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(2S,4S,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
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ChemBase ID:
153319
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Molecular Formular:
C11H19NO9
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Molecular Mass:
309.26986
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Monoisotopic Mass:
309.10598119
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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)O
Canonical SMILES:
OC[C@H]([C@H]([C@@H]1O[C@@](O)(C[C@@H]([C@H]1NC(=O)C)O)C(=O)O)O)O
InChI:
InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11-/m0/s1
InChIKey:
SQVRNKJHWKZAKO-PFQGKNLYSA-N
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Cite this record
CBID:153319 http://www.chembase.cn/molecule-153319.html
NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
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(2S,4S,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
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IUPAC Traditional name
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Synonyms
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(-)-N-Acetylneuraminic acid
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NAN
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NANA
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5-Acetamido-3,5-dideoxy-D-glycero-D-galactononulosonic acid
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Lactaminic acid
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Sialic acid
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N-Acetylneuraminic acid
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5-(Acetylamino)-3,5-dideoxy-D-glycero-D-galacto-2-nonulosonic Acid
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N-Acetylsialic Acid
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N-Acetylneuraminic Acid
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醋纽拉酸
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N-乙酰甘露糖胺丙酮酸
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唾液酸
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N-乙酰神经氨酸
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CAS Number
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EC Number
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MDL Number
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Beilstein 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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2.996658
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H Acceptors
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9
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H Donor
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7
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LogD (pH = 5.5)
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-6.029575
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LogD (pH = 7.4)
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-7.0390115
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Log P
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-3.5639374
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Molar Refractivity
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63.7814 cm3
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Polarizability
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26.256002 Å3
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Polar Surface Area
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176.78 Å2
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Rotatable Bonds
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5
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Lipinski's Rule of Five
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false
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DETAILS
DETAILS
Sigma Aldrich
Sigma Aldrich -
A9646
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Biochem/physiol Actions Both sialic acid and neuraminic acid are loosely used to refer to conjugates of neuraminic acid. N-Acetylneuraminic acid is often found as the terminal sugar of cell surface glycoproteins. Cell surface glycoproteins have important roles in cell recognition and interaction as well as in cell adhesion. Membrane glycoproteins are also important in tumor growth and metastases. |
Sigma Aldrich -
855650
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Packaging 100 mg in glass bottle Application N-Acetylneuraminic acid (NANA, Neu5Ac) is a major component of glycoconjugates such as glycolipids, glycoproteins and proteoglycans (sialogylcoproteins) where it confers selective binding characteristics to the glycosylated component. Neu5Ac is used to study its biochemistry, metabolism and uptake in vivo and in vitro. Neu5Ac is used in the development of nanocarriers. |
Sigma Aldrich -
A0812
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Biochem/physiol Actions Both sialic acid and neuraminic acid are loosely used to refer to conjugates of neuraminic acid. N-Acetylneuraminic acid is often found as the terminal sugar of cell surface glycoproteins. Cell surface glycoproteins have important roles in cell recognition and interaction as well as in cell adhesion. Membrane glycoproteins are also important in tumor growth and metastases. Application N-Acetylneuraminic acid (NANA, Neu5Ac) is a major component of glycoconjugates such as glycolipids, glycoproteins and proteoglycans (sialogylcoproteins) where it confers selective binding characteristics to the glycosylated component. Neu5Ac is used to study its biochemistry, metabolism and uptake in vivo and in vitro. Neu5Ac is used in the development of nanocarriers. |
Sigma Aldrich -
A2388
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Biochem/physiol Actions Both sialic acid and neuraminic acid are loosely used to refer to conjugates of neuraminic acid. N-Acetylneuraminic acid is often found as the terminal sugar of cell surface glycoproteins. Cell surface glycoproteins have important roles in cell recognition and interaction as well as in cell adhesion. Membrane glycoproteins are also important in tumor growth and metastases. Packaging 10 mg in autosmp vl Application N-Acetylneuraminic acid (NANA, Neu5Ac) is a major component of glycoconjugates such as glycolipids, glycoproteins and proteoglycans (sialogylcoproteins) where it confers selective binding characteristics to the glycosylated component. Neu5Ac is used to study its biochemistry, metabolism and uptake in vivo and in vitro. Neu5Ac is used in the development of nanocarriers. |
Sigma Aldrich -
01401
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Biochem/physiol Actions Both sialic acid and neuraminic acid are loosely used to refer to conjugates of neuraminic acid. N-Acetylneuraminic acid is often found as the terminal sugar of cell surface glycoproteins. Cell surface glycoproteins have important roles in cell recognition and interaction as well as in cell adhesion. Membrane glycoproteins are also important in tumor growth and metastases. |
PATENTS
PATENTS
PubChem Patent
Google Patent