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2D Structure
Also known as: Hyaluronic acid, sodium salt, Hyaluronic acid sodium, Kopuron, Healon, Hyalgan, Hyalurone sodium
Molecular Formula
C28H44N2NaO23+
Molecular Weight
799.6  g/mol
InChI Key
YWIVKILSMZOHHF-QJZPQSOGSA-N

A natural high-viscosity mucopolysaccharide with alternating beta (1-3) glucuronide and beta (1-4) glucosaminidic bonds. It is found in the UMBILICAL CORD, in VITREOUS BODY and in SYNOVIAL FLUID. A high urinary level is found in PROGERIA.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
sodium;(2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
2.1.2 InChI
InChI=1S/C28H44N2O23.Na/c1-5(33)29-9-18(11(35)7(3-31)47-25(9)46)49-28-17(41)15(39)20(22(53-28)24(44)45)51-26-10(30-6(2)34)19(12(36)8(4-32)48-26)50-27-16(40)13(37)14(38)21(52-27)23(42)43;/h7-22,25-28,31-32,35-41,46H,3-4H2,1-2H3,(H,29,33)(H,30,34)(H,42,43)(H,44,45);/q;+1/t7-,8-,9-,10-,11-,12-,13+,14+,15-,16-,17-,18-,19-,20+,21+,22+,25-,26+,27-,28-;/m1./s1
2.1.3 InChI Key
YWIVKILSMZOHHF-QJZPQSOGSA-N
2.1.4 Canonical SMILES
CC(=O)NC1C(C(C(OC1O)CO)O)OC2C(C(C(C(O2)C(=O)O)OC3C(C(C(C(O3)CO)O)OC4C(C(C(C(O4)C(=O)O)O)O)O)NC(=O)C)O)O.[Na+]
2.1.5 Isomeric SMILES
CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1O)CO)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C(=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)O)NC(=O)C)O)O.[Na+]
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Acid, Hyaluronic

2. Amo Vitrax

3. Amvisc

4. Biolon

5. Etamucine

6. Healon

7. Hyaluronate Sodium

8. Hyaluronate, Sodium

9. Hyaluronic Acid

10. Hyvisc

11. Luronit

12. Vitrax, Amo

2.2.2 Depositor-Supplied Synonyms

1. Hyaluronic Acid, Sodium Salt

2. Hyaluronic Acid Sodium

3. Kopuron

4. Healon

5. Hyalgan

6. Hyalurone Sodium

7. 6-[3-acetamido-2-[6-[3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic Acid

8. Sodium;(2s,3s,4s,5r,6r)-6-[(2s,3r,4r,5s,6r)-3-acetamido-2-[(2s,3s,4r,5r,6r)-6-[(2r,3r,4r,5s,6r)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic Acid

9. Equron (veterinary)

10. Synacid (veterinary)

11. Arthrease

12. Cystistat

13. Hyalart

14. Hyalein

15. Hyalovet

16. Hyladerm

17. Khionat

18. Monovisc

19. Nidelon

20. Orthovisc

21. Ostenil

22. Provisc

23. Sinovial

24. Supartz

25. Suvenyl

26. Hyasol

27. Hyladerm Khionat

28. Nrd101

29. Ha

30. Hyaluronsan Ha-lq

31. Bio Hyaluro 12

32. Euflexxa Injection

33. Euflexxa

34. Ccris 4127

35. Hyaluronate Sodium [usan:jan]

36. Sodium Hyaluronate Hmw

37. Unii-yse9ppt4th

38. Si-4402

39. Sl-1010

40. Synacid

41. Equron

42. Chlamyhyaluronic Acid Sodium Salt

43. Sl 1010

44. Hyalauronic Acid 99%

45. Yse9ppt4th

46. Gtpl4954

47. Sodium Hyaluronate (food Grade)

48. Sodium Hyaluronate (cosmetic Grade)

49. Akos015896610

50. Sodium Hyaluronate, Low Molecular Weight

51. Sodium Hyaluronate, High Molecular Weight

52. Q27078001

53. (3s,4r,5r,6r)-3-[(2s,3r,5s,6r)-3-acetamido-4-[(2s,3r,4s,6s)-6-carboxy-3,4,5-trihydroxy-tetrahydropyran-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-6-[(3r,4r,5s,6r)-3-acetamido-2,5-dih

54. Sodium (2s,3s,4r,5r,6r)-3-{[(2s,3r,4r,5s,6r)-4-{[(2r,3r,4s,5s,6s)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy}-3-acetamido-5-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-{[(2r,3r,4r,5s,6r)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-4,5-dihydroxyoxane-2-carboxylic Acid

2.3 Create Date
2005-08-09
3 Chemical and Physical Properties
Molecular Weight 799.6 g/mol
Molecular Formula C28H44N2NaO23+
Hydrogen Bond Donor Count14
Hydrogen Bond Acceptor Count23
Rotatable Bond Count12
Exact Mass799.22325494 g/mol
Monoisotopic Mass799.22325494 g/mol
Topological Polar Surface Area400 Ų
Heavy Atom Count54
Formal Charge1
Complexity1300
Isotope Atom Count0
Defined Atom Stereocenter Count20
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Adjuvants, Immunologic

Substances that augment, stimulate, activate, potentiate, or modulate the immune response at either the cellular or humoral level. The classical agents (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contain bacterial antigens. Some are endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Their mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy of many biological response modifiers is related to their antigen-specific immunoadjuvanticity. (See all compounds classified as Adjuvants, Immunologic.)


Viscosupplements

Viscoelastic solutions that are injected into JOINTS in order to alleviate symptoms of joint-related disorders such as OSTEOARTHRITIS. (See all compounds classified as Viscosupplements.)


4.2 FDA Pharmacological Classification
4.2.1 Pharmacological Classes
Vitamin B 6 [Chemical/Ingredient]; Vitamin B6 Analog [EPC]; Analogs/Derivatives [Chemical/Ingredient]