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24967-27-9 molecular structure
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(2R,3R,4S)-3-acetamido-4-hydroxy-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid

ChemBase ID: 155219
Molecular Formular: C11H17NO8
Molecular Mass: 291.25458
Monoisotopic Mass: 291.09541651
SMILES and InChIs

SMILES:
CC(=O)N[C@@H]1[C@H](C=C(O[C@H]1[C@@H]([C@@H](CO)O)O)C(=O)O)O
Canonical SMILES:
OC[C@H]([C@H]([C@@H]1OC(=C[C@@H]([C@H]1NC(=O)C)O)C(=O)O)O)O
InChI:
InChI=1S/C11H17NO8/c1-4(14)12-8-5(15)2-7(11(18)19)20-10(8)9(17)6(16)3-13/h2,5-6,8-10,13,15-17H,3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,8+,9+,10+/m0/s1
InChIKey:
JINJZWSZQKHCIP-UFGQHTETSA-N

Cite this record

CBID:155219 http://www.chembase.cn/molecule-155219.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2R,3R,4S)-3-acetamido-4-hydroxy-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid
IUPAC Traditional name
(4S,5R,6R)-5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]-5,6-dihydro-4H-pyran-2-carboxylic acid
Synonyms
2,3-Dehydro-2-deoxy-N-acetylneuraminic acid
N-Acetyl-2,3-dehydro-2-deoxyneuraminic acid
CAS Number
24967-27-9
EC Number
246-550-7
MDL Number
MFCD00135810
Beilstein Number
8722455
PubChem SID
162249357
24894248
PubChem CID
65309

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 65309 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.4996006  H Acceptors
H Donor LogD (pH = 5.5) -5.7101603 
LogD (pH = 7.4) -7.0726485  Log P -3.688152 
Molar Refractivity 64.1107 cm3 Polarizability 25.284155 Å3
Polar Surface Area 156.55 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
-20°C expand Show data source
2-8°C expand Show data source
Purity
~95% (TLC) expand Show data source
≥93% expand Show data source
Quality Level
PREMIUM expand Show data source
Empirical Formula (Hill Notation)
C11H17NO8 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - D9050 external link
Biochem/physiol Actions
Inhibitor of bacterial, viral and animal neuraminidase (sialidase).1,2
Application
N-Acetyl-2,3-dehydro-2-deoxyneuraminic acid (NADNA) is used to study the effects of blocking endogenous neuraminidase on neural activity.
Sigma Aldrich - 01060 external link
Biochem/physiol Actions
Inhibitor of bacterial, viral and animal neuraminidase (sialidase).1,2
Other Notes
Inhibitor of bacterial, viral and animal neuraminidase1

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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