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Aminocyclitol glycosides

Description:

Organic compounds containing an amicocyclitol moiety glycosidically linked to a carbohydrate moiety. There are two major classes of aminoglycosides containing a 2-streptamine core. They are called 4,5- and 4,6-disubstituted 2-deoxystreptamines.
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  1. G 418 disulfate salt
    Cas Number: 108321-42-2        Compound CID:  16218858
    Formula:  C20H40N4O10·2H2SO4        Molecular Weight: 692.71
    IUPAC Name:  (2S,3S,4S,5S)-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(1-hydroxyethyl)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-5-methshow more
    SMILES:  CC(C1C(C(C(C(O1)OC2C(CC(C(C2O)OC3C(C(C(CO3)(C)O)NC)O)N)N)N)O)O)O.OS(=O)(=O)O.OS(=O)(=O)O
    InChIKey: UHEPSJJJMTWUCP-NKCAIAFTSA-N
    InChI:  InChI=1S/C20H40N4O10.2H2O4S/c1-6(25)14-11(27)10(26)9(23)18(32-14)33-15-7(21)4-8(22)16(12(15)28)34-19-13(29)17(24-3)20(2,30)5-31-19;2*1-5(2,3)4/h6-19,2show more
    Synonyms: AC-32603 | G 418 disulfate salt | (2S,3S,4S,5S)-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2S,3R,4R,5S,6R)-3-amino-4,5-dihyd...
  2. Hygromycin B from Streptomyces hygroscopicus
    Cas Number: 31282-04-9
    Formula:  C20H37N3O13        Molecular Weight: 527.52
    IUPAC Name:  (2S,3'R,3aS,4S,4'S,5'R,6R,6'R,7S,7aS)-4-[(1R,2S,3R,5S,6R)-3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy-6'-[(1R)-1-amino-2-hydroxyethyl]-6-(hydrshow more
    SMILES:  CNC1CC(C(C(C1O)OC2C3C(C(C(O2)CO)O)OC4(O3)C(C(C(C(O4)C(CO)N)O)O)O)O)N
    InChIKey: GRRNUXAQVGOGFE-XKIAHZFYSA-N
    InChI:  InChI=1S/C20H37N3O13/c1-23-7-2-5(21)9(26)15(10(7)27)33-19-17-16(11(28)8(4-25)32-19)35-20(36-17)18(31)13(30)12(29)14(34-20)6(22)3-24/h5-19,23-31H,2-4,2show more
    Synonyms: SMP1_000163 | BCBcMAP01_000235 | O-6-Amino-6-deoxy-L-glycero-D-galacto-heptopyranosylidene-(1-2-3)-O-beta-D-talopyran...
  3. Streptomycin sulfate salt
    Cas Number: 3810-74-0        EC Number: 223-286-0        Compound CID:  19648
    Formula:  C42H84N14O36S3        Molecular Weight: 1457.38
    IUPAC Name:  2-[(1R,2R,3S,4R,5R,6S)-3-(diaminomethylideneamino)-4-[(2R,3R,4R,5S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy-4show more
    SMILES:  CC1C(C(C(O1)OC2C(C(C(C(C2O)O)N=C(N)N)O)N=C(N)N)OC3C(C(C(C(O3)CO)O)O)NC)(C=O)O.CC1C(C(C(O1)OC2C(C(C(C(C2O)O)N=C(N)N)O)N=C(N)N)OC3C(C(C(C(O3)CO)O)O)NC)(show more
    InChIKey: QTENRWWVYAAPBI-YCRXJPFRSA-N
    InChI:  InChI=1S/2C21H39N7O12.3H2O4S/c2*1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35show more
    Synonyms: STREP SOL | STREPTOMYCIN SULFATE [GREEN BOOK] | D-STREPTAMINE, O-2-DEOXY-2-(METHYLAMINO)-alpha-L-GLUCOPYRANOSYL-(1->2...
  4. Streptomycin sulfate salt
    Cas Number: 3810-74-0        EC Number: 223-286-0        Compound CID:  19648
    Formula:  C42H84N14O36S3        Molecular Weight: 1457.38
    IUPAC Name:  2-[(1R,2R,3S,4R,5R,6S)-3-(diaminomethylideneamino)-4-[(2R,3R,4R,5S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy-4show more
    SMILES:  CC1C(C(C(O1)OC2C(C(C(C(C2O)O)N=C(N)N)O)N=C(N)N)OC3C(C(C(C(O3)CO)O)O)NC)(C=O)O.CC1C(C(C(O1)OC2C(C(C(C(C2O)O)N=C(N)N)O)N=C(N)N)OC3C(C(C(C(O3)CO)O)O)NC)(show more
    InChIKey: QTENRWWVYAAPBI-YCRXJPFRSA-N
    InChI:  InChI=1S/2C21H39N7O12.3H2O4S/c2*1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35show more
    Synonyms: STREP SOL | STREPTOMYCIN SULFATE [GREEN BOOK] | D-STREPTAMINE, O-2-DEOXY-2-(METHYLAMINO)-alpha-L-GLUCOPYRANOSYL-(1->2...
  5. Streptomycin sulfate salt
      Grade & Purity: 
    • powder
    Cas Number: 3810-74-0        EC Number: 223-286-0        Compound CID:  19648
    Formula:  C42H84N14O36S3        Molecular Weight: 1457.38
    IUPAC Name:  2-[(1R,2R,3S,4R,5R,6S)-3-(diaminomethylideneamino)-4-[(2R,3R,4R,5S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy-4show more
    SMILES:  CC1C(C(C(O1)OC2C(C(C(C(C2O)O)N=C(N)N)O)N=C(N)N)OC3C(C(C(C(O3)CO)O)O)NC)(C=O)O.CC1C(C(C(O1)OC2C(C(C(C(C2O)O)N=C(N)N)O)N=C(N)N)OC3C(C(C(C(O3)CO)O)O)NC)(show more
    InChIKey: QTENRWWVYAAPBI-YCRXJPFRSA-N
    InChI:  InChI=1S/2C21H39N7O12.3H2O4S/c2*1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35show more
    Synonyms: STREP SOL | STREPTOMYCIN SULFATE [GREEN BOOK] | D-STREPTAMINE, O-2-DEOXY-2-(METHYLAMINO)-alpha-L-GLUCOPYRANOSYL-(1->2...
  6. Tobramycin sulfate
      Grade & Purity: 
    • 10mM in Water
    Cas Number: 79645-27-5(Water)        Compound CID:  54413
    Formula:  (C18H37N5O9)2•5H2SO4        Molecular Weight: 1425.41
    IUPAC Name:  4-amino-2-[4,6-diamino-3-[3-amino-6-(aminomethyl)-5-hydroxyoxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-6-(hydroxymethyl)oxane-3,5-diol;sulfuric acid
    SMILES:  C1C(C(C(C(C1N)OC2C(C(C(C(O2)CO)O)N)O)O)OC3C(CC(C(O3)CN)O)N)N.OS(=O)(=O)O
    InChIKey: ZEUUPKVZFKBXPW-UHFFFAOYSA-N
    InChI:  InChI=1S/C18H37N5O9.H2O4S/c19-3-9-8(25)2-7(22)17(29-9)31-15-5(20)1-6(21)16(14(15)28)32-18-13(27)11(23)12(26)10(4-24)30-18;1-5(2,3)4/h5-18,24-28H,1-4,1show more
    Synonyms: 1294492-03-7 | AKOS015895163 | BCP12890 | FT-0652844 | 4-AMINO-2-[4,6-DIAMINO-3-[3-AMINO-6-(AMINOMETHYL)-5-HYDROXYOXA...
  7. Tobramycin sulfate
      Grade & Purity: 
    • ≥98%
    Cas Number: 79645-27-5        Compound CID:  54413
    Formula:  (C18H37N5O9)2•5H2SO4        Molecular Weight: 1425.41
    IUPAC Name:  4-amino-2-[4,6-diamino-3-[3-amino-6-(aminomethyl)-5-hydroxyoxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-6-(hydroxymethyl)oxane-3,5-diol;sulfuric acid
    SMILES:  C1C(C(C(C(C1N)OC2C(C(C(C(O2)CO)O)N)O)O)OC3C(CC(C(O3)CN)O)N)N.OS(=O)(=O)O
    InChIKey: ZEUUPKVZFKBXPW-UHFFFAOYSA-N
    InChI:  InChI=1S/C18H37N5O9.H2O4S/c19-3-9-8(25)2-7(22)17(29-9)31-15-5(20)1-6(21)16(14(15)28)32-18-13(27)11(23)12(26)10(4-24)30-18;1-5(2,3)4/h5-18,24-28H,1-4,1show more
    Synonyms: 1294492-03-7 | AKOS015895163 | BCP12890 | FT-0652844 | 4-AMINO-2-[4,6-DIAMINO-3-[3-AMINO-6-(AMINOMETHYL)-5-HYDROXYOXA...
  8. Tobramycin A
      Grade & Purity: 
    • ≥95%
    Cas Number: 20744-51-8        Compound CID:  209916
    Formula:  C12H25N3O7        Molecular Weight: 323.34
    IUPAC Name:  (2S,3R,4S,5S,6R)-4-amino-2-[(1S,2S,3R,4S,6R)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy-6-(hydroxymethyl)oxane-3,5-diol
    SMILES:  C1C(C(C(C(C1N)OC2C(C(C(C(O2)CO)O)N)O)O)O)N
    InChIKey: WPYNTQYMFOTKRF-OSDBSAJISA-N
    InChI:  InChI=1S/C12H25N3O7/c13-3-1-4(14)11(10(20)7(3)17)22-12-9(19)6(15)8(18)5(2-16)21-12/h3-12,16-20H,1-2,13-15H2/t3-,4+,5+,6-,7+,8+,9+,10-,11-,12+/m0/s1
    Synonyms: D-Streptamine, 6-O-(3-amino-3-deoxy-alpha-D-glucopyranosyl)-2-deoxy- | (2S,3R,4S,5S,6R)-4-amino-2-((1S,2S,3R,4S,6R)-4...
  9. Tobramycin
    Cas Number: 32986-56-4        EC Number: 251-322-5        Compound CID:  36294
    Formula:  C18H37N5O9        Molecular Weight: 467.51
    IUPAC Name:  (2S,3R,4S,5S,6R)-4-amino-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2R,3R,5S,6R)-3-amino-6-(aminomethyl)-5-hydroxyoxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-6-(hyshow more
    SMILES:  C1C(C(C(C(C1N)OC2C(C(C(C(O2)CO)O)N)O)O)OC3C(CC(C(O3)CN)O)N)N
    InChIKey: NLVFBUXFDBBNBW-PBSUHMDJSA-N
    InChI:  InChI=1S/C18H37N5O9/c19-3-9-8(25)2-7(22)17(29-9)31-15-5(20)1-6(21)16(14(15)28)32-18-13(27)11(23)12(26)10(4-24)30-18/h5-18,24-28H,1-4,19-23H2/t5-,6+,7+show more
    Synonyms: tobramycin|32986-56-4|Nebramycin factor 6|Nebramycin VI|Nebramycin 6|Tobi|Tobramicin|3'-Deoxykanamycin B|Aktob|Deoxyk...
  10. Streptomycin sulfate
    Cas Number: 3810-74-0        EC Number: 223-286-0        Compound CID:  19648
    Formula:  C42H84N14O36S3        Molecular Weight: 1457.38
    IUPAC Name:  2-[(1R,2R,3S,4R,5R,6S)-3-(diaminomethylideneamino)-4-[(2R,3R,4R,5S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy-4show more
    SMILES:  CC1C(C(C(O1)OC2C(C(C(C(C2O)O)N=C(N)N)O)N=C(N)N)OC3C(C(C(C(O3)CO)O)O)NC)(C=O)O.CC1C(C(C(O1)OC2C(C(C(C(C2O)O)N=C(N)N)O)N=C(N)N)OC3C(C(C(C(O3)CO)O)O)NC)(show more
    InChIKey: QTENRWWVYAAPBI-YCRXJPFRSA-N
    InChI:  InChI=1S/2C21H39N7O12.3H2O4S/c2*1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35show more
    Synonyms: STREP SOL | STREPTOMYCIN SULFATE [GREEN BOOK] | D-STREPTAMINE, O-2-DEOXY-2-(METHYLAMINO)-alpha-L-GLUCOPYRANOSYL-(1->2...
  11. Sisomicin sulfate
      Grade & Purity: 
    • 10mM in Water
    Cas Number: 53179-09-2        Compound CID:  439243
    Formula:  C19H37N5O7.5/2H2SO4        Molecular Weight: 692.72
    IUPAC Name:  (2R,3R,4R,5R)-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[[(2S,3R)-3-amino-6-(aminomethyl)-3,4-dihydro-2H-pyran-2-yl]oxy]-2-hydroxycyclohexyl]oxy-5-methyl-4-(mshow more
    SMILES:  CC1(COC(C(C1NC)O)OC2C(CC(C(C2O)OC3C(CC=C(O3)CN)N)N)N)O.CC1(COC(C(C1NC)O)OC2C(CC(C(C2O)OC3C(CC=C(O3)CN)N)N)N)O.OS(=O)(=O)O.OS(=O)(=O)O.OS(=O)(=O)O.OS(=show more
    InChIKey: CIKNYWFPGZCHDL-ZHFUJENKSA-N
    InChI:  InChI=1S/2C19H37N5O7.5H2O4S/c2*1-19(27)7-28-18(13(26)16(19)24-2)31-15-11(23)5-10(22)14(12(15)25)30-17-9(21)4-3-8(6-20)29-17;5*1-5(2,3)4/h2*3,9-18,24-2show more
    Synonyms: Sisomicin sulfate|Extramycin|Pathomycin|Sisomycin sulfate|Sch 13475 sulfate|Baymicine|Mensiso|53179-09-2|Sisomicin Su...
  12. Ribostamycin sulfate
      Grade & Purity: 
    • 10mM in Water
    Cas Number: 53797-35-6        Compound CID:  656837
    Formula:  C17H34N4O10·xH2SO4        Molecular Weight: 552.55(free basis)
    IUPAC Name:  (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxycyclshow more
    SMILES:  C1C(C(C(C(C1N)OC2C(C(C(C(O2)CN)O)O)N)OC3C(C(C(O3)CO)O)O)O)N.OS(=O)(=O)O
    InChIKey: RTCDDYYZMGGHOE-YMSVYGIHSA-N
    InChI:  InChI=1S/C17H34N4O10.H2O4S/c18-2-6-10(24)12(26)8(21)16(28-6)30-14-5(20)1-4(19)9(23)15(14)31-17-13(27)11(25)7(3-22)29-17;1-5(2,3)4/h4-17,22-27H,1-3,18-show more
    Synonyms: Ribostamycin sulfate|53797-35-6|Landamycine|Vistamycin Sulfate|Ribomycine|Ribostamin|Ribostamycin (sulfate)|SF 733 an...
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