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Hexaethylene Glycol
Also known as: 2615-15-8, 3,6,9,12,15-pentaoxaheptadecane-1,17-diol, Hexagol, Hexaoxyethylene glycol, Ho-peg6-oh, Peg-6
Molecular Formula
C12H26O7
Molecular Weight
282.33  g/mol
InChI Key
IIRDTKBZINWQAW-UHFFFAOYSA-N

Polyethylene glycol 300 (PEG 300) is a water-miscible polyether with an average molecular weight of 300 g/mol. It is a clear viscous liquid at room temperature with non-volatile, stable properties. Polyethylene glycols are widely used in biochemistry, structural biology, and medicine in addition to pharmaceutical and chemical industries. They serve as solubilizers, excipients, lubricants, and chemical reagents. Low molecular weight glycols are observed to exhibit antibacterial properties as well. PEG 300 is found in eye drops as a lubricant to temporarily relieve redness, burning and irritation of the eyes.
1 2D Structure

Hexaethylene Glycol

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-[2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethanol
2.1.2 InChI
InChI=1S/C12H26O7/c13-1-3-15-5-7-17-9-11-19-12-10-18-8-6-16-4-2-14/h13-14H,1-12H2
2.1.3 InChI Key
IIRDTKBZINWQAW-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C(COCCOCCOCCOCCOCCO)O
2.2 Synonyms
2.2.1 Depositor-Supplied Synonyms

1. 2615-15-8

2. 3,6,9,12,15-pentaoxaheptadecane-1,17-diol

3. Hexagol

4. Hexaoxyethylene Glycol

5. Ho-peg6-oh

6. Peg-6

7. Polyethylene Glycol 300

8. 2-[2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethanol

9. Polyoxyethylene (6)

10. Hexaethyleneglycol

11. Nsc 201209

12. Ethanol, 2,2'-(oxybis(ethyleneoxyethyleneoxy))di-

13. Chebi:49793

14. Mfcd00002877

15. Einecs 220-045-1

16. P6g

17. Oh-peg6-oh

18. Brn 1638281

19. Ai3-01457

20. Hexa[ethylene Glycol]

21. Hexaethylene Glycol, 97%

22. 2,2'-[oxybis(ethyleneoxyethyleneoxy)]bisethanol

23. Schembl38159

24. 4-01-00-02406 (beilstein Handbook Reference)

25. Chembl1235082

26. Dtxsid2058629

27. Wln: Q2/o2/ 5q

28. Amy19025

29. Zinc4521548

30. Nsc201209

31. Akos015839803

32. Nsc-201209

33. Ncgc00159371-02

34. Ncgc00159371-03

35. As-19157

36. Bp-21034

37. Bp-21475

38. Sy024148

39. Trans-2-o-tolylcyclopropanecarboxylic Acid

40. Hy-141230

41. 3,9,12,15-pentaoxaheptadecane-1,17-diol

42. Cs-0115001

43. Ft-0602028

44. H1432

45. Hexaethylene Glycol, Purum, >=95.0% (gc)

46. Ethanol,2'-[oxybis(ethyleneoxyethyleneoxy)]di-

47. A877353

48. J-016283

49. Q27104720

50. Ethanol,2'-[oxybis(oxy-2,1-ethanediyloxy-2,1-ethanediyloxy)]bis-

51. Ethanol, 2,2'-(oxybis(oxy-2,1-ethanediyloxy-2,1-ethanediyloxy))bis-

52. 2-[2-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethanol

53. 6529-43-7

2.3 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 282.33 g/mol
Molecular Formula C12H26O7
XLogP3-1.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count16
Exact Mass282.16785316 g/mol
Monoisotopic Mass282.16785316 g/mol
Topological Polar Surface Area86.6 Ų
Heavy Atom Count19
Formal Charge0
Complexity141
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Indicated as a lubricant in over-the-counter ophthalmic solutions to temporarily relieve redness, burning and irritation of the eyes.


5 Pharmacology and Biochemistry
5.1 Pharmacology

PEGs act as nonionic surfactant to decrease surface tension and condition the stratum corneum, thus enhance the diffusion of other molecules or drugs through the skin.


5.2 Absorption, Distribution and Excretion

Absorption

PEGs can be absorbed by the gastrointestinal tract following oral administration with the fraction absorbed being dependent on the molecular weight of the compound. It is likely to display minimal absorption through the intact skin, but may penetrate through injured skin with compromised barrier function.


Route of Elimination

After oral and intravenous exposure, PEGs are excreted mainly unchanged in the urine and faeces.


Volume of Distribution

No pharmacokinetic data available.


Clearance

No pharmacokinetic data available.


5.3 Metabolism/Metabolites

Proportion of absorbed PEGs may be metabolized to lower oligomers, glycolic acid, hydroxyglycolic acids and the diglycolic acids homologs, carbon dioxide that is exhaled, and to a minor extent, oxalic acid.


5.4 Biological Half-Life

No pharmacokinetic data available.


5.5 Mechanism of Action

Due to their physical properties, PEG acts as a surfactant by coating the eye. It provides lubrication and surface protection in dry eyes.


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