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MedKoo Cat#: 465296 | Name: Poliumoside
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Description:

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

Poliumoside is a phenylethanoid glycoside that has been found in C. dichotoma and has diverse biological activities. It scavenges DPPH and ABTS radicals (IC50s = 10.9 and 19.9 µM), as well as inhibits the activity of PKCα (IC50 = 24.4 µM), in cell-free assays. Poliumoside (12.5-100 µM) reduces LPS-induced production of TNF-α and IL-6 in RAW 264.7 cells.3 It decreases glutamate-induced cytotoxicity in primary rat cortical neurons when used at concentrations of 0.1, 1, or 10 µM.

Chemical Structure

Poliumoside
Poliumoside
CAS#94079-81-9

Theoretical Analysis

MedKoo Cat#: 465296

Name: Poliumoside

CAS#: 94079-81-9

Chemical Formula: C35H46O19

Exact Mass: 770.2633

Molecular Weight: 770.73

Elemental Analysis: C, 54.54; H, 6.02; O, 39.44

Price and Availability

Size Price Availability Quantity
10mg USD 350.00 2 Weeks
25mg USD 625.00 2 Weeks
50mg USD 950.00 2 Weeks
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Related CAS #
No Data
Synonym
Poliumoside;
IUPAC/Chemical Name
(2R,3R,4R,5R,6R)-6-(3,4-dihydroxyphenethoxy)-5-hydroxy-4-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-2-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-3-yl (E)-3-(3,4-dihydroxyphenyl)acrylate
InChi Key
YMWRMAOPKNYHMZ-LLVTZOIGSA-N
InChi Code
InChI=1S/C35H46O19/c1-14-24(41)26(43)28(45)33(50-14)49-13-22-31(53-23(40)8-5-16-3-6-18(36)20(38)11-16)32(54-35-29(46)27(44)25(42)15(2)51-35)30(47)34(52-22)48-10-9-17-4-7-19(37)21(39)12-17/h3-8,11-12,14-15,22,24-39,41-47H,9-10,13H2,1-2H3/b8-5+/t14-,15-,22+,24-,25-,26+,27+,28+,29+,30+,31+,32+,33+,34+,35-/m0/s1
SMILES Code
OC1=C(O)C=CC(/C=C/C(O[C@H]2[C@H](O[C@H]3[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O3)[C@@H](O)[C@H](OCCC4=CC(O)=C(O)C=C4)O[C@@H]2CO[C@H]5[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O5)=O)=C1
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
Solvent mg/mL mM comments
Solubility
DMF 5.0 6.49
DMSO 15.0 19.46
PBS (pH 7.2) 10.0 12.97
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 770.73 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
1: Zheng JN, Zhuo JY, Nie J, Liu YL, Chen BY, Wu AZ, Li YC. Phenylethanoid Glycosides From Callicarpa kwangtungensis Chun Attenuate TNF-α-Induced Cell Damage by Inhibiting NF-κB Pathway and Enhancing Nrf2 Pathway in A549 Cells. Front Pharmacol. 2021 Jul 7;12:693983. doi: 10.3389/fphar.2021.693983. PMID: 34305604; PMCID: PMC8293607. 2: Wu A, Yang Z, Huang Y, Yuan H, Lin C, Wang T, Zhao Z, Zhou Y, Zhu C. Natural phenylethanoid glycosides isolated from Callicarpa kwangtungensis suppressed lipopolysaccharide-mediated inflammatory response via activating Keap1/Nrf2/HO-1 pathway in RAW 264.7 macrophages cell. J Ethnopharmacol. 2020 Aug 10;258:112857. doi: 10.1016/j.jep.2020.112857. Epub 2020 Apr 13. PMID: 32298752. 3: Wang X, Chang X, Luo X, Su M, Xu R, Chen J, Ding Y, Shi Y. An Integrated Approach to Characterize Intestinal Metabolites of Four Phenylethanoid Glycosides and Intestinal Microbe-Mediated Antioxidant Activity Evaluation In Vitro Using UHPLC-Q-Exactive High-Resolution Mass Spectrometry and a 1,1-Diphenyl-2-picrylhydrazyl-Based Assay. Front Pharmacol. 2019 Jul 25;10:826. doi: 10.3389/fphar.2019.00826. PMID: 31402862; PMCID: PMC6669795. 4: Martins GR, da Fonseca TS, Martínez-Fructuoso L, Simas RC, Silva FT, Salimena FRG, Alviano DS, Alviano CS, Leitão GG, Pereda-Miranda R, Leitão SG. Antifungal Phenylpropanoid Glycosides from Lippia rubella. J Nat Prod. 2019 Mar 22;82(3):566-572. doi: 10.1021/acs.jnatprod.8b00975. Epub 2019 Feb 28. Erratum in: J Nat Prod. 2019 Jun 28;82(6):1731. PMID: 30817148. 5: Qian H, Yu FJ, Lu DY, Wu BJ, Zhang XW, Wang H, Ma ZG. Identification of poliumoside metabolites in rat plasma, urine, bile, and intestinal bacteria with UPLC/Q-TOF-MS. Chin J Nat Med. 2018 Nov;16(11):871-880. doi: 10.1016/S1875-5364(18)30129-8. PMID: 30502769. 6: Li X, Xie Y, Li K, Wu A, Xie H, Guo Q, Xue P, Maleshibek Y, Zhao W, Guo J, Chen D. Antioxidation and Cytoprotection of Acteoside and Its Derivatives: Comparison and Mechanistic Chemistry. Molecules. 2018 Feb 23;23(2):498. doi: 10.3390/molecules23020498. PMID: 29473886; PMCID: PMC6017589. 7: Boghrati Z, Naseri M, Rezaie M, Pham N, Quinn RJ, Tayarani-Najaran Z, Iranshahi M. Tyrosinase inhibitory properties of phenylpropanoid glycosides and flavonoids from Teucrium polium L. var. gnaphalodes. Iran J Basic Med Sci. 2016 Aug;19(8):804-811. PMID: 27746860; PMCID: PMC5048114. 8: Senger DR, Hoang MV, Kim KH, Li C, Cao S. Anti-inflammatory activity of Barleria lupulina: Identification of active compounds that activate the Nrf2 cell defense pathway, organize cortical actin, reduce stress fibers, and improve cell junctions in microvascular endothelial cells. J Ethnopharmacol. 2016 Dec 4;193:397-407. doi: 10.1016/j.jep.2016.09.017. Epub 2016 Sep 20. PMID: 27660013; PMCID: PMC5436582. 9: Li Y, Peng Y, Wang M, Zhou G, Zhang Y, Li X. Rapid screening and identification of the differences between metabolites of Cistanche deserticola and C. tubulosa water extract in rats by UPLC-Q-TOF-MS combined pattern recognition analysis. J Pharm Biomed Anal. 2016 Nov 30;131:364-372. doi: 10.1016/j.jpba.2016.09.018. Epub 2016 Sep 14. PMID: 27639339. 10: Liu J, Gu Z, Yao S, Zhang Z, Chen B. Rapid analysis of Callicarpa L. using direct spray ionization mass spectrometry. J Pharm Biomed Anal. 2016 May 30;124:93-103. doi: 10.1016/j.jpba.2016.02.030. Epub 2016 Feb 26. PMID: 26938160. 11: Deng R, Xu Y, Feng F, Liu W. Identification of poliumoside metabolites in rat feces by high performance liquid chromatography coupled with quadrupole time-of-flight tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2014 Oct 15;969:285-96. doi: 10.1016/j.jchromb.2014.08.032. Epub 2014 Aug 30. PMID: 25215644. 12: Guo ZY, Li P, Huang W, Wang JJ, Liu YJ, Liu B, Wang YL, Wu SB, Kennelly EJ, Long CL. Antioxidant and anti-inflammatory caffeoyl phenylpropanoid and secoiridoid glycosides from Jasminum nervosum stems, a Chinese folk medicine. Phytochemistry. 2014 Oct;106:124-133. doi: 10.1016/j.phytochem.2014.07.011. Epub 2014 Aug 5. PMID: 25107663. 13: Hu X, Li L, Yang YF, Huang CY, Huang GL. [Caffeoyl phenylethanoid glycosides from Callicarpa kwangtungensis]. Zhongguo Zhong Yao Za Zhi. 2014 May;39(9):1630-4. Chinese. PMID: 25095374. 14: Cai H, Xie Z, Liu G, Sun X, Peng G, Lin B, Liao Q. Isolation, identification and activities of natural antioxidants from Callicarpa kwangtungensis Chun. PLoS One. 2014 Mar 25;9(3):e93000. doi: 10.1371/journal.pone.0093000. PMID: 24667350; PMCID: PMC3965524. 15: Liu CH, Liu TS, Luo CQ, Zhang J, Zeng XY, Cui L, Xie LJ. [Determination of forsythiaside B and poliumoside in different origin and parts from Callicarpa kwangtungensis]. Zhongguo Zhong Yao Za Zhi. 2013 Oct;38(19):3324-6. Chinese. PMID: 24422401. 16: Yu SY, Lee IS, Jung SH, Lee YM, Lee YR, Kim JH, Sun H, Kim JS. Caffeoylated phenylpropanoid glycosides from Brandisia hancei inhibit advanced glycation end product formation and aldose reductase in vitro and vessel dilation in larval zebrafish in vivo. Planta Med. 2013 Dec;79(18):1705-9. doi: 10.1055/s-0033-1351101. Epub 2013 Nov 28. PMID: 24288293. 17: Sun X, Liao Q, Liu G, Cai H, Zhang L, Zhu C, Xie Z. Simultaneous determination of three phenylethanoid glycosides from Callicarpae Caulis et Folium in rat plasma by LC-MS/MS and its application to PK study. Bioanalysis. 2013 Aug;5(15):1883-95. doi: 10.4155/bio.13.124. PMID: 23905862. 18: Shi Y, Wu C, Chen Y, Liu W, Feng F, Xie N. Comparative analysis of three Callicarpa herbs using high performance liquid chromatography with diode array detector and electrospray ionization-trap mass spectrometry method. J Pharm Biomed Anal. 2013 Mar 5;75:239-47. doi: 10.1016/j.jpba.2012.11.038. Epub 2012 Dec 7. PMID: 23277156. 19: Tai BH, Jung BY, Cuong NM, Linh PT, Tung NH, Nhiem NX, Huong TT, Anh NT, Kim JA, Kim SK, Kim YH. Total peroxynitrite scavenging capacity of phenylethanoid and flavonoid glycosides from the flowers of Buddleja officinalis. Biol Pharm Bull. 2009 Dec;32(12):1952-6. doi: 10.1248/bpb.32.1952. PMID: 19952410. 20: Tatli II, Takamatsu S, Khan I, Akdemir ZS. Screening for free radical scavenging and cell aggregation inhibitory activities by secondary metabolites from Turkish Verbascum species. Z Naturforsch C J Biosci. 2007 Sep- Oct;62(9-10):673-8. doi: 10.1515/znc-2007-9-1008. PMID: 18069239.

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