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(5S) -Neosamine C

CAT: 0804-HY-N5158BSize: 1 EachDry Ice: NoHazardous: No
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Description
(5S) -Neosamine C is an aminocyclic alcohol antibiotic derived from microbial secondary metabolites. (5S) -Neosamine C has a cyclized structure and can be used for biosynthesis of Neomycins.
CAS Number
108864-61-5
UNSPSC
12352005
Target
Antibiotic; Endogenous Metabolite
Type
Natural Products
Related Pathways
Anti-infection; Metabolic Enzyme/Protease
Applications
COVID-19-immunoregulation
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/5s-neosamine-c.html
Solubility
10 mM in DMSO
Smiles
NC[C@@H]1[C@H]([C@@H]([C@H](C(O1)O)N)O)O
Molecular Formula
C6H14N2O4
Molecular Weight
178.19
References & Citations
[1]Al-Feel W, et al. Mechanism and stereochemistry of the elaboration of the neosamine C ring in the biosynthesis of neomycins[J]. Journal of the Chemical Society, Chemical Communications, 1983 (1) : 18-20.
Shipping Conditions
Room temperature
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Neosamine C

sugar moiety found in ribostamycin

CAS Number108864-61-5
PubChem CID3083596
IUPAC Name(3R,4R,5S,6R)-3-amino-6-(aminomethyl)oxane-2,4,5-triol
Molecular FormulaC6H14N2O4
Molecular Weight178.19
XLogP-3.1
Topological Polar Surface Area122
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count6
Rotatable Bond Count1
Heavy Atom Count12
Formal Charge0
Complexity156
SMILES
C([C@@H]1[C@H]([C@@H]([C@H](C(O1)O)N)O)O)N
InChI
InChI=1S/C6H14N2O4/c7-1-2-4(9)5(10)3(8)6(11)12-2/h2-6,9-11H,1,7-8H2/t2-,3-,4-,5-,6?/m1/s1
InChIKey
SQTHUUHOUPJYLK-IVMDWMLBSA-N
Chemical Structure
2D Structure
2D structure of Neosamine C
CAS: 108864-61-5
CID: 3083596
Formula: C6H14N2O4
MW: 178.19
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight178.19
XLogP3-3.1
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count6
Rotatable Bond Count1
Exact Mass178.09535693
Monoisotopic Mass178.09535693
Topological Polar Surface Area122 Ų
Heavy Atom Count12
Formal Charge0
Complexity156
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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