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

MedKoo CAT#: 461786

CAS#: 38953-85-4

Description: Isovitexin is a glycosylated flavonoid that exhibits a potential antioxidant activity.

Chemical Structure

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Isovitexin
CAS# 38953-85-4
Instruction

Theoretical Analysis

MedKoo Cat#: 461786
Name: Isovitexin
CAS#: 38953-85-4
Chemical Formula: C21H20O10
Exact Mass: 432.11
Molecular Weight: 432.380
Elemental Analysis: C, 58.34; H, 4.66; O, 37.00

Price and Availability

Size Price Availability Quantity
100mg USD 750 2 Weeks
250mg USD 1500 2 Weeks
1g USD 3850 2 Weeks
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Synonym: Isovitexin; Homovitexin; Saponaretin;

IUPAC/Chemical Name: 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one

InChi Key: MYXNWGACZJSMBT-VJXVFPJBSA-N

InChi Code: InChI=1S/C21H20O10/c22-7-14-17(26)19(28)20(29)21(31-14)16-11(25)6-13-15(18(16)27)10(24)5-12(30-13)8-1-3-9(23)4-2-8/h1-6,14,17,19-23,25-29H,7H2/t14-,17-,19+,20-,21+/m1/s1

SMILES Code: O=C1C=C(C2=CC=C(O)C=C2)OC3=C1C(O)=C([C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)C(O)=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: 2934.99.03.00

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 432.38 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Li Y, Zhang Y, Yang T, Li H, Guo J, Zhao Q, Xie J. Pharmacokinetics and tissue distribution study of Isovitexin in rats by HPLC-MS/MS. J Chromatogr B Analyt Technol Biomed Life Sci. 2015 Jun 1;991:13-20. doi: 10.1016/j.jchromb.2015.04.003. Epub 2015 Apr 9. PubMed PMID: 25902051.

2: He M, Min JW, Kong WL, He XH, Li JX, Peng BW. A review on the pharmacological effects of vitexin and isovitexin. Fitoterapia. 2016 Dec;115:74-85. doi: 10.1016/j.fitote.2016.09.011. Epub 2016 Sep 28. Review. PubMed PMID: 27693342.

3: Guimarães CC, Oliveira DD, Valdevite M, Saltoratto AL, Pereira SI, França Sde C, Pereira AM, Pereira PS. The glycosylated flavonoids vitexin, isovitexin, and quercetrin isolated from Serjania erecta Radlk (Sapindaceae) leaves protect PC12 cells against amyloid-β25-35 peptide-induced toxicity. Food Chem Toxicol. 2015 Dec;86:88-94. doi: 10.1016/j.fct.2015.09.002. Epub 2015 Sep 15. PubMed PMID: 26385725.

4: Caruso ÍP, Vilegas W, de Souza FP, Fossey MA, Cornélio ML. Binding of antioxidant flavone isovitexin to human serum albumin investigated by experimental and computational assays. J Pharm Biomed Anal. 2014 Sep;98:100-6. doi: 10.1016/j.jpba.2014.05.015. Epub 2014 May 22. PubMed PMID: 24905290.

5: Dos Santos KC, Borges TV, Olescowicz G, Ludka FK, Santos CA, Molz S. Passiflora actinia hydroalcoholic extract and its major constituent, isovitexin, are neuroprotective against glutamate-induced cell damage in mice hippocampal slices. J Pharm Pharmacol. 2016 Feb;68(2):282-91. doi: 10.1111/jphp.12512. Epub 2016 Jan 22. PubMed PMID: 26800497.

6: Choo CY, Sulong NY, Man F, Wong TW. Vitexin and isovitexin from the Leaves of Ficus deltoidea with in-vivo α-glucosidase inhibition. J Ethnopharmacol. 2012 Aug 1;142(3):776-81. doi: 10.1016/j.jep.2012.05.062. Epub 2012 Jun 7. PubMed PMID: 22683902.

7: Lv H, Yu Z, Zheng Y, Wang L, Qin X, Cheng G, Ci X. Isovitexin Exerts Anti-Inflammatory and Anti-Oxidant Activities on Lipopolysaccharide-Induced Acute Lung Injury by Inhibiting MAPK and NF-κB and Activating HO-1/Nrf2 Pathways. Int J Biol Sci. 2016 Jan 1;12(1):72-86. doi: 10.7150/ijbs.13188. eCollection 2016. PubMed PMID: 26722219; PubMed Central PMCID: PMC4679400.

8: Yan C, Liu H, Lin L. Simultaneous determination of vitexin and isovitexin in rat plasma after oral administration of Santalum album L. leaves extract by liquid chromatography tandem mass spectrometry. Biomed Chromatogr. 2013 Feb;27(2):228-32. doi: 10.1002/bmc.2780. Epub 2012 Jun 15. PubMed PMID: 22706896.

9: Ma X, Yan R, Yu S, Lu Y, Li Z, Lu H. Enzymatic acylation of isoorientin and isovitexin from bamboo-leaf extracts with fatty acids and antiradical activity of the acylated derivatives. J Agric Food Chem. 2012 Oct 31;60(43):10844-9. doi: 10.1021/jf303595e. Epub 2012 Oct 18. PubMed PMID: 23057589.

10: Lin CM, Huang ST, Liang YC, Lin MS, Shih CM, Chang YC, Chen TY, Chen CT. Isovitexin suppresses lipopolysaccharide-mediated inducible nitric oxide synthase through inhibition of NF-kappa B in mouse macrophages. Planta Med. 2005 Aug;71(8):748-53. PubMed PMID: 16142640.

11: Wang J, Tang F, Yue Y, Guo X, Yao X. Development and validation of an HPTLC method for simultaneous quantitation of isoorientin, isovitexin, orientin, and vitexin in bamboo-leaf flavonoids. J AOAC Int. 2010 Sep-Oct;93(5):1376-83. PubMed PMID: 21140646.

12: Lin CM, Chen CT, Lee HH, Lin JK. Prevention of cellular ROS damage by isovitexin and related flavonoids. Planta Med. 2002 Apr;68(4):365-7. PubMed PMID: 11988866.

13: Fu Y, Zu Y, Liu W, Hou C, Chen L, Li S, Shi X, Tong M. Preparative separation of vitexin and isovitexin from pigeonpea extracts with macroporous resins. J Chromatogr A. 2007 Jan 19;1139(2):206-13. Epub 2006 Nov 30. PubMed PMID: 17140590.

14: Ragone MI, Sella M, Conforti P, Volonté MG, Consolini AE. The spasmolytic effect of Aloysia citriodora, Palau (South American cedrón) is partially due to its vitexin but not isovitexin on rat duodenums. J Ethnopharmacol. 2007 Sep 5;113(2):258-66. Epub 2007 Jun 13. PubMed PMID: 17640836.

15: Folador P, Cazarolli LH, Gazola AC, Reginatto FH, Schenkel EP, Silva FR. Potential insulin secretagogue effects of isovitexin and swertisin isolated from Wilbrandia ebracteata roots in non-diabetic rats. Fitoterapia. 2010 Dec;81(8):1180-7. doi: 10.1016/j.fitote.2010.07.022. Epub 2010 Aug 3. PubMed PMID: 20678557.

16: Peng J, Fan G, Hong Z, Chai Y, Wu Y. Preparative separation of isovitexin and isoorientin from Patrinia villosa Juss by high-speed counter-current chromatography. J Chromatogr A. 2005 May 13;1074(1-2):111-5. PubMed PMID: 15941046.

17: Kesavan R, Chandel S, Upadhyay S, Bendre R, Ganugula R, Potunuru UR, Giri H, Sahu G, Kumar PU, Reddy GB, Joksic G, Bera AK, Dixit M. Gentiana lutea exerts anti-atherosclerotic effects by preventing endothelial inflammation and smooth muscle cell migration. Nutr Metab Cardiovasc Dis. 2016 Apr;26(4):293-301. doi: 10.1016/j.numecd.2015.12.016. Epub 2016 Jan 6. PubMed PMID: 26868432.

18: Fu Y, Zu Y, Liu W, Zhang L, Tong M, Efferth T, Kong Y, Hou C, Chen L. Determination of vitexin and isovitexin in pigeonpea using ultrasonic extraction followed by LC-MS. J Sep Sci. 2008 Feb;31(2):268-75. doi: 10.1002/jssc.200700312. PubMed PMID: 18196523.

19: Pereira CA, Yariwake JH, McCullagh M. Distinction of the C-glycosylflavone isomer pairs orientin/isoorientin and vitexin/isovitexin using HPLC-MS exact mass measurement and in-source CID. Phytochem Anal. 2005 Sep-Oct;16(5):295-301. PubMed PMID: 16223084.

20: Caasi-Lit MT, Tanner GJ, Nayudu M, Whitecross MI. Isovitexin-2'-O-beta-[6-O-E-p-coumaroylglucopyranoside] from UV-B irradiated leaves of rice, Oryza sativa L. inhibits fertility of Helicoverpa armigera. Photochem Photobiol. 2007 Sep-Oct;83(5):1167-73. PubMed PMID: 17880511.