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1263-89-4
Also known as: 1263-89-4, Paromomycin sulfate salt, Aminosidine sulfate, Gabbroral, Humatin, Aminosidin sulfate
Molecular Formula
C23H47N5O18S
Molecular Weight
713.7  g/mol
InChI Key
LJRDOKAZOAKLDU-UDXJMMFXSA-N
FDA UNII
845NU6GJPS

An aminoglycoside antibacterial and antiprotozoal agent produced by species of STREPTOMYCES.
1 2D Structure

1263-89-4

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(2R,3S,4R,5S)-5-[(1R,2R,3S,5R,6S)-3,5-diamino-2-[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxycyclohexyl]oxy-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxyoxane-3,4-diol;sulfuric acid
2.1.2 InChI
InChI=1S/C23H45N5O14.H2O4S/c24-2-7-13(32)15(34)10(27)21(37-7)41-19-9(4-30)39-23(17(19)36)42-20-12(31)5(25)1-6(26)18(20)40-22-11(28)16(35)14(33)8(3-29)38-22;1-5(2,3)4/h5-23,29-36H,1-4,24-28H2;(H2,1,2,3,4)/t5-,6+,7+,8-,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+;/m1./s1
2.1.3 InChI Key
LJRDOKAZOAKLDU-UDXJMMFXSA-N
2.1.4 Canonical SMILES
C1C(C(C(C(C1N)OC2C(C(C(C(O2)CO)O)O)N)OC3C(C(C(O3)CO)OC4C(C(C(C(O4)CN)O)O)N)O)O)N.OS(=O)(=O)O
2.1.5 Isomeric SMILES
C1[C@H]([C@@H]([C@H]([C@@H]([C@H]1N)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)N)O[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O[C@@H]4[C@@H]([C@H]([C@@H]([C@@H](O4)CN)O)O)N)O)O)N.OS(=O)(=O)O
2.2 Other Identifiers
2.2.1 UNII
845NU6GJPS
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Aminosidine

2. Beta-d-glucopyranosyl-isomer Paromomycin

3. Catenulin

4. Estomycin

5. Gabbromycin

6. Humatin

7. Hydroxymycin

8. Neomycin E

9. Paramomycin

10. Paromomycin

11. Paromomycin I

12. Paromomycin Phosphate

13. Paromomycin Sulfate (1:1)

14. Paromomycin Sulfate (2:5)

15. Paromomycin, Beta D Glucopyranosyl Isomer

16. Paromomycin, Beta-d-glucopyranosyl-isomer

2.3.2 Depositor-Supplied Synonyms

1. 1263-89-4

2. Paromomycin Sulfate Salt

3. Aminosidine Sulfate

4. Gabbroral

5. Humatin

6. Aminosidin Sulfate

7. Gabbromicina

8. Farmiglucin

9. Farminosidin

10. Aminoxidin

11. Humagel

12. Sinosid

13. Aminosidine Sulphate

14. Paromomycin (sulfate)

15. Paromomycin Sulphate

16. 845nu6gjps

17. Paromomycin, Sulfate (1:1)

18. 7205-49-4

19. Gabbromycin

20. Pargonyl

21. Fi 5853

22. (2s,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-(((2r,3s,4r,5s)-5-(((1r,2r,3s,5r,6s)-3,5-diamino-2-(((2s,3r,4r,5s,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2h-pyran-2-yl)oxy)-6-hydroxycyclohexyl)oxy)-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl)oxy)tetrahydro-2h-pyran-3,4-diol Sulfate

23. Humycin Sulfate

24. Nsc-758421

25. (2s,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-(((2r,3s,4r,5s)-5-(((1r,2r,3s,5r,6s)-3,5-diamino-2-(((2s,3r,4r,5s,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2h-pyran-2-yl)oxy)-6-hydroxycyclohexyl)oxy)-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl)oxy)tetrahydro-2h-pyran-3,4-diol Sulfate(1:x)

26. Paromomycin Sulphates

27. Mfcd00079278

28. Paromomycin Sulfate [jan]

29. Unii-845nu6gjps

30. Paramicina

31. Paricina

32. Paromomycin Sulfate [usp:jan]

33. 1600 Antibiotic

34. Einecs 215-031-7

35. Humatin (tn)

36. Paromomycine Sulphate

37. Aminosidine Sulfate;paromomycin Sulfate Salt

38. Estomycin Sulfate

39. Crestomycin Sulfate

40. Ncgc00166210-01

41. Cas-1263-89-4

42. Schembl3355

43. Dsstox_cid_27806

44. Dsstox_rid_82574

45. Dsstox_gsid_47829

46. Paromomycin Sulphate (1:1)

47. Mls000028384

48. Penicillamine [who-ip]

49. Chebi:7935

50. Paromomycin Sulfate (jan/usp)

51. Chembl2206196

52. Paromomycin Sulfate [mi]

53. Dtxsid601335979

54. Paromomycin Sulfate [vandf]

55. Hy-b0956

56. Paromomycin Sulfate [mart.]

57. Einecs 230-575-5

58. Tox21_112349

59. Paromomycin Sulfate [usp-rs]

60. Paromomycin Sulfate [who-dd]

61. Paromomycin Sulfate [who-ip]

62. S4183

63. Penicillaminum [who-ip Latin]

64. Akos015855755

65. Akos016009094

66. Ccg-270398

67. Cs-4433

68. Fi-5853

69. Ks-1378

70. Nsc 758421

71. Paromomycin Sulfate [orange Book]

72. Smr000058551

73. Paromomycin Sulfate [usp Monograph]

74. Paromomycini Sulfas [who-ip Latin]

75. D00868

76. 263p894

77. Q-201537

78. Q27269495

79. Z1551627167

80. Hydroxymethyl)oxolan-3-yl]oxyoxane-3,4-diol;sulfuric Acid

81. Paromomycin Sulfate, Antibiotic For Culture Media Use Only

82. (1r,2r,3s,4r,6s)-4,6-diamino-2-{[3-o-(2,6-diamino-2,6-dideoxy-beta-l-idopyranosyl)-beta-d-ribofuranosyl]oxy}-3-hydroxycyclohexyl 2-amino-2-deoxy-alpha-d-glucopyranoside Sulfate

83. (2s,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-[(2r,3s,4r,5s)-5-[(1r,2r,3s,5r,6s)-3,5-diamino-2-[(2s,3r,4r,5s,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxycyclohexyl]oxy-4-hydroxy-2-(

84. (2s,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-{[(2r,3s,4r,5s)-5-{[(1r,2r,3s,5r,6s)-3,5-diamino-2-{[(2s,3r,4r,5s,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol; Sulfuric Acid

85. D-streptamine, O-2,6-diamino-2,6-dideoxy-.beta.-l-idopyranosyl-(1->3)-o-.beta.-d-ribofuranosyl-(1->5)-o-(2-amino-2-deoxy-.alpha.-d-glucopyranosyl-(1->4))-2-deoxy-, Sulfate (1:1)

86. D-streptamine, O-2-amino-2-deoxy-.alpha.-d-glucopyranosyl-(1->4)-o-(o-2,6-diamino-2,6-dideoxy-.beta.-l-idopyranosyl-(1->3)-.beta.-d-ribofuranosyl-(1->5))-2-deoxy-, Sulfate (salt)

87. D-streptamine, O-2-amino-2-deoxy-.alpha.-d-glucopyranosyl-(1->4)-o-(o-2,6-diamino-2,6-dideoxy-.beta.-l-idopyranosyl-(1->3)-.beta.-d-ribofuranosyl-(1->5))-2-deoxy-, Sulphate (salt)

88. D-streptamine, O-2-amino-2-deoxy-alpha-d-glucopyranosyl-(1-4)-o-(o-2,6-diamino-2,6-dideoxy-beta-l-idopyranosyl-(1-3)-beta-d-ribofuranosyl-(1-5))-2-deoxy-, Sulfate (salt)

89. D-streptamine, O-2-amino-2-deoxy-alpha-d-glucopyranosyl-(1.fwdarw.4)-o-(o-2,6-diamino-2,6-dideoxy-beta-l-idopyranosyl-(1.fwdarw.3)-beta-d-ribofuranosyl-(1.fwdarw.5))-2-deoxy-, Sulfate (salt)

90. D-streptamine, O-2-amino-2-deoxy-alpha-d-glucopyranosyl-1-(1-4)-o-(o-2,6-diamino-2,6-dideoxy-beta-l-idopyranosyl-(1-3)-o-beta-d-ribofuranosyl-(1-5))-2-deoxy-, Sulfate (1:1) (salt)

91. O-2,6-diamino-2,6-dideoxy-.beta.-l-idopyranosyl-(1->3)-o-.beta.-d-ribofuranosyl-(1->5)-o-(2-amino-2-deoxy-.alpha.-d-glucopyranosyl-(1->4))-2-deoxystreptamine Sulfate (salt)

92. O-2,6-diamino-2,6-dideoxy-.beta.-l-idopyranosyl-(1->3)-o-.beta.-d-ribofuranosyl-(1->5)-o-(2-amino-2-deoxy-.alpha.-d-glucopyranosyl-(1->4))-2-deoxystreptamine Sulphate (salt)

93. O-2,6-diamino-2,6-dideoxy-beta-l-idopyranosyl-(1-3)-o-beta-d-ribofuranosyl-(1-5)-o-(2-amino-2-deoxy-alpha-d-glucopyranosyl-(1-4))-2-deoxystreptamine Sulfate (salt)

94. Paromomycin Sulfate Is The Sulfate Salt Of An Antibiotic Substance Or Substances Produced By The Growth Of Streptomyces Rimosus Var. Paromomycinus, Or A Mixture Of Two Or More Such Salts

95. Paromomycin Sulphate Is The Sulphate Salt Of An Antibiotic Substance Or Substances Produced By The Growth Of Streptomyces Rimosus Var. Paromomycinus, Or A Mixture Of Two Or More Such Salts

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 713.7 g/mol
Molecular Formula C23H47N5O18S
Hydrogen Bond Donor Count15
Hydrogen Bond Acceptor Count23
Rotatable Bond Count9
Exact Mass713.26368084 g/mol
Monoisotopic Mass713.26368084 g/mol
Topological Polar Surface Area430 Ų
Heavy Atom Count47
Formal Charge0
Complexity952
Isotope Atom Count0
Defined Atom Stereocenter Count19
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameParomomycin sulfate
Drug LabelParomomycin sulfate is a broad spectrum antibiotic produced by Streptomyces riomosus var. paromomycinus. It is a white, amorphous, stable, water-soluble product. Paromomycin sulfate is designated chemically as O-2,6-Diamino-2,6-dideoxy--L-idopyrano...
Active IngredientParomomycin sulfate
Dosage FormCapsule
RouteOral
Strengtheq 250mg base
Market StatusPrescription
CompanySun Pharm Inds; Heritage Pharms

2 of 2  
Drug NameParomomycin sulfate
Drug LabelParomomycin sulfate is a broad spectrum antibiotic produced by Streptomyces riomosus var. paromomycinus. It is a white, amorphous, stable, water-soluble product. Paromomycin sulfate is designated chemically as O-2,6-Diamino-2,6-dideoxy--L-idopyrano...
Active IngredientParomomycin sulfate
Dosage FormCapsule
RouteOral
Strengtheq 250mg base
Market StatusPrescription
CompanySun Pharm Inds; Heritage Pharms

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Antiprotozoal Agents

Substances that are destructive to protozoans. (See all compounds classified as Antiprotozoal Agents.)


Anti-Bacterial Agents

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Antiprotozoal [EPC]
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