MedKoo Cat#: 146151 | Name: Galvinoxyl

Description:

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

Galvinoxyl is a synthetic antioxidant and radical scavenger commonly used in scientific research. It acts by stabilizing free radicals, primarily superoxide anion radicals, through its ability to donate electrons, which helps mitigate oxidative damage. Galvinoxyl has applications in the study of oxidative stress and is often employed in research involving cellular damage, aging, and neurodegenerative diseases. Additionally, it is used in experiments assessing the efficacy of antioxidants in protecting cells from oxidative injury.

Chemical Structure

Galvinoxyl
Galvinoxyl
CAS#2370-18-5

Theoretical Analysis

MedKoo Cat#: 146151

Name: Galvinoxyl

CAS#: 2370-18-5

Chemical Formula: C29H41O2

Exact Mass: 421.3107

Molecular Weight: 421.65

Elemental Analysis: C, 82.61; H, 9.80; O, 7.59

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.
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Related CAS #
No Data
Synonym
Galvinoxyl; NSC-81686; NSC81686; NSC 81686;
IUPAC/Chemical Name
4-(3,5-diisobutyl-4-(l1-oxidanyl)benzylidene)-2,6-diisobutylcyclohexa-2,5-dien-1-one
InChi Key
WFLGBAYNXMXPBE-UHFFFAOYSA-N
InChi Code
1S/C29H42O2/c1-18(2)9-24-14-22(15-25(28(24)30)10-19(3)4)13-23-16-26(11-20(5)6)29(31)27(17-23)12-21(7)8/h13-21,30H,9-12H2,1-8H3
SMILES Code
CC(C)CC1=CC(=CC2=CC(CC(C)C)=C([O])C(CC(C)C)=C2)C=C(CC(C)C)C1=O
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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 421.65 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: Uvarov MN, Kulik LV, Dzuba SA. Assembly of galvinoxyl doped in polymer- fullerene photovoltaic blends. Phys Chem Chem Phys. 2023 Oct 4;25(38):26219-26224. doi: 10.1039/d3cp02513f. PMID: 37740340. 2: Singer MA, Russell J, Wan JK. Galvinoxyl: a new spin probe for detecting phospholipid phase transitions. Anal Biochem. 1979 Apr 15;94(2):322-8. doi: 10.1016/0003-2697(79)90367-1. PMID: 223471. 3: Shi H, Noguchi N, Niki E. Galvinoxyl method for standardizing electron and proton donation activity. Methods Enzymol. 2001;335:157-66. doi: 10.1016/s0076-6879(01)35240-0. PMID: 11400365. 4: Lumata LL, Merritt ME, Malloy CR, Sherry AD, van Tol J, Song L, Kovacs Z. Dissolution DNP-NMR spectroscopy using galvinoxyl as a polarizing agent. J Magn Reson. 2013 Feb;227:14-9. doi: 10.1016/j.jmr.2012.11.006. Epub 2012 Nov 19. PMID: 23246650; PMCID: PMC3552151. 5: Kotora P, Šeršeň F, Filo J, Loos D, Gregáň J, Gregáň F. The Scavenging of DPPH, Galvinoxyl and ABTS Radicals by Imine Analogs of Resveratrol. Molecules. 2016 Jan 21;21(1):E127. doi: 10.3390/molecules21010127. PMID: 26805801; PMCID: PMC4759939. 6: Georgescu LP, Georgescu ME, Leonte M, Florea T. Evaluation of radical products from beta-alanine/sugar mixtures by use of GC-MS with the galvinoxyl radical. J Agric Food Chem. 1999 Apr;47(4):1427-30. doi: 10.1021/jf980743s. PMID: 10563993. 7: Ljubić I , Kivimäki A , Coreno M , Kazazić S , Novak I . Characterisation of the electronic structure of galvinoxyl free radical by variable energy UPS, XPS and NEXAFS spectroscopy. Phys Chem Chem Phys. 2018 Jan 24;20(4):2480-2491. doi: 10.1039/c7cp07266j. PMID: 29313539. 8: Suizu R, Shuku Y, Robert V, Roseiro P, Ben Amor N, Khawar Z, Robertson N, Awaga K. X-ray crystallographic analysis of the antiferromagnetic low- temperature phase of galvinoxyl: investigating magnetic duality in organic radicals. Dalton Trans. 2024 Jan 30;53(5):1961-1965. doi: 10.1039/d3dt03601d. PMID: 38099702. 9: Shi Z, Wang J, Teraguchi M, Aoki T, Kaneko T. Helix-Sense-Selective Polymerization of 3,5-bis(hydroxymethyl)phenylacetylene Rigidly Bearing Galvinoxyl Residues and Their Chiroptical Properties. Polymers (Basel). 2019 Nov 13;11(11):1877. doi: 10.3390/polym11111877. PMID: 31766269; PMCID: PMC6918253. 10: Havenith RW, de Wijs GA, Attema JJ, Niermann N, Speller S, de Groot RA. Theoretical study of the stable radicals galvinoxyl, azagalvinoxyl and wurster's blue perchlorate in the solid state. J Phys Chem A. 2008 Aug 21;112(33):7734-8. doi: 10.1021/jp801987d. Epub 2008 Jul 30. PMID: 18665571. 11: Yu LJ, Ding Y, Ma RD, Liu WQ, Duan XZ, Zhang AX, Liu YC, Yang DL, Lei XG, Liu YH. Experimental studies on the antitumor action of free radicals: antitumor action of galvinoxyl. Acta Acad Med Wuhan. 1983;3(1):36-9. doi: 10.1007/BF02858439. PMID: 6866379. 12: Zhou DN, Han L, Zhang Z, Wang YL, Zhang XP, Wu YJ, Xi GL. Synthesis and Antioxidant Properties of Psoralen Derivatives. Chem Biodivers. 2023 Oct;20(10):e202300620. doi: 10.1002/cbdv.202300620. Epub 2023 Sep 26. PMID: 37690995. 13: Amorati R, Valgimigli L. Advantages and limitations of common testing methods for antioxidants. Free Radic Res. 2015 May;49(5):633-49. doi: 10.3109/10715762.2014.996146. Epub 2015 Feb 7. PMID: 25511471. 14: Cao XY, Yang J, Dai F, Ding DJ, Kang YF, Wang F, Li XZ, Liu GY, Yu SS, Jin XL, Zhou B. Extraordinary radical scavengers: 4-mercaptostilbenes. Chemistry. 2012 May 7;18(19):5898-905. doi: 10.1002/chem.201103897. Epub 2012 Mar 27. PMID: 22454255. 15: Bales BL, Peric M, Dragutan I, Bowman MK, Bakirov MM, Schwartz RN. Experimental Observation of a Peculiar Effect in Saturated Electron Paramagnetic Resonance Spectra Undergoing Spin Exchange. Magnetic Polariton? J Phys Chem Lett. 2022 Dec 1;13(47):10952-10957. doi: 10.1021/acs.jpclett.2c02895. Epub 2022 Nov 18. PMID: 36399602. 16: Grilj J, Zonca C, Daku LM, Vauthey E. Photophysics of the galvinoxyl free radical revisited. Phys Chem Chem Phys. 2012 May 14;14(18):6352-8. doi: 10.1039/c2cp23577c. Epub 2012 Jan 27. PMID: 22282133. 17: Fadel O, Girard L, Gomes Rodrigues D, Bauduin P, Le Goff X, Rossignol- Castera A, L'Hermitte A, Diat O. Micellization in vegetable oils: A structural characterisation. Colloids Surf B Biointerfaces. 2017 Jun 1;154:279-286. doi: 10.1016/j.colsurfb.2017.03.025. Epub 2017 Mar 21. PMID: 28351800. 18: Nabi G, Liu ZQ. Radical-scavenging properties of ferrocenyl chalcones. Bioorg Med Chem Lett. 2011 Feb 1;21(3):944-6. doi: 10.1016/j.bmcl.2010.12.051. Epub 2010 Dec 16. PMID: 21215630. 19: Mizuno M, Nakanishi I, Matsubayashi S, Imai K, Arai T, Matsumoto KI, Fukuhara K. Synthesis and antioxidant activity of a procyanidin B3 analogue. Bioorg Med Chem Lett. 2017 Feb 15;27(4):1041-1044. doi: 10.1016/j.bmcl.2016.12.067. Epub 2016 Dec 29. PMID: 28082039. 20: Bobrov MY, Lizhin AA, Andrianova EL, Gretskaya NM, Frumkina LE, Khaspekov LG, Bezuglov VV. Antioxidant and neuroprotective properties of N-arachidonoyldopamine. Neurosci Lett. 2008 Jan 24;431(1):6-11. doi: 10.1016/j.neulet.2007.11.010. Epub 2007 Nov 9. PMID: 18069125.