MedKoo Cat#: 585059 | Name: Isosalipurposide

Description:

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

Isosalipurposide, a chalcone compound, exerts a cytoprotective effect against oxidative injury via Nrf2 activation.

Chemical Structure

Isosalipurposide
Isosalipurposide
CAS#4547-85-7

Theoretical Analysis

MedKoo Cat#: 585059

Name: Isosalipurposide

CAS#: 4547-85-7

Chemical Formula: C21H22O10

Exact Mass: 434.1213

Molecular Weight: 434.40

Elemental Analysis: C, 58.06; H, 5.11; O, 36.83

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
Isosalipurposide; Phlorizin chalcone
IUPAC/Chemical Name
2-Propen-1-one, 1-(2-(beta-D-glucopyranosyloxy)-4,6-dihydroxyphenyl)-3-(4-hydroxyphenyl)-, (E)-
InChi Key
WQCWELFQKXIPCN-JSYAWONVSA-N
InChi Code
InChI=1S/C21H22O10/c22-9-16-18(27)19(28)20(29)21(31-16)30-15-8-12(24)7-14(26)17(15)13(25)6-3-10-1-4-11(23)5-2-10/h1-8,16,18-24,26-29H,9H2/b6-3+/t16-,18-,19+,20-,21-/m1/s1
SMILES Code
O=C(C1=C(O)C=C(O)C=C1O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O)/C=C/C3=CC=C(O)C=C3
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

Preparing Stock Solutions

The following data is based on the product molecular weight 434.40 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: Teppabut Y, Oyama KI, Kondo T, Yoshida K. Change of Petals' Color and Chemical Components in Oenothera Flowers during Senescence. Molecules. 2018 Jul 12;23(7). pii: E1698. doi: 10.3390/molecules23071698. PubMed PMID: 30002287; PubMed Central PMCID: PMC6099532. 2: Seo JH, Kim JE, Shim JH, Yoon G, Bang MA, Bae CS, Lee KJ, Park DH, Cho SS. HPLC Analysis, Optimization of Extraction Conditions and Biological Evaluation of Corylopsis coreana Uyeki Flos. Molecules. 2016 Jan 15;21(1):94. doi: 10.3390/molecules21010094. PubMed PMID: 26784157; PubMed Central PMCID: PMC6273307. 3: Krauze-Baranowska M, Pobłocka-Olech L, Głód D, Wiwart M, Zieliński J, Migas P. HPLC of flavanones and chalcones in different species and clones of Salix. Acta Pol Pharm. 2013 Jan-Feb;70(1):27-34. PubMed PMID: 23610956. 4: Han JY, Cho SS, Yang JH, Kim KM, Jang CH, Park DE, Bang JS, Jung YS, Ki SH. The chalcone compound isosalipurposide (ISPP) exerts a cytoprotective effect against oxidative injury via Nrf2 activation. Toxicol Appl Pharmacol. 2015 Aug 15;287(1):77-85. doi: 10.1016/j.taap.2015.05.015. Epub 2015 May 29. PubMed PMID: 26028482. 5: Ghribia L, Ghouilaa H, Omrib A, Besbesb M, Janneta HB. Antioxidant and anti-acetylcholinesterase activities of extracts and secondary metabolites from Acacia cyanophylla. Asian Pac J Trop Biomed. 2014 May;4(Suppl 1):S417-23. doi: 10.12980/APJTB.4.2014C1038. PubMed PMID: 25183120; PubMed Central PMCID: PMC4025329. 6: 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. 7: Yagura T, Motomiya T, Ito M, Honda G, Iida A, Kiuchi F, Tokuda H, Nishino H. Anticarcinogenic compounds in the Uzbek medicinal plant, Helichrysum maracandicum. J Nat Med. 2008 Apr;62(2):174-8. doi: 10.1007/s11418-007-0223-y. Epub 2008 Jan 16. PubMed PMID: 18404319. 8: Guesmi A, Ladhari N, Sakli F. Ultrasonic preparation of cationic cotton and its application in ultrasonic natural dyeing. Ultrason Sonochem. 2013 Jan;20(1):571-9. doi: 10.1016/j.ultsonch.2012.04.012. Epub 2012 May 22. PubMed PMID: 22677454. 9: Sulima P, Krauze-Baranowska M, Przyborowski JA. Variations in the chemical composition and content of salicylic glycosides in the bark of Salix purpurea from natural locations and their significance for breeding. Fitoterapia. 2017 Apr;118:118-125. doi: 10.1016/j.fitote.2017.03.005. Epub 2017 Mar 15. PubMed PMID: 28315389. 10: Kefeli VI, Kof EM, Knipl IaS, Bukhanova LV, Iarviste KL. [Conversion of isosalipurposide and phloridzin during contact with various plant tissues]. Biokhimiia. 1969 Sep-Oct;34(5):891-901. Russian. PubMed PMID: 5391730. 11: Yoon IS, Park DH, Ki SH, Cho SS. Effects of extracts from Corylopsis coreana Uyeki (Hamamelidaceae) flos on xanthine oxidase activity and hyperuricemia. J Pharm Pharmacol. 2016 Dec;68(12):1597-1603. doi: 10.1111/jphp.12626. Epub 2016 Oct 2. PubMed PMID: 27696407. 12: Hendra R, Willis A, Keller PA. Phytochemical studies on the Australian native plant species Acacia pycnantha and Jacaranda mimosifolia D.Don(). Nat Prod Res. 2019 Jul;33(14):1997-2003. doi: 10.1080/14786419.2018.1483922. Epub 2018 Jun 11. PubMed PMID: 29888976. 13: Agnihotri VK, Elsohly HN, Khan SI, Smillie TJ, Khan IA, Walker LA. Antioxidant constituents of Nymphaea caerulea flowers. Phytochemistry. 2008 Jul;69(10):2061-6. doi: 10.1016/j.phytochem.2008.04.009. Epub 2008 Jun 3. PubMed PMID: 18534639. 14: Yadav VR, Prasad S, Sung B, Aggarwal BB. The role of chalcones in suppression of NF-κB-mediated inflammation and cancer. Int Immunopharmacol. 2011 Mar;11(3):295-309. doi: 10.1016/j.intimp.2010.12.006. Epub 2010 Dec 22. Review. PubMed PMID: 21184860; PubMed Central PMCID: PMC3058688. 15: Kuhn B, Forkmann G, Seyffert W. Genetic control of chalcone-flavanone isomerase activity in Callistephus chinensis. Planta. 1978 Jan;138(3):199-203. doi: 10.1007/BF00386811. PubMed PMID: 24414046. 16: Kammerer B, Kahlich R, Biegert C, Gleiter CH, Heide L. HPLC-MS/MS analysis of willow bark extracts contained in pharmaceutical preparations. Phytochem Anal. 2005 Nov-Dec;16(6):470-8. PubMed PMID: 16315493. 17: Li C, Du H, Wang L, Shu Q, Zheng Y, Xu Y, Zhang J, Zhang J, Yang R, Ge Y. Flavonoid composition and antioxidant activity of tree peony (Paeonia section moutan) yellow flowers. J Agric Food Chem. 2009 Sep 23;57(18):8496-503. doi: 10.1021/jf902103b. PubMed PMID: 19711909. 18: Forkmann G, Dangelmayr B. Genetic control of chalcone isomerase activity in flowers of Dianthus caryophyllus. Biochem Genet. 1980 Jun;18(5-6):519-27. PubMed PMID: 7437010.