Tocofersolan

Summary

Tocofersolan (INN) or tocophersolan, also referred to as TPGS (for tocopherol polyethylene glycol succinate), is a synthetic water-soluble version of vitamin E. Natural forms of vitamin E are fat soluble, but not water-soluble. Tocofersolan is polyethylene glycol derivative of α-tocopherol that enables water solubility.

Tocofersolan
Names
IUPAC name
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)
Other names
Tocofersolan; Vitamin E PEG succinate; α-Tocopherol polyethylene glycol succinate (TPGS); Liqui-E
Identifiers
  • 9002-96-4 ☒N
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL2355578
ChemSpider
  • 64498 checkY
DrugBank
  • DB11635
ECHA InfoCard 100.123.651 Edit this at Wikidata
EC Number
  • 618-345-6
  • 9938056
UNII
  • O03S90U1F2 checkY
  • DTXSID90872278 DTXSID1048623, DTXSID90872278 Edit this at Wikidata
  • InChI=1S/C35H58O6/c1-24(2)12-9-13-25(3)14-10-15-26(4)16-11-20-35(8)21-19-30-29(7)33(27(5)28(6)34(30)41-35)40-32(38)18-17-31(37)39-23-22-36/h24-26,36H,9-23H2,1-8H3 checkY
    Key: AOBORMOPSGHCAX-UHFFFAOYSA-N checkY
  • InChI=1/C35H58O6/c1-24(2)12-9-13-25(3)14-10-15-26(4)16-11-20-35(8)21-19-30-29(7)33(27(5)28(6)34(30)41-35)40-32(38)18-17-31(37)39-23-22-36/h24-26,36H,9-23H2,1-8H3
    Key: AOBORMOPSGHCAX-UHFFFAOYAU
  • O=C(OCCO)CCC(=O)Oc2c(c(c1OC(CCc1c2C)(C)CCCC(C)CCCC(C)CCCC(C)C)C)C
Properties
(C2H4O)nC33H54O5
Molar mass Variable
Pharmacology
A11HA08 (WHO)
License data
  • EU EMAby INN
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references
Tocofersolan
Clinical data
Trade namesVedrop
Other namesTocophersolan (USAN US)
AHFS/Drugs.comUK Drug Information
Legal status
Legal status
  • UK: POM (Prescription only)[1]
  • EU: Rx-only[2]
Identifiers
DrugBank
  • DB11635
KEGG
  • D06174
CompTox Dashboard (EPA)
  • DTXSID90872278 DTXSID1048623, DTXSID90872278 Edit this at Wikidata
ECHA InfoCard100.123.651 Edit this at Wikidata

Tocofersolan is used as a vitamin E supplement or to treat vitamin E deficiency in individuals who cannot absorb fats due to disease.[3] On 24 July 2009 the European Medicines Agency approved tocofersolan under the trade name Vedrop 50 mg/ml oral solution for the treatment of vitamin E deficiency due to digestive malabsorption in paediatric patients with congenital or hereditary chronic cholestasis, from birth (in term newborns) to 16 or 18 years of age (depending on the region).[4]

Tocofersolan is also used in cosmetics and pharmaceuticals as an antioxidant.[5]

References edit

  1. ^ "Vedrop 50 mg/ml oral solution - Summary of Product Characteristics (SmPC)". (emc). 19 June 2019. Retrieved 24 July 2020.
  2. ^ "Vedrop EPAR". European Medicines Agency (EMA). Retrieved 24 July 2020.
  3. ^ "Tocophersolan Oral". WebMD.
  4. ^ "Vedrop Summary of Product Characteristics" (PDF). European Medicines Agency.[permanent dead link]
  5. ^ Ash M, Ash I (2004). Handbook of Preservatives. Synapse Info Resources. p. 568. ISBN 1-890595-66-7.