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Kanosamine

HCID 164683
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Basic information

CAS
576-44-3
Standard SMILES
N[C@@H]([C@H](O)[C@H](O)CO)[C@@H](O)C=O
InChIKey
FOEXHEVNPRRHDY-SLPGGIOYSA-N
Molecular formula
C6H13NO5
Average molar mass
179.17 g/mol
Monoisotopic mass
179.07937252

Overview

Aldehydo-D-kanosamine is the acyclic form of D-kanosamine. It is functionally related to an aldehydo-D-glucose. It is a conjugate base of an aldehydo-D-kanosamine(1+).

Names & identifiers

Preferred name
Kanosamine
IUPAC
(2R,3S,4S,5R)-3-amino-2,4,5,6-tetrahydroxyhexanal
English name
Kanosamine, hydrochloride
Molecular formula
C6H13NO5
Molecular weight
179.17

Names & synonyms

Kanosamine576-44-33-Amino-3-deoxyglucoseD-Kanosamine(2R,3S,4S,5R)-3-amino-2,4,5,6-tetrahydroxyhexanalD-Glucose, 3-amino-3-deoxy-8EB87VF7OHDTXSID501318423RefChem:150910GlyTouCan:G97961JOCHEBI:72728DTXCID501748234
Show more names
Antibiotic BKanosaMine, HClKanosamine (6CI)Lansoprazole Impurity 743-Deoxy-3-amino-D-glucose
G97961JO3-amino-3-deoxy-D-glucosealdehydo-D-kanosaminealdehydo-kanosamineCHEBI:31747UNII-8EB87VF7OHSCHEMBL229303orb1305501

Database identifiers

CAS
576-44-3
PubChem CID
164683
DTXSID
DTXSID501318423
ChEBI
CHEBI:31747
UNII
8EB87VF7OH
Nikkaji
J13.585B

Properties

Computed structural properties

XLogP
-3.7
Topological polar surface area
124 Ų
Hydrogen bond donors
5
Hydrogen bond acceptors
6
Rotatable bonds
5
Heavy atoms
12
Formal charge
0
Complexity
142

Physicochemical properties

Melting point
140 · 140-143℃
storage temp.
-20 °C · Hygroscopic, -20°C Freezer, Under Inert Atmosphere
solubility
Methanol (Slightly), Water (Slightly)
Boiling point
530.5 · 530.5±50.0 °C(Predicted)
Density
1.491 · 1.491±0.06 g/cm3(Predicted)
pka
10.65 · 10.65±0.45(Predicted)
form
Solid
color
White to Pale Yellow
Stability
Very Hygroscopic
FDA UNII
8 EB87VF7OH · 8EB87VF7OH

Chemistry & industry

Applications

UsesAn antibiotic which inhibits the growth of Saccharomyces cerevisiae and a range of human pathogenic fungi, including Candida albicans

Additional notes

DefinitionChEBI: The acyclic form of D-kanosamine.

Related reactions

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Compound notes

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