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bis((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-(methylamino)oxane-3,5-diol); pentakis(sulfuric acid)
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ChemBase ID:
155340
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Molecular Formular:
C38H84N10O34S5
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Molecular Mass:
1385.44516
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Monoisotopic Mass:
1384.37549482
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SMILES and InChIs
SMILES:
C[C@@]1(CO[C@@H]([C@@H]([C@H]1NC)O)O[C@H]1[C@@H](C[C@@H]([C@H]([C@@H]1O)O[C@@H]1[C@@H](CC=C(O1)CN)N)N)N)O.C[C@@]1(CO[C@@H]([C@@H]([C@H]1NC)O)O[C@H]1[C@@H](C[C@@H]([C@H]([C@@H]1O)O[C@@H]1[C@@H](CC=C(O1)CN)N)N)N)O.OS(=O)(=O)O.OS(=O)(=O)O.OS(=O)(=O)O.OS(=O)(=O)O.OS(=O)(=O)O
Canonical SMILES:
OS(=O)(=O)O.OS(=O)(=O)O.OS(=O)(=O)O.OS(=O)(=O)O.OS(=O)(=O)O.NCC1=CC[C@H]([C@H](O1)O[C@@H]1[C@@H](N)C[C@H]([C@@H]([C@H]1O)O[C@H]1OC[C@]([C@@H]([C@H]1O)NC)(C)O)N)N.NCC1=CC[C@H]([C@H](O1)O[C@@H]1[C@@H](N)C[C@H]([C@@H]([C@H]1O)O[C@H]1OC[C@]([C@@H]([C@H]1O)NC)(C)O)N)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*3,9-18,24-27H,4-7,20-23H2,1-2H3;5*(H2,1,2,3,4)/t2*9-,10+,11-,12+,13-,14-,15+,16-,17-,18-,19+;;;;;/m11...../s1
InChIKey:
CIKNYWFPGZCHDL-ZHFUJENKSA-N
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Cite this record
CBID:155340 http://www.chembase.cn/molecule-155340.html
NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
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bis((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-(methylamino)oxane-3,5-diol); pentakis(sulfuric acid)
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IUPAC Traditional name
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bis(SISO); pentakis(sulfuric acid)
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Synonyms
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CAS Number
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EC Number
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PubChem SID
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PubChem CID
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DATA SOURCES
DATA SOURCES
All Sources Commercial Sources Non-commercial Sources
CALCULATED PROPERTIES
CALCULATED PROPERTIES
JChem
Acid pKa
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12.548462
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H Acceptors
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12
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H Donor
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8
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LogD (pH = 5.5)
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-18.497313
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LogD (pH = 7.4)
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-11.9235935
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Log P
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-4.3185678
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Molar Refractivity
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110.3207 cm3
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Polarizability
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45.65683 Å3
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Polar Surface Area
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213.72 Å2
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Rotatable Bonds
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12
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Lipinski's Rule of Five
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false
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DETAILS
DETAILS
Sigma Aldrich
Sigma Aldrich -
S7796
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Application Sisomicin is an aminoglycoside antibiotic isolated from Micromonopora inyoensis. It is effective against most strains of Klebsiellk spp., Escherichia coli, P. aeruginosa, Enterobacter and Proteus spp.. It is a potential treatment for conjunctiva 1. It is used in disk and tube dilution sensitivity test2. Biochem/physiol Actions Sisomicin interferes with protein synthesis at the level of functional ribosome assembly. The mechanism is similar to that of gentamycin. Sisomicin closely resembles gentamicin but is more effective against Pseudomonas aeruginosa and indole-positive Proteus3. |
PATENTS
PATENTS
PubChem Patent
Google Patent