Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™ Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 2 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Sisomicin is a Gentamicin-like aminoglycoside antibiotic that exhibits broad spectrum antibiotic activity.
| ALogP | -5.1 |
|---|
| Kanonisches Lächeln | CC1(COC(C(C1NC)O)OC2C(CC(C(C2O)OC3C(CC=C(O3)CN)N)N)N)O |
|---|---|
| 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-(methylamino)oxane-3,5-diol |
| InChIKey | URWAJWIAIPFPJE-YFMIWBNJSA-N |
| INCHI | 1S/C19H37N5O7/c1-19(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/h3,9-18,24-27H,4-7,20-23H2,1-2H3/t9-,10+,11-,12+,13-,14-,15+,16-,17-,18-,19+/m1/s1 |
| Isomere SMILES | C[C@@]1(CO[C@@H]([C@@H]([C@H]1NC)O)O[C@H]2[C@@H](C[C@@H]([C@H]([C@@H]2O)O[C@@H]3[C@@H](CC=C(O3)CN)N)N)N)O |
| PubChem CID | 36119 |
| Molekulargewicht | 447.53 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic oxygen compounds |
| Klasse | Organooxygen compounds |
| Subclass | Carbohydrates and carbohydrate conjugates |
| Intermediate Tree Nodes | Aminosaccharides - Aminoglycosides |
| Direct Parent | Aminocyclitol glycosides |
| Alternative Parents | O-glycosyl compounds Aminocyclitols and derivatives Cyclohexylamines Cyclohexanols Oxanes Monosaccharides Tertiary alcohols 1,2-aminoalcohols Oxacyclic compounds Dialkylamines Acetals Organopnictogen compounds Monoalkylamines Hydrocarbon derivatives |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Substituents | Amino cyclitol glycoside - Glycosyl compound - O-glycosyl compound - Aminocyclitol or derivatives - Cyclohexanol - Cyclohexylamine - Cyclitol or derivatives - Monosaccharide - Oxane - Cyclic alcohol - Tertiary alcohol - 1,2-aminoalcohol - Secondary alcohol - Acetal - Secondary aliphatic amine - Secondary amine - Organoheterocyclic compound - Oxacycle - Primary aliphatic amine - Hydrocarbon derivative - Organopnictogen compound - Organic nitrogen compound - Amine - Alcohol - Primary amine - Organonitrogen compound - Aliphatic heteromonocyclic compound |
| Beschreibung | This compound belongs to the class of organic compounds known as aminocyclitol glycosides. These are 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. |
| External Descriptors | monosaccharide derivative - aminoglycoside antibiotic - amino cyclitol glycoside - beta-L-arabinoside |
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| Löslichkeit | Solubility: Soluble in DMSO, Methanol and Water |
|---|---|
| Schmelzpunkt (°C) | 80-93°C (lit.) |
| Molekulargewicht | 447.500 g/mol |
| XLogP3 | -5.100 |
| Hydrogen Bond Donor Count | 8 |
| Hydrogen Bond Acceptor Count | 12 |
| Rotatable Bond Count | 6 |
| Exact Mass | 447.269 Da |
| Monoisotopic Mass | 447.269 Da |
| Topological Polar Surface Area | 214.000 Ų |
| Heavy Atom Count | 31 |
| Formal Charge | 0 |
| Complexity | 643.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 11 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Tingting Liu, Xiaocui Lai, Ping Guo, Wei Zhang, Gan Zhang, Mengyun Wu, Guangjian Xue, Xuechen Fang, Juan Peng, Weihua Lai. (2023) Sensitive lateral flow immunoassay strips based on Fe3+-chelated polydopamine nanospheres for the detection of kanamycin. FOOD CHEMISTRY, [PMID:36701914] [10.1016/j.foodchem.2023.135511] |
| 2. Yaning Liang, Shiyi Fang, Zhuoer Chen, Yuzhuo Chen, Qingqing Yang, Xuelan Shu, Tao Le. (2026) Elucidating the Mechanism of Interactions Between Aminoglycosides and AuNPs: Why the Classical Colorimetric Assay May Falsely Report Aptamer Affinity. Biosensors-Basel, 16 (7): (388). [PMID:42505464] [10.3390/bios16070388] |
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