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Also known as: 65710-07-8, Apramycin sulphate, Apramycin (sulfate), 8uyl6naz3q, Ai3-29795, 410097-64-2

Molecular Formula

C₂₁H₄₃N₅O₁₅S

Molecular Weight

637.7 g/mol

InChI Key

WGLYHYWDYPSNPF-RQFIXDHTSA-N

FDA UNII

8UYL6NAZ3Q

1 2D Structure

Apramycin Sulfate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2R,3R,4S,5S,6S)-2-[[(2R,3S,4R,4aR,6S,7R,8aS)-7-amino-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy-4-hydroxy-3-(methylamino)-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]oxy]-5-amino-6-(hydroxymethyl)oxane-3,4-diol;sulfuric acid

2.1.2 InChI

InChI=1S/C21H41N5O11.H2O4S/c1-26-11-14(30)18-8(33-20(11)37-21-16(32)13(29)10(25)9(4-27)34-21)3-7(24)19(36-18)35-17-6(23)2-5(22)12(28)15(17)31;1-5(2,3)4/h5-21,26-32H,2-4,22-25H2,1H3;(H2,1,2,3,4)/t5-,6+,7-,8+,9-,10-,11+,12+,13+,14-,15-,16-,17-,18+,19+,20-,21-;/m1./s1

2.1.3 InChI Key

WGLYHYWDYPSNPF-RQFIXDHTSA-N

2.1.4 Canonical SMILES

CNC1C(C2C(CC(C(O2)OC3C(CC(C(C3O)O)N)N)N)OC1OC4C(C(C(C(O4)CO)N)O)O)O.OS(=O)(=O)O

2.1.5 Isomeric SMILES

CN[C@H]1[C@H]([C@@H]2[C@H](C[C@H]([C@H](O2)O[C@@H]3[C@H](C[C@H]([C@@H]([C@H]3O)O)N)N)N)O[C@@H]1O[C@@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)N)O)O)O.OS(=O)(=O)O

2.2 Other Identifiers

2.2.1 UNII

8UYL6NAZ3Q

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Apramycin

2. Ebl-1003

2.3.2 Depositor-Supplied Synonyms

1. 65710-07-8

2. Apramycin Sulphate

3. Apramycin (sulfate)

4. 8uyl6naz3q

5. Ai3-29795

6. 410097-64-2

7. Apramycin Sulfate Salt

8. (2r,3r,4s,5s,6s)-2-[[(2r,3s,4r,4ar,6s,7r,8as)-7-amino-6-[(1r,2r,3s,4r,6s)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy-4-hydroxy-3-(methylamino)-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]oxy]-5-amino-6-(hydroxymethyl)oxane-3,4-diol Sulfuric Acid

9. (2r,3r,4s,5s,6s)-2-[[(2r,3s,4r,4ar,6s,7r,8as)-7-amino-6-[(1r,2r,3s,4r,6s)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy-4-hydroxy-3-(methylamino)-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]oxy]-5-amino-6-(hydroxymethyl)oxane-3,4-diol;sulfuric Acid

10. (2r,3r,4s,5s,6s)-5-amino-2-(((2r,3s,4r,4ar,6s,7r,8as)-7-amino-6-(((1r,2r,3s,4r,6s)-4,6-diamino-2,3-dihydroxycyclohexyl)oxy)-4-hydroxy-3-(methylamino)octahydropyrano[3,2-b]pyran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2h-pyran-3,4-diol Sulfate

11. Ino-6-(hydroxymethyl)oxane-3,4-diol;sulfuric Acid

12. Unii-8uyl6naz3q

13. (2r,3r,4s,5s,6s)-2-[[(2r,3s,4r,4ar,6s,7r,8as)-7-amino-6-[(1r,2r,3s,4r,6s)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy-4-hydroxy-3-(methylamino)-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]oxy]-5-am

14. Einecs 265-890-7

15. Apramycin, Sulfate (2:5)

16. Schembl94999

17. (+)-apramycin Sulfate

18. Apramycin Sulfate [mart.]

19. Chebi:190734

20. Hy-b1329

21. Mfcd06200257

22. S4254

23. Akos016010323

24. Apramycin Sulfate [green Book]

25. Ccg-270308

26. Cs-4854

27. Apramycin Sulfate Salt, >=95% (tlc)

28. As-35223

29. 710a078

30. A923667

31. W-104790

32. Apramycin Sulfate, Antibiotic For Culture Media Use Only

33. (2r,3r,4s,5s,6s)-2-[[(2r,3s,4r,4ar,6s,7r,8as)-7-amino-6-[(1r,2r,3s,4r,6s)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy-4-hydroxy-3-(methylamino)-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]oxy]-5-amino-6-(hydroxymethyl)oxane-3,4-diol;suluric Acid

34. (2r,3r,4s,5s,6s)-5-amino-2-(((2r,3s,4r,4ar,6s,7r,8as)-7-amino-6-(((1r,2r,3s,4r,6s)-4,6-diamino-2,3-dihydroxycyclohexyl)oxy)-4-hydroxy-3-(methylamino)octahydropyrano[3,2-b]pyran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2h-pyran-3,4-diol Xsulfate

35. (2r,3r,4s,5s,6s)-5-amino-2-(((2r,3s,4r,4ar,6s,7r,8as)-7-amino-6-(((1r,2r,3s,4r,6s)-4,6-diamino-2,3-dihydroxycyclohexyl)oxy)-4-hydroxy-3-(methylamino)octahydropyrano[3,2-b]pyran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2h-pyran-3,4-diolxsulfate

36. D-streptamine, O-4-amino-4-deoxy-.alpha.-d-glucopyranosyl-(1-8)-o-(8r)-2-amino-2,3,7-trideoxy-7-(methylamino)-d-glycero-.alpha.-d-allo-octodialdo-1,5:8,4-dipyranosyl-(1-4)-2-deoxy-, Sulfate

37. D-streptamine, O-4-amino-4-deoxy-alpha-d-glucopyranosyl-(1-8)-o-(8r)-2-amino-2,3,7-trideoxy-7-(methylamino)-d-glycero-alpha-d-allo-octadialdo-1,5:8,4-dipyranosyl-(1-4)-2-deoxy-, Sulfate (salt)

2.4 Create Date

2005-08-09

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₄₃N₅O₁₅S
Molecular Weight	637.7 g/mol
Hydrogen Bond Donor Count	13
Hydrogen Bond Acceptor Count	20
Rotatable Bond Count	6
Exact Mass	637.24763686 g/mol
Monoisotopic Mass	637.24763686 g/mol
Topological Polar Surface Area	367 Å²
Heavy Atom Count	42
Formal Charge	0
Complexity	841
Isotope Atom Count	0
Defined Atom Stereocenter Count	17
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2