Salireposide

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

MedKoo CAT#: 461726

CAS#: 16955-55-8

Description: Salireposide is a salicinoid phenolic glycoside that is isolated from Symplocos racemosa.


Chemical Structure

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Salireposide
CAS# 16955-55-8

Theoretical Analysis

MedKoo Cat#: 461726
Name: Salireposide
CAS#: 16955-55-8
Chemical Formula: C20H22O9
Exact Mass: 406.1264
Molecular Weight: 406.38
Elemental Analysis: C, 59.11; H, 5.46; O, 35.43

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: Salireposide;

IUPAC/Chemical Name: 5-hydroxy-2-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)benzyl benzoate

InChi Key: UQCOPGRRWQCCFR-BFMVXSJESA-N

InChi Code: InChI=1S/C20H22O9/c21-9-15-16(23)17(24)18(25)20(29-15)28-14-7-6-13(22)8-12(14)10-27-19(26)11-4-2-1-3-5-11/h1-8,15-18,20-25H,9-10H2/t15-,16-,17+,18-,20-/m1/s1

SMILES Code: O[C@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)[C@@H]1OC2=CC=C(O)C=C2COC(C3=CC=CC=C3)=O

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: >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

Preparing Stock Solutions

The following data is based on the product molecular weight 406.38 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

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1: Belyanin ML, Stepanova EV, Ogorodnikov VD. First total chemical synthesis of natural acyl derivatives of some phenolglycosides of the family Salicaceae. Carbohydr Res. 2012 Dec 1;363:66-72. doi: 10.1016/j.carres.2012.10.006. Epub 2012 Oct 13. PubMed PMID: 23123575.

2: Bukowiecki H, Figurski R. [Isolation of salicin and salireposide from Salix rosmarinifolia L]. Acta Pol Pharm. 1968;25(6):591-5. Polish. PubMed PMID: 5294105.

3: Acharya N, Acharya S, Shah U, Shah R, Hingorani L. A comprehensive analysis on Symplocos racemosa Roxb.: Traditional uses, botany, phytochemistry and pharmacological activities. J Ethnopharmacol. 2016 Apr 2;181:236-51. doi: 10.1016/j.jep.2016.01.043. Epub 2016 Feb 3. Review. PubMed PMID: 26851499.

4: Choudhary MI, Fatima N, Abbasi MA, Jalil S, Ahmad VU, Atta-ur-Rahman. Phenolic glyscosides, a new class of human recombinant nucleotide pyrophosphatase phosphodiesterase-1 inhibitors. Bioorg Med Chem. 2004 Nov 15;12(22):5793-8. PubMed PMID: 15558843.

5: Soler M, Plasencia A, Lepikson-Neto J, Camargo EL, Dupas A, Ladouce N, Pesquet E, Mounet F, Larbat R, Grima-Pettenati J. The Woody-Preferential Gene EgMYB88 Regulates the Biosynthesis of Phenylpropanoid-Derived Compounds in Wood. Front Plant Sci. 2016 Sep 22;7:1422. eCollection 2016. PubMed PMID: 27713753; PubMed Central PMCID: PMC5032791.

6: Firashathulla S, Inamdar MN, Rafiq M, Viswanatha GL, Sharath Kumar LM, Babu UV, Ramakrishnan S, Paramesh R. IM-133N - A Useful Herbal Combination for Eradicating Disease-triggering Pathogens in Mice via Immunotherapeutic Mechanisms. J Pharmacopuncture. 2016 Mar;19(1):21-7. doi: 10.3831/KPI.2016.19.003. PubMed PMID: 27280046; PubMed Central PMCID: PMC4887748.

7: Van Hoof L, Totté J, Corthout J, Pieters LA, Mertens F, Vanden Berghe DA, Vlietinck AJ, Dommisse R, Esmans E. Plant antiviral agents, VI. Isolation of antiviral phenolic glucosides from Populus cultivar Beaupre by droplet counter-current chromatography. J Nat Prod. 1989 Jul-Aug;52(4):875-8. PubMed PMID: 2809612.

8: Stepanova EV, Belyanin ML, Filimonov VD, Valiev RR, Gruner M, Rogachev V. The first example of a one-step synthesis of 2'-O-acetyl aryl-D-glucopyranosides. Carbohydr Res. 2015 May 29;409:36-40. doi: 10.1016/j.carres.2015.03.017. Epub 2015 Apr 8. PubMed PMID: 25950119.

9: Ahmad VU, Abbasi MA, Hussain H, Akhtar MN, Farooq U, Fatima N, Choudhary MI. Phenolic glycosides from Symplocos racemosa: natural inhibitors of phosphodiesterase I. Phytochemistry. 2003 May;63(2):217-20. PubMed PMID: 12711144.

10: Si CL, Kim JK, Bae YS, Li SM. Phenolic compounds in the leaves of Populus ussuriensis and their antioxidant activities. Planta Med. 2009 Aug;75(10):1165-7. doi: 10.1055/s-0029-1185476. Epub 2009 Mar 18. PubMed PMID: 19296432.

11: Zhang X, Thuong PT, Min BS, Ngoc TM, Hung TM, Lee IS, Na M, Seong YH, Song KS, Bae K. Phenolic glycosides with antioxidant activity from the stem bark of Populus davidiana. J Nat Prod. 2006 Sep;69(9):1370-3. PubMed PMID: 16989539.

12: Abbasi MA, Ahmad VU, Zubair M, Fatima N, Farooq U, Hussain S, Lodhi MA, Choudhary MI. Phosphodiesterase and thymidine phosphorylase-inhibiting salirepin derivatives from Symplocos racemosa. Planta Med. 2004 Dec;70(12):1189-94. PubMed PMID: 15643556.

13: Lavola A, Maukonen M, Julkunen-Tiitto R. Variability in the composition of phenolic compounds in winter-dormant Salix pyrolifolia in relation to plant part and age. Phytochemistry. 2018 Sep;153:102-110. doi: 10.1016/j.phytochem.2018.05.021. Epub 2018 Jun 12. PubMed PMID: 29906656.