Syringin
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MedKoo CAT#: 329676

CAS#: 118-34-3

Description: Syringin is a phenylpropanoid glycoside first isolated from A. senticosus. Syringin attenuates insulin resistance via adiponectin-mediated suppression of low-grade chronic inflammation and ER stress in high-fat diet-fed mice. Syringin prevents cardiac hypertrophy induced by pressure overload through the attenuation of autophagy.


Chemical Structure

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Syringin
CAS# 118-34-3

Theoretical Analysis

MedKoo Cat#: 329676
Name: Syringin
CAS#: 118-34-3
Chemical Formula: C17H24O9
Exact Mass: 372.142
Molecular Weight: 372.37
Elemental Analysis: C, 54.83; H, 6.50; O, 38.67

Price and Availability

Size Price Availability Quantity
10.0mg USD 250.0 2 Weeks
25.0mg USD 450.0 2 Weeks
50.0mg USD 750.0 2 Weeks
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Synonym: Syringin; Eleutheroside B; NSC 287441; NSC-287441; NSC287441.

IUPAC/Chemical Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-((E)-3-hydroxyprop-1-en-1-yl)-2,6-dimethoxyphenoxy)tetrahydro-2H-pyran-3,4,5-triol

InChi Key: QJVXKWHHAMZTBY-GCPOEHJPSA-N

InChi Code: InChI=1S/C17H24O9/c1-23-10-6-9(4-3-5-18)7-11(24-2)16(10)26-17-15(22)14(21)13(20)12(8-19)25-17/h3-4,6-7,12-15,17-22H,5,8H2,1-2H3/b4-3+/t12-,13-,14+,15-,17+/m1/s1

SMILES Code: O[C@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)[C@@H]1OC2=C(OC)C=C(/C=C/CO)C=C2OC

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

Preparing Stock Solutions

The following data is based on the product molecular weight 372.37 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: Radan M, Carev I, Tešević V, Politeo O, Čikeš Čulić V. Qualitative HPLC-DAD-ESI-TOF-MS analysis, cytotoxic and apoptotic effects of Croatian endemic Centaurea ragusina L. aqueous extracts. Chem Biodivers. 2017 Jun 7. doi: 10.1002/cbdv.201700099. [Epub ahead of print] PubMed PMID: 28591430.

2: Han T, Cao X, Xu J, Pei H, Zhang H, Tang Y. Separation of the potential G-quadruplex ligands from the butanol extract of Zanthoxylum ailanthoides Sieb. & Zucc. by countercurrent chromatography and preparative high performance liquid chromatography. J Chromatogr A. 2017 Jul 21;1507:104-114. doi: 10.1016/j.chroma.2017.05.058. Epub 2017 May 29. PubMed PMID: 28583393.

3: Kim B, Kim MS, Hyun CK. Syringin attenuates insulin resistance via adiponectin-mediated suppression of low-grade chronic inflammation and ER stress in high-fat diet-fed mice. Biochem Biophys Res Commun. 2017 Jun 17;488(1):40-45. doi: 10.1016/j.bbrc.2017.05.003. Epub 2017 May 3. PubMed PMID: 28476623.

4: Anantaworasakul P, Hamamoto H, Sekimizu K, Okonogi S. Biological activities and antibacterial biomarker of Sesbania grandiflora bark extract. Drug Discov Ther. 2017 May 30;11(2):70-77. doi: 10.5582/ddt.2017.01013. Epub 2017 Apr 30. PubMed PMID: 28458298.

5: Amakura Y. Characterization of Phenolic Constituents from Ephedra Herb Extract. Yakugaku Zasshi. 2017;137(2):167-171. doi: 10.1248/yakushi.16-00233-2. Review. PubMed PMID: 28154327.

6: Zhang A, Liu Z, Sheng L, Wu H. Protective effects of syringin against lipopolysaccharide-induced acute lung injury in mice. J Surg Res. 2017 Mar;209:252-257. doi: 10.1016/j.jss.2016.10.027. Epub 2016 Nov 5. PubMed PMID: 28032567.

7: Li F, Zhang N, Wu Q, Yuan Y, Yang Z, Zhou M, Zhu J, Tang Q. Syringin prevents cardiac hypertrophy induced by pressure overload through the attenuation of autophagy. Int J Mol Med. 2017 Jan;39(1):199-207. doi: 10.3892/ijmm.2016.2824. Epub 2016 Dec 8. PubMed PMID: 27959392.

8: Li T, Ferns K, Yan ZQ, Yin SY, Kou JJ, Li D, Zeng Z, Yin L, Wang X, Bao HX, Zhou YJ, Li QH, Zhao ZY, Liu H, Liu SL. Acanthopanax senticosus: Photochemistry and Anticancer Potential. Am J Chin Med. 2016;44(8):1543-1558. Epub 2016 Nov 16. Review. PubMed PMID: 27852123.

9: Ma XQ, Li SM, Chan CL, Su T, Li WD, Cao H, Fong WF, Yu ZL. Influence of sulfur fumigation on glycoside profile in Platycodonis Radix (Jiegeng). Chin Med. 2016 Jul 6;11:32. doi: 10.1186/s13020-016-0101-1. eCollection 2016. PubMed PMID: 27385975; PubMed Central PMCID: PMC4934009.

10: Zhang QL, Bai XC, Cao XL, Yun Y. [Chemical Constituents from Drypetes hainanensis Stems and Leaves]. Zhong Yao Cai. 2015 Oct;38(10):2095-7. Chinese. PubMed PMID: 27254922.

11: Yu Y, Song WX, Guo QL, Lin S, Wang SJ, Yang YC, Shi JG. [Studies on chemical constituents of aqueous extract of Lonicera japonica flower buds]. Zhongguo Zhong Yao Za Zhi. 2015 Sep;40(17):3496-504. Chinese. PubMed PMID: 26978994.

12: Ahmad W, Jantan I, Kumolosasi E, Bukhari SN. Standardized extract of Tinospora crispa stimulates innate and adaptive immune responses in Balb/c mice. Food Funct. 2016 Mar;7(3):1380-9. doi: 10.1039/c5fo01531f. PubMed PMID: 26839149.

13: Strawa J, Wajs-Bonikowska A, Leszczyńska K, Ściepuk M, Nazaruk J. Chemical composition and antioxidant, antibacterial activity of Cirsium rivulare (Jacq) All. roots. Nat Prod Res. 2016 Jan 28:1-4. [Epub ahead of print] PubMed PMID: 26820258.

14: Guan LJ, Lian YL, Li JK, Zhen X, Shi XH, Gao JP. [Study on HPLC specific chromatograms of Lu Dangshen]. Zhongguo Zhong Yao Za Zhi. 2015 Jul;40(14):2854-61. Chinese. PubMed PMID: 26666039.

15: Kuo CL, Agrawal DC, Chang HC, Chiu YT, Huang CP, Chen YL, Huang SH, Tsay HS. In vitro culture and production of syringin and rutin in Saussurea involucrata (Kar. et Kir.) - an endangered medicinal plant. Bot Stud. 2015 Dec;56(1):12. doi: 10.1186/s40529-015-0092-8. Epub 2015 May 21. PubMed PMID: 28510821; PubMed Central PMCID: PMC5430372.

16: Wei Q, Ji XY, Long XS, Li QR, Yin H. [Chemical Constituents from Leaves of "Chuju" Chrysanthemum morifolium and Their Antioxidant Activities in vitro]. Zhong Yao Cai. 2015 Feb;38(2):305-10. Chinese. PubMed PMID: 26415406.

17: Seo KH, Nam YH, Lee DY, Ahn EM, Kang TH, Baek NI. Recovery effect of phenylpropanoid glycosides from Magnolia obovata fruit on alloxan-induced pancreatic islet damage in zebrafish (Danio rerio). Carbohydr Res. 2015 Oct 30;416:70-4. doi: 10.1016/j.carres.2015.07.010. Epub 2015 Jul 23. PubMed PMID: 26364259.

18: Liu R, Ma R, Yu C, Bi CW, Yin Y, Xu H, Shang H, Bi K, Li Q. Quantitation of eleven active compounds of Aidi injection in rat plasma and its application to comparative pharmacokinetic study. J Chromatogr B Analyt Technol Biomed Life Sci. 2016 Jul 15;1026:105-13. doi: 10.1016/j.jchromb.2015.07.059. Epub 2015 Aug 3. PubMed PMID: 26277443.

19: Ma Y, Fan R, Duan M, Yu Z, Zhao Y. A study of pharmacokinetic interactions among co-existing ingredients in Viscum coloratum after intravenous administration of three different preparations to rats. Pharmacogn Mag. 2015 Jul-Sep;11(43):455-62. doi: 10.4103/0973-1296.160448. PubMed PMID: 26246719; PubMed Central PMCID: PMC4522830.

20: Ahmad W, Jantan I, Kumolosasi E, Bukhari SN. Immunostimulatory effects of the standardized extract of Tinospora crispa on innate immune responses in Wistar Kyoto rats. Drug Des Devel Ther. 2015 Jun 10;9:2961-73. doi: 10.2147/DDDT.S85405. eCollection 2015. PubMed PMID: 26089645; PubMed Central PMCID: PMC4468953.

Syringin

10.0mg / USD 250.0