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Sanguinarine

Synopsis, Chemistry

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Also known as: Sanguinarine chloride, 5578-73-4, Viadent, Sanguinarine chloride hydrate, Sanguinarine hydrochloride, Sanguinarine (chloride)

Molecular Formula

C₂₀H₁₄ClNO₄

Molecular Weight

367.8 g/mol

InChI Key

GIZKAXHWLRYMLE-UHFFFAOYSA-M

FDA UNII

B8Z8J4400H

1 2D Structure

Sanguinarine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

24-methyl-5,7,18,20-tetraoxa-24-azoniahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-1(24),2,4(8),9,11,13,15,17(21),22-nonaene;chloride

2.1.2 InChI

InChI=1S/C20H14NO4.ClH/c1-21-8-15-12(4-5-16-20(15)25-10-22-16)13-3-2-11-6-17-18(24-9-23-17)7-14(11)19(13)21;/h2-8H,9-10H2,1H3;1H/q+1;/p-1

2.1.3 InChI Key

GIZKAXHWLRYMLE-UHFFFAOYSA-M

2.1.4 Canonical SMILES

C[N+]1=C2C(=C3C=CC4=C(C3=C1)OCO4)C=CC5=CC6=C(C=C52)OCO6.[Cl-]

2.2 Other Identifiers

2.2.1 UNII

B8Z8J4400H

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Pseudo-chelerythrine

2. Pseudochelerythrine

3. Sanguinarin

4. Sanguinarine

5. Sanguinarine Chloride

6. Sanguinarine Hydroxide

7. Sanguinarine Nitrate

8. Sanguinarine Sulfate (1:1)

9. Sanguinarine Sulfate (2:1)

10. Sanguiritrin

11. Sangvinarin

12. Veadent

13. Viadent

2.3.2 Depositor-Supplied Synonyms

1. Sanguinarine Chloride

2. 5578-73-4

3. Viadent

4. Sanguinarine Chloride Hydrate

5. Sanguinarine Hydrochloride

6. Sanguinarine (chloride)

7. [1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium,13-methyl-, Chloride (1:1)

8. Chembl490129

9. 5578-73-4 (chloride)

10. B8z8j4400h

11. Pseudochelerythrine Chloride;sanguinarium Chloride

12. (1,3)benzodioxolo(5,6-c)-1,3-dioxolo(4,5-i)phenanthridinium, 13-methyl-, Chloride

13. 13-methyl-[1,3]dioxolo[4',5':4,5]benzo[1,2-c][1,3]dioxolo[4,5-i]phenanthridin-13-ium Chloride

14. Sanguinarine, Chloride

15. Sanguinarium Chloride [usan:inn]

16. Sanguinarinechloride

17. Pseudochelerythrine Chloride

18. Unii-b8z8j4400h

19. Sr-01000075650

20. Mfcd00012126

21. Chelerythrine Chloride,(s)

22. Schembl43290

23. Hy-n0052a

24. Dtxsid30971158

25. Hms3263m18

26. Sanguinarine Chloride [mi]

27. Sanguinarium Chloride (usan/inn)

28. Sanguinarium Chloride [inn]

29. Sanguinarium Chloride [usan]

30. Tox21_501108

31. Akos024457036

32. Ccg-212462

33. Cs-4784

34. Fd10130

35. Lp01108

36. Ncgc00094379-01

37. Ncgc00094379-02

38. Ncgc00261793-01

39. Ac-34926

40. Ls-14752

41. Db-052796

42. Eu-0101108

43. Ft-0603674

44. D05799

45. S 5890

46. Sanguinarine Chloride Hydrate, >=98% (hplc)

47. Q-100647

48. Sr-01000075650-2

49. Q27274521

50. [1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium, 13-methyl-, Chloride (1:1)

51. 13-methyl-[1,3]-benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium Chloride

52. 13-methyl-[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i] Phenanthridinium Chloride

53. 13-methyl-2h,10h-[1,3]benzodioxolo[5,6-c][1,3]dioxolo[4,5-i]phenanthridin-13-ium Chloride

54. 24-methyl-5,7,18,20-tetraoxa-24-azoniahexacyclo[11.11.0.0^{2,10.0^{4,8.0^{14,22.0^{17,21]tetracosa-1(24),2,4(8),9,11,13,15,17(21),22-nonaene;chloride

55. 24-methyl-5,7,18,20-tetraoxa-24-azoniahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-1(24),2,4(8),9,11,13,15,17(21),22-nonaene;chloride

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₁₄ClNO₄
Molecular Weight	367.8 g/mol
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	0
Exact Mass	367.0611356 g/mol
Monoisotopic Mass	367.0611356 g/mol
Topological Polar Surface Area	40.8 Å²
Heavy Atom Count	26
Formal Charge	0
Complexity	530
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Cardiotonic Agents

Agents that have a strengthening effect on the heart or that can increase cardiac output. They may be CARDIAC GLYCOSIDES; SYMPATHOMIMETICS; or other drugs. They are used after MYOCARDIAL INFARCT; CARDIAC SURGICAL PROCEDURES; in SHOCK; or in congestive heart failure (HEART FAILURE). (See all compounds classified as Cardiotonic Agents.)

Anti-Infective Agents

Substances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection. (See all compounds classified as Anti-Infective Agents.)