tocofersolan

Also known as tocophersolan, TPGS

Tocofersolan (INN; also known as tocophersolan, tocopherol polyethylene glycol succinate, or TPGS) is a synthetic water-soluble version of vitamin E. Natural forms of vitamin E are fat soluble, but not water-soluble. Tocofersolan is a polyethylene glycol (PEG) derivative of α-tocopherol succinate. The addition of PEG enables water solubility.

Chemical data

Formula: C35H58O6
Molecular weight: 574.8 g/mol
IUPAC name: 1-O-(2-hydroxyethyl) 4-O-[(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-yl] butanedioate
SMILES: CC1=C(C(=C(C2=C1O[C@](CC2)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C)OC(=O)CCC(=O)OCCO)C
InChIKey: AOBORMOPSGHCAX-AZAGJHQNSA-N
XLogP: 9.9
Polar surface area: 82.1 Å²
H-bond donors: 1
H-bond acceptors: 6
Formal charge: 0

via PubChem

Research

723 papers

The use of tocofersolan as a rescue agent in larval zebrafish exposed to benzo[a]pyrene in early development.Neurotoxicology · 2021
Oral Tocofersolan Corrects or Prevents Vitamin E Deficiency in Children With Chronic Cholestasis.Journal of pediatric gastroenterology and nutrition · 2016
Efficacy of two vitamin E formulations in patients with abetalipoproteinemia and chylomicron retention disease.Journal of lipid research · 2018
siRNA-loaded folic acid-modified TPGS alleviate MASH via targeting ER stress sensor XBP1 and reprogramming macrophages.International journal of biological sciences · 2024
Bioavailability of oral vitamin E formulations in adult volunteers and children with chronic cholestasis or cystic fibrosis.Journal of clinical pharmacy and therapeutics · 2009

via PubMed

Wikidata facts

Mass: 574.423339576

Show 3 more facts

canonical SMILES: O=C(OCCO)CCC(=O)Oc2c(c(c1OC(CCc1c2C)(C)CCCC(C)CCCC(C)CCCC(C)C)C)C
chemical formula: C₃₅H₅₈O₆
isomeric SMILES: Cc1c(C)c2c(c(C)c1OC(=O)CCC(=O)OCCO)CC[C@@](C)(CCC[C@H](C)CCC[C@H](C)CCCC(C)C)O2

Sources (2)

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Encyclopedic overview

1 sections

Contents

References

{{chembox | Verifiedfields = changed | verifiedrevid = 470611287 | Name = | ImageFile = Tocophersolan.png | ImageClass = skin-invert-image | ImageSize = 250px | IUPACName = α-Hydro-ω-{[4-oxo-4-({(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-yl}oxy)butanoyl]oxy}poly(oxyethylene) | OtherNames = Tocofersolan; Vitamin E PEG succinate; α-Tocopherol polyethylene glycol succinate (TPGS); Liqui-E | SystematicName = | Section1 = | Section2 = | Section3 = | Section4 = | Section5 = | Section6 = | Section7 = }}

Excerpted from Wikipedia’s “tocofersolan” article, available under the CC BY-SA 4.0 licence.

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