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MedKoo Cat#: 463168 | Name: Poncirin
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Description:

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

Poncirin is a flavonoid glycoside that has been found in P. trifoliata and has diverse biological activities. It inhibits the growth of SGC-7901 gastric cancer cells when used at concentrations ranging from 5 to 25 µg/ml. Poncirin inhibits LPS-induced NF-κB DNA-binding activity, as well as production of nitric oxide and prostaglandin E2 in RAW 264.7 cells. Poncirin reduces the gastric ulcer lesion index in a rat model of HCl/ethanol-induced gastritis when administered at doses of 50 and 100 mg/kg.

Chemical Structure

Poncirin
Poncirin
CAS#14941-08-3

Theoretical Analysis

MedKoo Cat#: 463168

Name: Poncirin

CAS#: 14941-08-3

Chemical Formula: C28H34O14

Exact Mass: 594.1949

Molecular Weight: 594.57

Elemental Analysis: C, 56.56; H, 5.76; O, 37.67

Price and Availability

Size Price Availability Quantity
5mg USD 450.00 2 Weeks
10mg USD 750.00 2 Weeks
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Related CAS #
No Data
Synonym
Poncirin;
IUPAC/Chemical Name
(S)-7-(((2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-5-hydroxy-2-(4-methoxyphenyl)chroman-4-one
InChi Key
NLAWPKPYBMEWIR-SKYQDXIQSA-N
InChi Code
InChI=1S/C28H34O14/c1-11-21(32)23(34)25(36)27(38-11)42-26-24(35)22(33)19(10-29)41-28(26)39-14-7-15(30)20-16(31)9-17(40-18(20)8-14)12-3-5-13(37-2)6-4-12/h3-8,11,17,19,21-30,32-36H,9-10H2,1-2H3/t11-,17-,19+,21-,22+,23+,24-,25+,26+,27-,28+/m0/s1
SMILES Code
O=C1C2=C(O)C=C(O[C@@H]([C@H](O[C@@]([H])([C@H](O)[C@H](O)[C@H]3O)O[C@H]3C)[C@@H](O)[C@@H]4O)O[C@@H]4CO)C=C2O[C@@H](C1)C5=CC=C(OC)C=C5
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
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Poncirin is isolated from Poncirus trifoliata with anti-inflammory activites.
In vitro activity:
Therefore, this study investigated the protective efficacy of poncirin on primary cardiomyocytes subjected to anoxia-reoxygenation (A/R) injury in vitro, and on rat hearts subjected to ischemia-reperfusion (I/R) injury in vivo. Poncirin pretreatment enhanced cardiomyocyte survival, inhibited A/R-induced oxidative stress by upregulating cellular antioxidant capacity, suppressed mitochondrial depolarization, and ultimately inhibited apoptosis. Reference: Eur J Pharmacol. 2022 Feb 15;917:174759. https://pubmed.ncbi.nlm.nih.gov/35032487/
In vivo activity:
Results showed that, after 7 days intervention, PC (poncirin) and IR multiplied the abundance of Parabacteroides in mice's intestinal tracts by 1.2 and 1.0 times, respectively. PC increased the abundance of Bacteroides by 2.4 times. IR reduced the Allobaculum abundance by 1.0 time and increased Alloprevotella abundance by 1.5 times. When mice were given PC, their fecal acetic acid level increased by 1.8 times, while their isobutyric and isovaleric acid content increased by 1.2 and 1.3 times, respectively. Supplementation with IR had no significant effect on the content of short-chain fatty acids (SCFAs) in the feces of mice. Reference: Molecules. 2022 Jun 6;27(11):3641. https://pubmed.ncbi.nlm.nih.gov/35684581/
Solvent mg/mL mM comments
Solubility
DMSO 100.0 168.19
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 594.57 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
Formulation protocol:
1. Li B, Chen T, Hu W, Wang Z, Wu J, Zhou Q, Li P. Poncirin ameliorates cardiac ischemia-reperfusion injury by activating PI3K/AKT/PGC-1α signaling. Eur J Pharmacol. 2022 Feb 15;917:174759. doi: 10.1016/j.ejphar.2022.174759. Epub 2022 Jan 12. PMID: 35032487. 2. Wang R, Li L, Wang B. Poncirin ameliorates oxygen glucose deprivation/reperfusion injury in cortical neurons via inhibiting NOX4-mediated NLRP3 inflammasome activation. Int Immunopharmacol. 2022 Jan;102:107210. doi: 10.1016/j.intimp.2020.107210. Epub 2021 Jul 12. PMID: 34266770. 3. Cao X, Guo X, Fang X, Ru S, Li E. Effects of Poncirin, a Citrus Flavonoid and Its Aglycone, Isosakuranetin, on the Gut Microbial Diversity and Metabolomics in Mice. Molecules. 2022 Jun 6;27(11):3641. doi: 10.3390/molecules27113641. PMID: 35684581; PMCID: PMC9182171. 4. Ullah H, Khan A, Bibi T, Ahmad S, Shehzad O, Ali H, Seo EK, Khan S. Comprehensive in vivo and in silico approaches to explore the hepatoprotective activity of poncirin against paracetamol toxicity. Naunyn Schmiedebergs Arch Pharmacol. 2022 Feb;395(2):195-215. doi: 10.1007/s00210-021-02192-1. Epub 2022 Jan 7. PMID: 34994820.
In vitro protocol:
1. Li B, Chen T, Hu W, Wang Z, Wu J, Zhou Q, Li P. Poncirin ameliorates cardiac ischemia-reperfusion injury by activating PI3K/AKT/PGC-1α signaling. Eur J Pharmacol. 2022 Feb 15;917:174759. doi: 10.1016/j.ejphar.2022.174759. Epub 2022 Jan 12. PMID: 35032487. 2. Wang R, Li L, Wang B. Poncirin ameliorates oxygen glucose deprivation/reperfusion injury in cortical neurons via inhibiting NOX4-mediated NLRP3 inflammasome activation. Int Immunopharmacol. 2022 Jan;102:107210. doi: 10.1016/j.intimp.2020.107210. Epub 2021 Jul 12. PMID: 34266770.
In vivo protocol:
1. Cao X, Guo X, Fang X, Ru S, Li E. Effects of Poncirin, a Citrus Flavonoid and Its Aglycone, Isosakuranetin, on the Gut Microbial Diversity and Metabolomics in Mice. Molecules. 2022 Jun 6;27(11):3641. doi: 10.3390/molecules27113641. PMID: 35684581; PMCID: PMC9182171. 2. Ullah H, Khan A, Bibi T, Ahmad S, Shehzad O, Ali H, Seo EK, Khan S. Comprehensive in vivo and in silico approaches to explore the hepatoprotective activity of poncirin against paracetamol toxicity. Naunyn Schmiedebergs Arch Pharmacol. 2022 Feb;395(2):195-215. doi: 10.1007/s00210-021-02192-1. Epub 2022 Jan 7. PMID: 34994820.
1: Gandhi GR, Vasconcelos ABS, Wu DT, Li HB, Antony PJ, Li H, Geng F, Gurgel RQ, Narain N, Gan RY. Citrus Flavonoids as Promising Phytochemicals Targeting Diabetes and Related Complications: A Systematic Review of In Vitro and In Vivo Studies. Nutrients. 2020 Sep 23;12(10):E2907. doi: 10.3390/nu12102907. PMID: 32977511. 2: Zhao L, Zhang W, Zhang F. Poncirin downregulates ATP-binding cassette transporters to enhance cisplatin sensitivity in cisplatin-resistant osteosarcoma cells. Phytother Res. 2020 Aug 11. doi: 10.1002/ptr.6798. Epub ahead of print. PMID: 32779800. 3: Kong F, Ding Z, Zhang K, Duan W, Qin Y, Su Z, Bi Y. Optimization of extraction flavonoids from Exocarpium Citri Grandis and evaluation its hypoglycemic and hypolipidemic activities. J Ethnopharmacol. 2020 Nov 15;262:113178. doi: 10.1016/j.jep.2020.113178. Epub 2020 Jul 28. PMID: 32736047. 4: Yousof Ali M, Zaib S, Mizanur Rahman M, Jannat S, Iqbal J, Kyu Park S, Seog Chang M. Poncirin, an orally active flavonoid exerts antidiabetic complications and improves glucose uptake activating PI3K/Akt signaling pathway in insulin resistant C2C12 cells with anti-glycation capacities. Bioorg Chem. 2020 Sep;102:104061. doi: 10.1016/j.bioorg.2020.104061. Epub 2020 Jun 30. PMID: 32653611. 5: Ullah H, Khan A, Baig MW, Ullah N, Ahmed N, Tipu MK, Ali H, Khan S. Poncirin attenuates CCL4-induced liver injury through inhibition of oxidative stress and inflammatory cytokines in mice. BMC Complement Med Ther. 2020 Apr 19;20(1):115. doi: 10.1186/s12906-020-02906-7. PMID: 32307011; PMCID: PMC7168870. 6: Lei Y, Wang Y, Sun Z, Lin M, Cai X, Huang D, Luo K, Tan S, Zhang Y, Yan J, Xia X. Quantitative analysis of multicomponents by single marker combined with HPLC fingerprint qualitative analyses for comprehensive evaluation of Aurantii Fructus. J Sep Sci. 2020 Apr;43(7):1382-1392. doi: 10.1002/jssc.201901193. PMID: 31981302. 7: Leporini M, Tundis R, Sicari V, Pellicanò TM, Dugay A, Deguin B, Loizzo MR. Impact of extraction processes on phytochemicals content and biological activity of Citrus × clementina Hort. Ex Tan. leaves: New opportunity for under-utilized food by-products. Food Res Int. 2020 Jan;127:108742. doi: 10.1016/j.foodres.2019.108742. Epub 2019 Oct 15. PMID: 31882102. 8: Afridi R, Khan AU, Khalid S, Shal B, Rasheed H, Ullah MZ, Shehzad O, Kim YS, Khan S. Anti-hyperalgesic properties of a flavanone derivative Poncirin in acute and chronic inflammatory pain models in mice. BMC Pharmacol Toxicol. 2019 Sep 11;20(1):57. doi: 10.1186/s40360-019-0335-5. PMID: 31511086; PMCID: PMC6737657. 9: Chun KH, Jin HC, Kang KS, Chang TS, Hwang GS. Poncirin Inhibits Osteoclast Differentiation and Bone Loss through Down-Regulation of NFATc1 In Vitro and In Vivo. Biomol Ther (Seoul). 2020 Jul 1;28(4):337-343. doi: 10.4062/biomolther.2018.216. PMID: 31500404; PMCID: PMC7327144. 10: Ali MY, Jannat S, Edraki N, Das S, Chang WK, Kim HC, Park SK, Chang MS. Flavanone glycosides inhibit β-site amyloid precursor protein cleaving enzyme 1 and cholinesterase and reduce Aβ aggregation in the amyloidogenic pathway. Chem Biol Interact. 2019 Aug 25;309:108707. doi: 10.1016/j.cbi.2019.06.020. Epub 2019 Jun 11. PMID: 31194956. 11: Singh C, Prakash C, Mishra P, Tiwari KN, Mishra SK, More RS, Kumar V, Singh J. Hepatoprotective efficacy of Premna integrifolia L. leaves against aflatoxin B1-induced toxicity in mice. Toxicon. 2019 Aug;166:88-100. doi: 10.1016/j.toxicon.2019.05.014. Epub 2019 May 21. PMID: 31125618. 12: Li P, Zeng SL, Wang ZY, Yin Q, Bi ZM, Liu EH. Simultaneous Quantification of Five Flavanone Glycosides in Rat Plasma by Ultra-Performance Liquid Chromatography-Tandem Mass Spectrometry: Application to a Comparative Pharmacokinetic Study of Aurantii Fructus Immaturus and Aurantii Fructus Extracts. J AOAC Int. 2019 May 1;102(3):781-787. doi: 10.5740/jaoacint.18-0285. Epub 2018 Dec 18. PMID: 30563590. 13: He Y, Zhu S, Wu C, Lu Y, Tang Q. Bioactivity-Guided Separation of Potential D₂ Dopamine Receptor Antagonists from Aurantii Fructus based on Molecular Docking Combined with High-Speed Counter-Current Chromatography. Molecules. 2018 Nov 29;23(12):3135. doi: 10.3390/molecules23123135. PMID: 30501090; PMCID: PMC6320876. 14: Ding S, Wang R, Zhang J, Li G, Zhang J, Ou S, Shan Y. Effect of drying temperature on the sugars, organic acids, limonoids, phenolics, and antioxidant capacities of lemon slices. Food Sci Biotechnol. 2017 Dec 13;26(6):1523-1533. doi: 10.1007/s10068-017-0221-0. PMID: 30263689; PMCID: PMC6049725. 15: He Y, Cheng P, Wang W, Yan S, Tang Q, Liu D, Xie H. Rapid Investigation and Screening of Bioactive Components in Simo Decoction via LC-Q-TOF-MS and UF-HPLC- MD Methods. Molecules. 2018 Jul 20;23(7):1792. doi: 10.3390/molecules23071792. PMID: 30036998; PMCID: PMC6100586. 16: Lin J, Zhu J, Wang Y, Zhang N, Gober HJ, Qiu X, Li D, Wang L. Chinese single herbs and active ingredients for postmenopausal osteoporosis: From preclinical evidence to action mechanism. Biosci Trends. 2017;11(5):496-506. doi: 10.5582/bst.2017.01216. PMID: 29151553. 17: Cheng L, Ren Y, Lin D, Peng S, Zhong B, Ma Z. The Anti-Inflammatory Properties of Citrus wilsonii Tanaka Extract in LPS-Induced RAW 264.7 and Primary Mouse Bone Marrow-Derived Dendritic Cells. Molecules. 2017 Jul 19;22(7):1213. doi: 10.3390/molecules22071213. PMID: 28753918; PMCID: PMC6152223. 18: Chaudhary PR, Yu X, Jayaprakasha GK, Patil BS. Influence of storage temperature and low-temperature conditioning on the levels of health-promoting compounds in Rio Red grapefruit. Food Sci Nutr. 2016 Oct 2;5(3):545-553. doi: 10.1002/fsn3.429. PMID: 28572940; PMCID: PMC5448389. 19: Besil N, Cesio V, Heinzen H, Fernandez-Alba AR. Matrix Effects and Interferences of Different Citrus Fruit Coextractives in Pesticide Residue Analysis Using Ultrahigh-Performance Liquid Chromatography-High-Resolution Mass Spectrometry. J Agric Food Chem. 2017 Jun 14;65(23):4819-4829. doi: 10.1021/acs.jafc.7b00243. Epub 2017 Jun 5. PMID: 28541668. 20: Kang GD, Kim DH. Ponciretin attenuates ethanol-induced gastric damage in mice by inhibiting inflammatory responses. Int Immunopharmacol. 2017 Feb;43:179-186. doi: 10.1016/j.intimp.2016.12.021. Epub 2016 Dec 22. PMID: 28013186.