alpha-Tocopherol
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MedKoo CAT#: 598262

CAS#: 59-02-9

Description: alpha-Tocopherol is one of the most abundant isoforms of vitamin E. alpha-Tocopherol is a biologically active liposoluble vitamin and potent antioxidant.


Chemical Structure

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alpha-Tocopherol
CAS# 59-02-9

Theoretical Analysis

MedKoo Cat#: 598262
Name: alpha-Tocopherol
CAS#: 59-02-9
Chemical Formula: C29H50O2
Exact Mass: 430.3811
Molecular Weight: 430.71
Elemental Analysis: C, 80.87; H, 11.70; O, 7.43

Price and Availability

Size Price Availability Quantity
10.0g USD 200.0 2 Weeks
25.0g USD 320.0 2 Weeks
100.0g USD 550.0 2 Weeks
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Synonym: alpha-Tocopherol; D-alpha tocopherol; Mixed tocopherols; Vitamin E;

IUPAC/Chemical Name: (R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman-6-ol

InChi Key: GVJHHUAWPYXKBD-IEOSBIPESA-N

InChi Code: InChI=1S/C29H50O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h20-22,30H,9-19H2,1-8H3/t21-,22-,29-/m1/s1

SMILES Code: OC1=C(C)C(CC[C@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)O2)=C2C(C)=C1C

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

Preparing Stock Solutions

The following data is based on the product molecular weight 430.71 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: Andrade JC, Morais-Braga MF, Guedes GM, Tintino SR, Freitas MA, Menezes IR, Coutinho HD. Enhancement of the antibiotic activity of aminoglycosides by alpha-tocopherol and other cholesterol derivates. Biomed Pharmacother. 2014 Oct;68(8):1065-9. doi: 10.1016/j.biopha.2014.10.011. Epub 2014 Oct 30. PubMed PMID: 25458794.

2: Resende FB, Clemente HA, Bezerra DF, Grilo EC, de Melo LR, Bellot PE, Dantas RC, Dimenstein R. Alpha-tocopherol concentration in serum and colostrum of mothers with gestational diabetes mellitus. Rev Paul Pediatr. 2014 Jun;32(2):178-86. English, Portuguese. PubMed PMID: 25119748; PubMed Central PMCID: PMC4183008.

3: Krilov D, Kosović M, Serec K. Spectroscopic studies of alpha tocopherol interaction with a model liposome and its influence on oxidation dynamics. Spectrochim Acta A Mol Biomol Spectrosc. 2014 Aug 14;129:588-93. doi: 10.1016/j.saa.2014.03.087. Epub 2014 Apr 3. PubMed PMID: 24746659.

4: Kitajima H, Kanazawa T, Mori R, Hirano S, Ogihara T, Fujimura M. Long-term alpha-tocopherol supplements may improve mental development in extremely low birthweight infants. Acta Paediatr. 2015 Feb;104(2):e82-9. doi: 10.1111/apa.12854. PubMed PMID: 25382182.

5: Tegenge MA, Mitkus RJ. A first-generation physiologically based pharmacokinetic (PBPK) model of alpha-tocopherol in human influenza vaccine adjuvant. Regul Toxicol Pharmacol. 2015 Apr;71(3):353-64. doi: 10.1016/j.yrtph.2015.02.005. Epub 2015 Feb 12. PubMed PMID: 25683773.

6: Rey AI, López-Bote CJ. Alpha-tocopherol stereoisomer analysis as discriminant method for distinguishing Iberian pig feed intake during the fattening phase. Food Chem. 2014 Jan 1;142:342-8. doi: 10.1016/j.foodchem.2013.07.055. Epub 2013 Jul 19. PubMed PMID: 24001851.

7: Medeiros JF, da Silva Ribeiro Rodrigues KD, Lima MS, da Silva AL, de Queiroz JL, Dimenstein R. Alpha-Tocopherol Concentration in Colostrum and Serum of Women With Premature Labor. J Pediatr Gastroenterol Nutr. 2016 Feb;62(2):348-52. doi: 10.1097/MPG.0000000000000969. PubMed PMID: 26334256.

8: Salucci S, Ambrogini P, Lattanzi D, Betti M, Gobbi P, Galati C, Galli F, Cuppini R, Minelli A. Maternal dietary loads of alpha-tocopherol increase synapse density and glial synaptic coverage in the hippocampus of adult offspring. Eur J Histochem. 2014 May 2;58(2):2355. doi: 10.4081/ejh.2014.2355. PubMed PMID: 24998923; PubMed Central PMCID: PMC4083323.

9: de Lira LQ, Lima MS, de Medeiros JM, da Silva IF, Dimenstein R. Correlation of vitamin A nutritional status on alpha-tocopherol in the colostrum of lactating women. Matern Child Nutr. 2013 Jan;9(1):31-40. doi: 10.1111/j.1740-8709.2011.00376.x. Epub 2011 Nov 20. PubMed PMID: 22099335.

10: Ben-Shabat S, Kazdan Y, Beit-Yannai E, Sintov AC. Use of alpha-tocopherol esters for topical vitamin E treatment: evaluation of their skin permeation and metabolism. J Pharm Pharmacol. 2013 May;65(5):652-8. doi: 10.1111/jphp.12027. Epub 2013 Jan 25. PubMed PMID: 23600381.

11: Hansen H, Wang T, Dolde D, Xin H. Tocopherol and annatto tocotrienols distribution in laying-hen body. Poult Sci. 2015 Oct;94(10):2421-33. doi: 10.3382/ps/pev228. Epub 2015 Aug 17. PubMed PMID: 26286995.

12: Mondul AM, Sampson JN, Moore SC, Weinstein SJ, Evans AM, Karoly ED, Virtamo J, Albanes D. Metabolomic profile of response to supplementation with β-carotene in the Alpha-Tocopherol, Beta-Carotene Cancer Prevention Study. Am J Clin Nutr. 2013 Aug;98(2):488-93. doi: 10.3945/ajcn.113.062778. Epub 2013 Jun 26. PubMed PMID: 23803886; PubMed Central PMCID: PMC3712556.

13: Mah E, Sapper TN, Chitchumroonchokchai C, Failla ML, Schill KE, Clinton SK, Bobe G, Traber MG, Bruno RS. α-Tocopherol bioavailability is lower in adults with metabolic syndrome regardless of dairy fat co-ingestion: a randomized, double-blind, crossover trial. Am J Clin Nutr. 2015 Nov;102(5):1070-80. doi: 10.3945/ajcn.115.118570. Epub 2015 Oct 7. PubMed PMID: 26447154; PubMed Central PMCID: PMC4625597.

14: Hinchliffe E, Rudge J, Reed P. A novel high-throughput method for supported liquid extraction of retinol and alpha-tocopherol from human serum and simultaneous quantitation by liquid chromatography tandem mass spectrometry. Ann Clin Biochem. 2016 Jul;53(Pt 4):434-45. doi: 10.1177/0004563215596024. Epub 2015 Jul 20. PubMed PMID: 26195487.

15: Hanzawa F, Sakuma E, Nomura S, Uchida T, Oda H, Ikeda S. Excess α-tocopherol decreases extrahepatic phylloquinone in phylloquinone-fed rats but not menaquinone-4 in menaquinone-4-fed rats. Mol Nutr Food Res. 2014 Aug;58(8):1601-9. doi: 10.1002/mnfr.201300710. Epub 2014 Apr 16. PubMed PMID: 24737747.

16: de Lira LQ, Ribeiro PP, Grilo EC, Lima MS, Dimenstein R. [Alpha-tocopherol level in serum and colostrum of breastfeeding women and association with maternal variables]. Rev Bras Ginecol Obstet. 2012 Aug;34(8):362-8. Portuguese. PubMed PMID: 23080279.

17: Mustacich DJ, Leonard SW, Patel NK, Traber MG. Alpha-tocopherol beta-oxidation localized to rat liver mitochondria. Free Radic Biol Med. 2010 Jan 1;48(1):73-81. doi: 10.1016/j.freeradbiomed.2009.10.024. Epub 2009 Oct 9. PubMed PMID: 19819327; PubMed Central PMCID: PMC2818260.

18: Uchida T, Nomura S, Sakuma E, Hanzawa F, Ikeda S. α-Tocopherol does not accelerate depletion of γ-tocopherol and tocotrienol or excretion of their metabolites in rats. Lipids. 2013 Jul;48(7):687-95. doi: 10.1007/s11745-013-3796-0. Epub 2013 May 23. PubMed PMID: 23700248.

19: dos Santos PS, Costa JP, Tomé Ada R, Saldanha GB, de Souza GF, Feng D, de Freitas RM. Oxidative stress in rat striatum after pilocarpine-induced seizures is diminished by alpha-tocopherol. Eur J Pharmacol. 2011 Oct 1;668(1-2):65-71. doi: 10.1016/j.ejphar.2011.06.035. Epub 2011 Jul 4. PubMed PMID: 21745465.

20: Herbas MS, Shichiri M, Ishida N, Kume A, Hagihara Y, Yoshida Y, Suzuki H. Probucol-Induced α-Tocopherol Deficiency Protects Mice against Malaria Infection. PLoS One. 2015 Aug 21;10(8):e0136014. doi: 10.1371/journal.pone.0136014. eCollection 2015. PubMed PMID: 26296197; PubMed Central PMCID: PMC4546625.