MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 527477 | Name: Oleuropein

Description:

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

Oleuropein is an inhibitor of Rv0888 nuclease activity.

Chemical Structure

Oleuropein
Oleuropein
CAS#32619-42-4

Theoretical Analysis

MedKoo Cat#: 527477

Name: Oleuropein

CAS#: 32619-42-4

Chemical Formula: C25H32O13

Exact Mass: 540.1843

Molecular Weight: 540.52

Elemental Analysis: C, 55.55; H, 5.97; O, 38.48

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
Oleuropein
IUPAC/Chemical Name
Methyl (4S,5E,6S)-4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl]-5-ethylidene-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate
InChi Key
RFWGABANNQMHMZ-ZCHJGGQASA-N
InChi Code
InChI=1S/C25H32O13/c1-3-13-14(9-19(29)35-7-6-12-4-5-16(27)17(28)8-12)15(23(33)34-2)11-36-24(13)38-25-22(32)21(31)20(30)18(10-26)37-25/h3-5,8,11,14,18,20-22,24-28,30-32H,6-7,9-10H2,1-2H3/b13-3+/t14-,18+,20+,21-,22+,24-,25-/m0/s1
SMILES Code
O=C(C([C@H]/1CC(OCCC2=CC=C(O)C(O)=C2)=O)=CO[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C1=C\C)OC
Appearance
Solid powder
Purity
>98% (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
>2 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

Preparing Stock Solutions

The following data is based on the product molecular weight 540.52 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
1: Costanzo P, Bonacci S, Cariati L, Nardi M, Oliverio M, Procopio A. Simple and efficient sustainable semi-synthesis of oleacein [2-(3,4-hydroxyphenyl) ethyl (3S,4E)-4-formyl-3-(2-oxoethyl)hex-4-enoate] as potential additive for edible oils. Food Chem. 2018 Apr 15;245:410-414. doi: 10.1016/j.foodchem.2017.10.097. Epub 2017 Oct 24. PubMed PMID: 29287389. 2: Morrone L, Neri L, Cantini C, Alfei B, Rotondi A. Study of the combined effects of ripeness and production area on Bosana oil's quality. Food Chem. 2018 Apr 15;245:1098-1104. doi: 10.1016/j.foodchem.2017.11.061. Epub 2017 Nov 16. PubMed PMID: 29287327. 3: Cecchi L, Migliorini M, Zanoni B, Breschi C, Mulinacci N. An effective HPLC-based approach for the evaluation of the content of total phenolic compounds transferred from olives to virgin olive oil during the olive milling process. J Sci Food Agric. 2017 Dec 17. doi: 10.1002/jsfa.8841. [Epub ahead of print] PubMed PMID: 29250777. 4: Fujiwara Y, Tsukahara C, Ikeda N, Sone Y, Ishikawa T, Ichi I, Koike T, Aoki Y. Oleuropein improves insulin resistance in skeletal muscle by promoting the translocation of GLUT4. J Clin Biochem Nutr. 2017 Nov;61(3):196-202. doi: 10.3164/jcbn.16-120. Epub 2017 Oct 3. PubMed PMID: 29203961; PubMed Central PMCID: PMC5703779. 5: Tekaya M, Chehab H, Flamini G, Gharbi I, Mahjoub Z, Laamari S, Chihaoui B, Boujnah D, Hammami M, Mechri B. Modification of pomological characteristics and flavour components of fruits and virgin olive oil following wastewater irrigation and soil tillage. J Sci Food Agric. 2017 Nov 23. doi: 10.1002/jsfa.8791. [Epub ahead of print] PubMed PMID: 29168201. 6: Velázquez-Palmero D, Romero-Segura C, García-Rodríguez R, Hernández ML, Vaistij FE, Graham IA, Pérez AG, Martínez-Rivas JM. An Oleuropein β-Glucosidase from Olive Fruit Is Involved in Determining the Phenolic Composition of Virgin Olive Oil. Front Plant Sci. 2017 Nov 7;8:1902. doi: 10.3389/fpls.2017.01902. eCollection 2017. PubMed PMID: 29163620; PubMed Central PMCID: PMC5682033. 7: Nardi M, Bonacci S, Cariati L, Costanzo P, Oliverio M, Sindona G, Procopio A. Synthesis and antioxidant evaluation of lipophilic oleuropein aglycone derivatives. Food Funct. 2017 Dec 13;8(12):4684-4692. doi: 10.1039/c7fo01105a. PubMed PMID: 29160876. 8: Fuentes E, Paucar F, Tapia F, Ortiz J, Jimenez P, Romero N. Effect of the composition of extra virgin olive oils on the differentiation and antioxidant capacities of twelve monovarietals. Food Chem. 2018 Mar 15;243:285-294. doi: 10.1016/j.foodchem.2017.09.130. Epub 2017 Sep 28. PubMed PMID: 29146340. 9: Santangelo C, Vari R, Scazzocchio B, De Sanctis P, Giovannini C, D'Archivio M, Masella R. Anti-inflammatory Activity of Extra Virgin Olive Oil Polyphenols: Which Role in the Prevention and Treatment of Immune-Mediated Inflammatory Diseases? Endocr Metab Immune Disord Drug Targets. 2018;18(1):36-50. doi: 10.2174/1871530317666171114114321. PubMed PMID: 29141574. 10: Soto-Alarcon SA, Valenzuela R, Valenzuela A, Videla LA. Liver Protective Effects of Extra Virgin Olive Oil: Interaction between Its Chemical Composition and the Cell-signaling Pathways Involved in Protection. Endocr Metab Immune Disord Drug Targets. 2018;18(1):75-84. doi: 10.2174/1871530317666171114120552. PubMed PMID: 29141573. 11: Shi J, Wu G, Zou X, Jiang K. Oleuropein protects intracerebral hemorrhage-induced disruption of blood-brain barrier through alleviation of oxidative stress. Pharmacol Rep. 2017 Dec;69(6):1206-1212. doi: 10.1016/j.pharep.2017.05.004. Epub 2017 May 11. PubMed PMID: 29128801. 12: Omar SH, Kerr PG, Scott CJ, Hamlin AS, Obied HK. Olive (Olea europaea L.) Biophenols: A Nutriceutical against Oxidative Stress in SH-SY5Y Cells. Molecules. 2017 Oct 29;22(11). pii: E1858. doi: 10.3390/molecules22111858. PubMed PMID: 29109370. 13: Qabaha K, Al-Rimawi F, Qasem A, Naser SA. Oleuropein Is Responsible for the Major Anti-Inflammatory Effects of Olive Leaf Extract. J Med Food. 2017 Nov 3. doi: 10.1089/jmf.2017.0070. [Epub ahead of print] PubMed PMID: 29099642. 14: Menicacci B, Cipriani C, Margheri F, Mocali A, Giovannelli L. Modulation of the Senescence-Associated Inflammatory Phenotype in Human Fibroblasts by Olive Phenols. Int J Mol Sci. 2017 Oct 30;18(11). pii: E2275. doi: 10.3390/ijms18112275. PubMed PMID: 29084133; PubMed Central PMCID: PMC5713245. 15: Rekik O, Ben Mansour A, Bouaziz M. Evaluation of phenolic composition and antioxidant activity changes in olive flowers during development using HPLC/DAD and LC-MS/MS. Electrophoresis. 2017 Oct 30. doi: 10.1002/elps.201700200. [Epub ahead of print] PubMed PMID: 29082534. 16: Angeloni C, Malaguti M, Barbalace MC, Hrelia S. Bioactivity of Olive Oil Phenols in Neuroprotection. Int J Mol Sci. 2017 Oct 25;18(11). pii: E2230. doi: 10.3390/ijms18112230. Review. PubMed PMID: 29068387; PubMed Central PMCID: PMC5713200. 17: Ragusa A, Centonze C, Grasso ME, Latronico MF, Mastrangelo PF, Fanizzi FP, Maffia M. Composition and Statistical Analysis of Biophenols in Apulian Italian EVOOs. Foods. 2017 Oct 18;6(10). pii: E90. doi: 10.3390/foods6100090. PubMed PMID: 29057813; PubMed Central PMCID: PMC5664029. 18: Ahmadvand H, Shahsavari G, Tavafi M, Bagheri S, Moradkhani MR, Kkorramabadi RM, Khosravi P, Jafari M, Zahabi K, Eftekhar R, Soleimaninejad M, Moghadam S. Protective effects of oleuropein against renal injury oxidative damage in alloxan-induced diabetic rats; a histological and biochemical study. J Nephropathol. 2017 Jul;6(3):204-209. doi: 10.15171/jnp.2017.34. Epub 2017 Feb 20. PubMed PMID: 28975102; PubMed Central PMCID: PMC5607984. 19: Presti G, Guarrasi V, Gulotta E, Provenzano F, Provenzano A, Giuliano S, Monfreda M, Mangione MR, Passantino R, San Biagio PL, Costa MA, Giacomazza D. Bioactive compounds from extra virgin olive oils: Correlation between phenolic content and oxidative stress cell protection. Biophys Chem. 2017 Nov;230:109-116. doi: 10.1016/j.bpc.2017.09.002. Epub 2017 Sep 23. PubMed PMID: 28965785. 20: Capo CR, Pedersen JZ, Falconi M, Rossi L. Oleuropein shows copper complexing properties and noxious effect on cultured SH-SY5Y neuroblastoma cells depending on cell copper content. J Trace Elem Med Biol. 2017 Dec;44:225-232. doi: 10.1016/j.jtemb.2017.08.002. Epub 2017 Aug 5. PubMed PMID: 28965580.