. Chemlali. 3 Biotech. 2023 Dec;13(12):395. doi: 10.1007/s13205-023-03825-3. Epub 2023 Nov 13. PMID: 37970450; PMCID: PMC10643720. 11: Lee DE, Park KH, Hong JH, Kim SH, Park KM, Kim KH. Anti-osteoporosis effects of triterpenoids from the fruit of sea buckthorn (Hippophae rhamnoides) through the promotion of osteoblast differentiation in mesenchymal stem cells, C3H10T1/2. Arch Pharm Res. 2023 Oct;46(9-10):771-781. doi: 10.1007/s12272-023-01468-9. Epub 2023 Sep 26. PMID: 37751030. 12: Voronov IS, Falev DI, Faleva AV, Ul'yanovskii NV, Kosyakov DS. Determination of Pentacyclic Triterpenoids in Plant Biomass by Porous Graphitic Carbon Liquid Chromatography-Tandem Mass Spectrometry. Molecules. 2023 May 7;28(9):3945. doi: 10.3390/molecules28093945. PMID: 37175355; PMCID: PMC10180310. 13: Kar B, Kundu CN, Singh MK, Dehury B, Pati S, Bhattacharya D. Identification of potential inhibitor against CTX-M-3 and CTX-M-15 proteins: an in silico and in vitro study. J Biomol Struct Dyn. 2024 Jan- Feb;42(1):177-193. doi: 10.1080/07391102.2023.2192811. Epub 2023 Mar 30. PMID: 36995090. 14: Alagna F, Reed J, Calderini O, Thimmappa R, Cultrera NGM, Cattivelli A, Tagliazucchi D, Mousavi S, Mariotti R, Osbourn A, Baldoni L. OeBAS and CYP716C67 catalyze the biosynthesis of health-beneficial triterpenoids in olive (Olea europaea) fruits. New Phytol. 2023 Jun;238(5):2047-2063. doi: 10.1111/nph.18863. Epub 2023 Apr 3. PMID: 36880371; PMCID: PMC10952584. 15: Hossain A, Shahidi F. Persimmon Leaves: Nutritional, Pharmaceutical, and Industrial Potential-A Review. Plants (Basel). 2023 Feb 18;12(4):937. doi: 10.3390/plants12040937. PMID: 36840285; PMCID: PMC9965245. 16: Vilkickyte G, Petrikaite V, Marksa M, Ivanauskas L, Jakstas V, Raudone L. Fractionation and Characterization of Triterpenoids from Vaccinium vitis- idaea L. Cuticular Waxes and Their Potential as Anticancer Agents. Antioxidants (Basel). 2023 Feb 12;12(2):465. doi: 10.3390/antiox12020465. PMID: 36830023; PMCID: PMC9952570. 17: Gunduz G, Konuskan DB. Fatty Acid and Sterol Compositions of Turkish Monovarietal Olive Oils with Regard to Olive Ripening. J Oleo Sci. 2023;72(1):79-85. doi: 10.5650/jos.ess22239. PMID: 36624059. 18: Zhang J, Wang J, Wang Y, Chen M, Shi X, Zhou X, Zhang Z. Phytochemistry and Antioxidant Activities of the Rhizome and Radix of Millettia speciosa Based on UHPLC-Q-Exactive Orbitrap-MS. Molecules. 2022 Oct 31;27(21):7398. doi: 10.3390/molecules27217398. PMID: 36364224; PMCID: PMC9656107. 19: Wojdyło A, Turkiewicz IP, Tkacz K, Nowicka P, Bobak Ł. Nuts as functional foods: Variation of nutritional and phytochemical profiles and their in vitro bioactive properties. Food Chem X. 2022 Aug 8;15:100418. doi: 10.1016/j.fochx.2022.100418. PMID: 36211787; PMCID: PMC9532779. 20: Kaunaite V, Vilkickyte G, Raudone L. Phytochemical Diversity and Antioxidant Potential of Wild Heather (Calluna vulgaris L.) Aboveground Parts. Plants (Basel). 2022 Aug 25;11(17):2207. doi: 10.3390/plants11172207. PMID: 36079589; PMCID: PMC9460699.