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Chemistry

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Also known as: Carboxymethylcellulose, Carboxymethyl cellulose, 9000-11-7, Acetic acid;2,3,4,5,6-pentahydroxyhexanal, Cellulose, carboxymethyl ether, Cellulose cm
Molecular Formula
C8H16O8
Molecular Weight
240.21  g/mol
InChI Key
VJHCJDRQFCCTHL-UHFFFAOYSA-N

Carboxymethyl Cellulose
A cellulose derivative which is a beta-(1,4)-D-glucopyranose polymer. It is used as a bulk laxative and as an emulsifier and thickener in cosmetics and pharmaceuticals and as a stabilizer for reagents.
1 2D Structure

Carboxymethyl Cellulose

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
acetic acid;2,3,4,5,6-pentahydroxyhexanal
2.1.2 InChI
InChI=1S/C6H12O6.C2H4O2/c7-1-3(9)5(11)6(12)4(10)2-8;1-2(3)4/h1,3-6,8-12H,2H2;1H3,(H,3,4)
2.1.3 InChI Key
VJHCJDRQFCCTHL-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(=O)O.C(C(C(C(C(C=O)O)O)O)O)O
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Aquacel

2. Aquaplast

3. Carboxymethyl Cellulose

4. Carboxymethylcellulose

5. Carboxymethylcellulose Sodium

6. Carboxymethylcellulose, Sodium

7. Carmellose Sodium

8. Cellolax

9. Cellulose, Carboxymethyl

10. Cethylose

11. Croscarmellose Sodium

12. Polycell

13. Ruspol

14. Sodium Carboxymethylcellulose

15. Sodium, Carboxymethylcellulose

16. Sodium, Carmellose

17. Sodium, Croscarmellose

2.2.2 Depositor-Supplied Synonyms

1. Carboxymethylcellulose

2. Carboxymethyl Cellulose

3. 9000-11-7

4. Acetic Acid;2,3,4,5,6-pentahydroxyhexanal

5. Cellulose, Carboxymethyl Ether

6. Cellulose Cm

7. Colloresine

8. Carmellose

9. Almelose

10. Apergel

11. Carbose

12. Duodcel

13. Thylose

14. Apeyel

15. Carboxymethylcellulose Cellulose Carboxymethyl Ether

16. Cm-cellulose

17. Glycocel Ta

18. Kmts

19. 7h (carbohydrate)

20. Cellulose Gum 7h

21. Celluloseglycolic Acid

22. Carboximethylcellulosum

23. Carboxymethylcellulosum

24. Croscarmellosum [latin]

25. Cellulose Carboxymethylate

26. Carmellosum [inn-latin]

27. Carmelosa [inn-spanish]

28. Cmc-4lf

29. Cellulose, (carboxymethyl)

30. Carboxymethyl Cellulose Ether

31. Carmellosum

32. Croscarmellosum

33. Croscarmellosum [inn-latin]

34. Croscarmelosa

35. Croscarmelosa [inn-spanish]

36. Glycolic Acid Cellulose Ether

37. Carmelosa

38. Fema No. 2239

39. Carboxymethylated Cellulose Pulp

40. Carmellose [inn]

41. Cellulose, Ether With Glycolic Acid

42. Intrasite Gel (tn)

43. .carboxymethylcellulose

44. Acetic Acid, Hydroxy-, Cellulose Ether

45. Croscarmellose (inn)

46. Unii-05jzi7b19x

47. 7h

48. Schembl177710

49. Carmellose (jp17/nf/inn)

50. 05jzi7b19x

51. Ft-0623543

52. D07622

53. Q411030

54. 191616-54-3

55. 196886-89-2

2.3 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 240.21 g/mol
Molecular Formula C8H16O8
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count8
Rotatable Bond Count5
Exact Mass240.08451746 g/mol
Monoisotopic Mass240.08451746 g/mol
Topological Polar Surface Area156 Ų
Heavy Atom Count16
Formal Charge0
Complexity169
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count4
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Indication

Indicated for the symptomatic relief of burning, irritation and discomfort of the eyes due to dryness or exposure to wind or sun.


5 Pharmacology and Biochemistry
5.1 Pharmacology

In a randomized clinical study of patients with mild or moderate forms of eye dryness, ophthalmic treatment with sodium carboxymethylcellulose resulted in a diminished frequency of symptoms compared to the placebo group. Carboxymethylcellulose interacts with human corneal epithelial cells to facilitate corneal epithelial wound healing and attenuate eye irritation in a dose-dependent manner. It exhibits protective actions on the ocular surface in various applications; it mediates cytoprotective effects on the ocular surface when applied prior to contact lenses and reduces the incidence of epithelial defects during LASIK.


5.2 MeSH Pharmacological Classification

Laxatives

Agents that produce a soft formed stool, and relax and loosen the bowels, typically used over a protracted period, to relieve CONSTIPATION. (See all compounds classified as Laxatives.)


5.3 Absorption, Distribution and Excretion

Absorption

No pharmacokinetic data available.


Route of Elimination

No pharmacokinetic data available.


Volume of Distribution

No pharmacokinetic data available.


Clearance

No pharmacokinetic data available.


5.4 Metabolism/Metabolites

No pharmacokinetic data available.


5.5 Biological Half-Life

No pharmacokinetic data available.


5.6 Mechanism of Action

Carboxymethylcellulose binds to the surface of corneal epithelial cells via its glucopyranose subunits binding to glucose receptors GLUT-1. The residence time of carboxymethylcellulose bound to corneal cells is approximately 2 hours as indicated by a short-term binding assay. Binding of carboxymethylcellulose to the matrix proteins stimulated corneal epithelial cell attachment, migration, and re-epithelialization of corneal wounds.


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