MiMeDB: Showing metabocard for alpha-N-acetylneuraminate (MMDBc0030148)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:55:47 UTC

Update Date

2022-08-31 17:40:09 UTC

Metabolite ID

MMDBc0030148

Metabolite Identification

Common Name

alpha-N-acetylneuraminate

Description

Alpha-n-acetylneuraminate belongs to the class of Neuraminic Acid Derivatives. These are compounds containingor dervivated from a neuraminic acid moeity (5-amino-3,5-dideoxy-D-glycero-D-galacto-non-2-ulosonic acid), which is a 9-carbon monosaccharide. (inferred from compound structure)

N-acetyl-D-neuraminic acid (Neu5Ac) is a precursor for producing many pharmaceutical drugs such as zanamivir which have been used in clinical trials to treat and prevent the infection with influenza virus, such as the avian influenza virus H5N1 and the current 2009 H1N1. (PMID 19888576 ) E. coli Neu5Ac synthase is the Neu5Ac-9-P synthase. The Neu5Ac-9-P synthase is a cytosolic enzyme and ubiquitously distributed in mouse various tissues. (PMID 10873658 ) A prerequisite for the synthesis of sialylated glycoconjugates is the activated sugar-nucleotide cytidine 5'-monophosphate N-acetylneuraminic acid (CMP-Neu5Ac), which provides a substrate for Golgi sialyltransferases. (PMID 9689047 ) The CMP-sialic acid synthetase (CMP-Neu5Ac, synthetase) is responsible for the synthesis of CMP-Neu5Ac, which is the donor used by sialyltransferases to attach sialic acid to acceptor hydroxyl groups in various polysaccharides, glycolipids, and glycoproteins. (PMID 12135555 )

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 08131209402D          

 26 26  0  0  0  0            999 V2000
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2414    0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7717   -0.4887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5236    0.9185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7111   -0.7752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
  9  8  1  1  0  0  0
 11  2  1  0  0  0  0
 11 10  1  6  0  0  0
 12  4  2  0  0  0  0
 12  7  1  4  0  0  0
 13  3  1  0  0  0  0
 14  4  1  0  0  0  0
  5 15  1  1  0  0  0
  6 16  1  6  0  0  0
 17  8  1  0  0  0  0
 18 10  2  0  0  0  0
 19 10  1  0  0  0  0
 11 20  1  1  0  0  0
 21  9  1  0  0  0  0
 21 11  1  0  0  0  0
  5 22  1  6  0  0  0
  6 23  1  6  0  0  0
 24  7  1  0  0  0  0
 25  8  1  0  0  0  0
  9 26  1  6  0  0  0
M  CHG  1  14  -1
M  END


  Mrv0541 08131209402D          

 26 26  0  0  0  0            999 V2000
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2414    0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7717   -0.4887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5236    0.9185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7111   -0.7752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
  9  8  1  1  0  0  0
 11  2  1  0  0  0  0
 11 10  1  6  0  0  0
 12  4  2  0  0  0  0
 12  7  1  4  0  0  0
 13  3  1  0  0  0  0
 14  4  1  0  0  0  0
  5 15  1  1  0  0  0
  6 16  1  6  0  0  0
 17  8  1  0  0  0  0
 18 10  2  0  0  0  0
 19 10  1  0  0  0  0
 11 20  1  1  0  0  0
 21  9  1  0  0  0  0
 21 11  1  0  0  0  0
  5 22  1  6  0  0  0
  6 23  1  6  0  0  0
 24  7  1  0  0  0  0
 25  8  1  0  0  0  0
  9 26  1  6  0  0  0
M  CHG  1  14  -1
M  END
> <DATABASE_ID>
MMDBc0030148

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](O)(CO)C([H])(O)[C@]1([H])O[C@](O)(C[C@]([H])(O)C1([H])N=C(C)[O-])C(O)=O

> <INCHI_IDENTIFIER>
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)/p-1/t5-,6-,7?,8?,9+,11+/m0/s1

> <INCHI_KEY>
SQVRNKJHWKZAKO-MMSOYPNASA-M

> <FORMULA>
C11H18NO9

> <MOLECULAR_WEIGHT>
308.2619

> <EXACT_MASS>
308.098156179

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
28.026749336925782

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(2R,4S,6R)-6-carboxy-4,6-dihydroxy-2-[(2S)-1,2,3-trihydroxypropyl]oxan-3-yl]ethanecarboximidate

> <ALOGPS_LOGP>
-2.25

> <JCHEM_LOGP>
-3.110932817398017

> <ALOGPS_LOGS>
-0.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.325546946312379

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0208421561330248

> <JCHEM_PKA_STRONGEST_BASIC>
2.0972711002478457

> <JCHEM_POLAR_SURFACE_AREA>
183.1

> <JCHEM_REFRACTIVITY>
74.8534

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.10e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[(2R,4S,6R)-6-carboxy-4,6-dihydroxy-2-[(2S)-1,2,3-trihydroxypropyl]oxan-3-yl]ethanecarboximidate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 13-AUG-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-AUG-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O-1
HETATM   15  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   22  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    4                                                            
CONECT    2    5   11                                                       
CONECT    3    6   13                                                       
CONECT    4    1   12   14                                                  
CONECT    5    2    7   15   22                                             
CONECT    6    3    8   16   23                                             
CONECT    7    5    9   12   24                                             
CONECT    8    6    9   17   25                                             
CONECT    9    7    8   21   26                                             
CONECT   10   11   18   19                                                  
CONECT   11    2   10   20   21                                             
CONECT   12    4    7                                                       
CONECT   13    3                                                            
CONECT   14    4                                                            
CONECT   15    5                                                            
CONECT   16    6                                                            
CONECT   17    8                                                            
CONECT   18   10                                                            
CONECT   19   10                                                            
CONECT   20   11                                                            
CONECT   21    9   11                                                       
CONECT   22    5                                                            
CONECT   23    6                                                            
CONECT   24    7                                                            
CONECT   25    8                                                            
CONECT   26    9                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

Synonyms

Value	Source
a-N-Acetylneuraminate	Generator
a-N-Acetylneuraminic acid	Generator
alpha-N-Acetylneuraminic acid	Generator
Α-N-acetylneuraminate	Generator
Α-N-acetylneuraminic acid	Generator

Molecular Formula

C₁₁H₁₈NO₉

Average Mass

308.2619

Monoisotopic Mass

308.098156179

IUPAC Name

N-[(2R,4S,6R)-6-carboxy-4,6-dihydroxy-2-[(2S)-1,2,3-trihydroxypropyl]oxan-3-yl]ethanecarboximidate

Traditional Name

N-[(2R,4S,6R)-6-carboxy-4,6-dihydroxy-2-[(2S)-1,2,3-trihydroxypropyl]oxan-3-yl]ethanecarboximidate

CAS Registry Number

Not Available

SMILES

[H][C@](O)(CO)C([H])(O)[C@]1([H])O[C@](O)(C[C@]([H])(O)C1([H])N=C(C)[O-])C(O)=O

InChI Identifier

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)/p-1/t5-,6-,7?,8?,9+,11+/m0/s1

InChI Key

SQVRNKJHWKZAKO-MMSOYPNASA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as neuraminic acids. These are carbohydrate derivatives containing a neuraminic acid moiety.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Neuraminic acids

Alternative Parents

Substituents

Neuraminic acid
C-glucuronide
Glycosyl compound
C-glycosyl compound
Pyran
Oxane
Hydroxy acid
Alpha-hydroxy acid
Secondary alcohol
Hemiacetal
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organonitrogen compound
Carbonyl group
Alcohol
Organic anion
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	110 g/L	ALOGPS
logP	-2.2	ALOGPS
logP	-3.1	ChemAxon
logS	-0.47	ALOGPS
pKa (Strongest Acidic)	3.02	ChemAxon
pKa (Strongest Basic)	2.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	183.1 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	74.85 m³·mol⁻¹	ChemAxon
Polarizability	28.03 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-2069000000-310a8ed2162a8510b485	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03fs-7190000000-6a4f6bb48b45c9d3293a	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-9110000000-5a948d1f1c992ef7f516	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4l-5493000000-809b8fe0ef32ab8a0a3f	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9420000000-d2fac964875ab3eb3957	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4r-9200000000-73cbdd0a5128c6b9fc79	2015-09-15	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-23	468.0
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	366.6
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-23	58.4
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	255.1
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	289.3
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	262.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-23	738.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	757.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	843.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	152.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	382.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	167.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	31.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	460.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	570.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-23	70.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	263.2
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	958.1
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	600.9

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	alpha-N-acetylneuraminate_TMS_1	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O)O[C@H]1C(O)[C@H](CO)O[Si](C)(C)C	standard non polar	2025-10-24	2257.97
Gas Chromatography	alpha-N-acetylneuraminate_TMS_2	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O)O[C@H]1C(O)[C@@H](O)CO[Si](C)(C)C	standard non polar	2025-10-24	2164.98
Gas Chromatography	alpha-N-acetylneuraminate_TMS_3	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO	standard non polar	2025-10-24	1674.45
Gas Chromatography	alpha-N-acetylneuraminate_TMS_4	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O)[C@@H](O)CO	standard non polar	2025-10-24	2235.18
Gas Chromatography	alpha-N-acetylneuraminate_TMS_5	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O)O[C@H]1C(O)[C@@H](O)CO	standard non polar	2025-10-24	2211.58
Gas Chromatography	alpha-N-acetylneuraminate_TMS_6	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@@H](O)CO	standard non polar	2025-10-24	2180.58
Gas Chromatography	alpha-N-acetylneuraminate_TMS_7	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O)O[C@H]1C(O)[C@H](CO)O[Si](C)(C)C	standard non polar	2025-10-24	1880.26
Gas Chromatography	alpha-N-acetylneuraminate_TMS_8	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O)[C@H](CO)O[Si](C)(C)C	standard non polar	2025-10-24	1494.57
Gas Chromatography	alpha-N-acetylneuraminate_TMS_9	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@H](CO)O[Si](C)(C)C	standard non polar	2025-10-24	1462.68
Gas Chromatography	alpha-N-acetylneuraminate_TMS_10	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@H](CO)O[Si](C)(C)C	standard non polar	2025-10-24	2117.18
Gas Chromatography	alpha-N-acetylneuraminate_TMS_11	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O)O[C@H]1C(O)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1999.65
Gas Chromatography	alpha-N-acetylneuraminate_TMS_12	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O)O[C@H]1C(O)[C@@H](O)CO[Si](C)(C)C	standard non polar	2025-10-24	2018.67
Gas Chromatography	alpha-N-acetylneuraminate_TMS_13	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O)[C@@H](O)CO[Si](C)(C)C	standard non polar	2025-10-24	2504.37
Gas Chromatography	alpha-N-acetylneuraminate_TMS_14	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@@H](O)CO[Si](C)(C)C	standard non polar	2025-10-24	1907.74
Gas Chromatography	alpha-N-acetylneuraminate_TMS_15	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO[Si](C)(C)C	standard non polar	2025-10-24	1084.94
Gas Chromatography	alpha-N-acetylneuraminate_TMS_16	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO	standard non polar	2025-10-24	1771.31
Gas Chromatography	alpha-N-acetylneuraminate_TMS_17	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO	standard non polar	2025-10-24	2185.0
Gas Chromatography	alpha-N-acetylneuraminate_TMS_18	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO	standard non polar	2025-10-24	1930.99
Gas Chromatography	alpha-N-acetylneuraminate_TMS_19	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O)[C@@H](O)CO	standard non polar	2025-10-24	1615.22
Gas Chromatography	alpha-N-acetylneuraminate_TMS_20	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@@H](O)CO	standard non polar	2025-10-24	1576.6
Gas Chromatography	alpha-N-acetylneuraminate_TMS_21	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@@H](O)CO	standard non polar	2025-10-24	2455.69
Gas Chromatography	alpha-N-acetylneuraminate_TMS_22	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O)[C@H](CO)O[Si](C)(C)C	standard non polar	2025-10-24	1742.4
Gas Chromatography	alpha-N-acetylneuraminate_TMS_23	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@H](CO)O[Si](C)(C)C	standard non polar	2025-10-24	2510.74
Gas Chromatography	alpha-N-acetylneuraminate_TMS_24	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@H](CO)O[Si](C)(C)C	standard non polar	2025-10-24	1748.05
Gas Chromatography	alpha-N-acetylneuraminate_TMS_25	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O)O[C@H]1C(O)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	752.282
Gas Chromatography	alpha-N-acetylneuraminate_TMS_26	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@H](CO)O[Si](C)(C)C	standard non polar	2025-10-24	1211.19
Gas Chromatography	alpha-N-acetylneuraminate_TMS_27	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@H](CO)O[Si](C)(C)C	standard non polar	2025-10-24	2100.68
Gas Chromatography	alpha-N-acetylneuraminate_TMS_28	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1930.06
Gas Chromatography	alpha-N-acetylneuraminate_TMS_29	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@H](CO)O[Si](C)(C)C	standard non polar	2025-10-24	1228.54
Gas Chromatography	alpha-N-acetylneuraminate_TMS_30	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	2307.64
Gas Chromatography	alpha-N-acetylneuraminate_TMS_31	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	2047.72
Gas Chromatography	alpha-N-acetylneuraminate_TMS_32	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O)[C@@H](O)CO[Si](C)(C)C	standard non polar	2025-10-24	1402.94
Gas Chromatography	alpha-N-acetylneuraminate_TMS_33	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@@H](O)CO[Si](C)(C)C	standard non polar	2025-10-24	1236.85
Gas Chromatography	alpha-N-acetylneuraminate_TMS_34	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO[Si](C)(C)C	standard non polar	2025-10-24	1341.99
Gas Chromatography	alpha-N-acetylneuraminate_TMS_35	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@@H](O)CO[Si](C)(C)C	standard non polar	2025-10-24	1005.46
Gas Chromatography	alpha-N-acetylneuraminate_TMS_36	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO[Si](C)(C)C	standard non polar	2025-10-24	2202.34
Gas Chromatography	alpha-N-acetylneuraminate_TMS_37	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO[Si](C)(C)C	standard non polar	2025-10-24	1830.51
Gas Chromatography	alpha-N-acetylneuraminate_TMS_38	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO	standard non polar	2025-10-24	1640.14
Gas Chromatography	alpha-N-acetylneuraminate_TMS_39	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO	standard non polar	2025-10-24	2989.73
Gas Chromatography	alpha-N-acetylneuraminate_TMS_40	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO	standard non polar	2025-10-24	2655.31
Gas Chromatography	alpha-N-acetylneuraminate_TMS_41	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@@H](O)CO	standard non polar	2025-10-24	2277.77
Gas Chromatography	alpha-N-acetylneuraminate_TMS_42	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@H](CO)O[Si](C)(C)C	standard non polar	2025-10-24	1689.79
Gas Chromatography	alpha-N-acetylneuraminate_TMS_43	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@H](CO)O[Si](C)(C)C	standard non polar	2025-10-24	3026.66
Gas Chromatography	alpha-N-acetylneuraminate_TMS_44	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1899.6
Gas Chromatography	alpha-N-acetylneuraminate_TMS_45	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@H](CO)O[Si](C)(C)C	standard non polar	2025-10-24	1968.59
Gas Chromatography	alpha-N-acetylneuraminate_TMS_46	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1347.74
Gas Chromatography	alpha-N-acetylneuraminate_TMS_47	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	2167.37
Gas Chromatography	alpha-N-acetylneuraminate_TMS_48	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@H](CO)O[Si](C)(C)C	standard non polar	2025-10-24	1503.01
Gas Chromatography	alpha-N-acetylneuraminate_TMS_49	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	2330.19
Gas Chromatography	alpha-N-acetylneuraminate_TMS_50	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1371.08
Gas Chromatography	alpha-N-acetylneuraminate_TMS_51	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1810.23
Gas Chromatography	alpha-N-acetylneuraminate_TMS_52	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@@H](O)CO[Si](C)(C)C	standard non polar	2025-10-24	1996.18
Gas Chromatography	alpha-N-acetylneuraminate_TMS_53	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO[Si](C)(C)C	standard non polar	2025-10-24	2300.43
Gas Chromatography	alpha-N-acetylneuraminate_TMS_54	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO[Si](C)(C)C	standard non polar	2025-10-24	1874.18
Gas Chromatography	alpha-N-acetylneuraminate_TMS_55	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO[Si](C)(C)C	standard non polar	2025-10-24	1812.95
Gas Chromatography	alpha-N-acetylneuraminate_TMS_56	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO	standard non polar	2025-10-24	1595.9
Gas Chromatography	alpha-N-acetylneuraminate_TMS_57	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@H](CO)O[Si](C)(C)C	standard non polar	2025-10-24	3142.42
Gas Chromatography	alpha-N-acetylneuraminate_TMS_58	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1939.11
Gas Chromatography	alpha-N-acetylneuraminate_TMS_59	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1452.55
Gas Chromatography	alpha-N-acetylneuraminate_TMS_60	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1647.06
Gas Chromatography	alpha-N-acetylneuraminate_TMS_61	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	2444.84
Gas Chromatography	alpha-N-acetylneuraminate_TMS_62	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO[Si](C)(C)C	standard non polar	2025-10-24	1629.73
Gas Chromatography	alpha-N-acetylneuraminate_TMS_63	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1317.46
Gas Chromatography	alpha-N-acetylneuraminate_TMS_1	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O)O[C@H]1C(O)[C@H](CO)O[Si](C)(C)C	standard polar	2025-10-24	1839.39
Gas Chromatography	alpha-N-acetylneuraminate_TMS_2	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O)O[C@H]1C(O)[C@@H](O)CO[Si](C)(C)C	standard polar	2025-10-24	2114.46
Gas Chromatography	alpha-N-acetylneuraminate_TMS_3	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO	standard polar	2025-10-24	1509.14
Gas Chromatography	alpha-N-acetylneuraminate_TMS_4	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O)[C@@H](O)CO	standard polar	2025-10-24	2440.86
Gas Chromatography	alpha-N-acetylneuraminate_TMS_5	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O)O[C@H]1C(O)[C@@H](O)CO	standard polar	2025-10-24	2628.04
Gas Chromatography	alpha-N-acetylneuraminate_TMS_6	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@@H](O)CO	standard polar	2025-10-24	2762.62
Gas Chromatography	alpha-N-acetylneuraminate_TMS_7	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O)O[C@H]1C(O)[C@H](CO)O[Si](C)(C)C	standard polar	2025-10-24	2029.3
Gas Chromatography	alpha-N-acetylneuraminate_TMS_8	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O)[C@H](CO)O[Si](C)(C)C	standard polar	2025-10-24	1894.16
Gas Chromatography	alpha-N-acetylneuraminate_TMS_9	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@H](CO)O[Si](C)(C)C	standard polar	2025-10-24	2001.82
Gas Chromatography	alpha-N-acetylneuraminate_TMS_10	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@H](CO)O[Si](C)(C)C	standard polar	2025-10-24	1522.79
Gas Chromatography	alpha-N-acetylneuraminate_TMS_11	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O)O[C@H]1C(O)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2625.17
Gas Chromatography	alpha-N-acetylneuraminate_TMS_12	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O)O[C@H]1C(O)[C@@H](O)CO[Si](C)(C)C	standard polar	2025-10-24	2957.34
Gas Chromatography	alpha-N-acetylneuraminate_TMS_13	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O)[C@@H](O)CO[Si](C)(C)C	standard polar	2025-10-24	1673.4
Gas Chromatography	alpha-N-acetylneuraminate_TMS_14	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@@H](O)CO[Si](C)(C)C	standard polar	2025-10-24	1820.76
Gas Chromatography	alpha-N-acetylneuraminate_TMS_15	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO[Si](C)(C)C	standard polar	2025-10-24	2042.31
Gas Chromatography	alpha-N-acetylneuraminate_TMS_16	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO	standard polar	2025-10-24	1942.14
Gas Chromatography	alpha-N-acetylneuraminate_TMS_17	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO	standard polar	2025-10-24	1996.24
Gas Chromatography	alpha-N-acetylneuraminate_TMS_18	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO	standard polar	2025-10-24	1318.74
Gas Chromatography	alpha-N-acetylneuraminate_TMS_19	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O)[C@@H](O)CO	standard polar	2025-10-24	1591.57
Gas Chromatography	alpha-N-acetylneuraminate_TMS_20	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@@H](O)CO	standard polar	2025-10-24	2190.67
Gas Chromatography	alpha-N-acetylneuraminate_TMS_21	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@@H](O)CO	standard polar	2025-10-24	2100.61
Gas Chromatography	alpha-N-acetylneuraminate_TMS_22	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O)[C@H](CO)O[Si](C)(C)C	standard polar	2025-10-24	1788.67
Gas Chromatography	alpha-N-acetylneuraminate_TMS_23	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@H](CO)O[Si](C)(C)C	standard polar	2025-10-24	2037.32
Gas Chromatography	alpha-N-acetylneuraminate_TMS_24	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@H](CO)O[Si](C)(C)C	standard polar	2025-10-24	2215.49
Gas Chromatography	alpha-N-acetylneuraminate_TMS_25	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O)O[C@H]1C(O)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	1364.67
Gas Chromatography	alpha-N-acetylneuraminate_TMS_26	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@H](CO)O[Si](C)(C)C	standard polar	2025-10-24	1889.89
Gas Chromatography	alpha-N-acetylneuraminate_TMS_27	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@H](CO)O[Si](C)(C)C	standard polar	2025-10-24	1506.07
Gas Chromatography	alpha-N-acetylneuraminate_TMS_28	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2565.46
Gas Chromatography	alpha-N-acetylneuraminate_TMS_29	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@H](CO)O[Si](C)(C)C	standard polar	2025-10-24	2706.4
Gas Chromatography	alpha-N-acetylneuraminate_TMS_30	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	3058.61
Gas Chromatography	alpha-N-acetylneuraminate_TMS_31	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2407.59
Gas Chromatography	alpha-N-acetylneuraminate_TMS_32	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O)[C@@H](O)CO[Si](C)(C)C	standard polar	2025-10-24	1470.33
Gas Chromatography	alpha-N-acetylneuraminate_TMS_33	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@@H](O)CO[Si](C)(C)C	standard polar	2025-10-24	2944.77
Gas Chromatography	alpha-N-acetylneuraminate_TMS_34	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO[Si](C)(C)C	standard polar	2025-10-24	1942.19
Gas Chromatography	alpha-N-acetylneuraminate_TMS_35	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@@H](O)CO[Si](C)(C)C	standard polar	2025-10-24	1229.97
Gas Chromatography	alpha-N-acetylneuraminate_TMS_36	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO[Si](C)(C)C	standard polar	2025-10-24	2450.86
Gas Chromatography	alpha-N-acetylneuraminate_TMS_37	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO[Si](C)(C)C	standard polar	2025-10-24	2613.15
Gas Chromatography	alpha-N-acetylneuraminate_TMS_38	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO	standard polar	2025-10-24	1515.83
Gas Chromatography	alpha-N-acetylneuraminate_TMS_39	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO	standard polar	2025-10-24	2720.33
Gas Chromatography	alpha-N-acetylneuraminate_TMS_40	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO	standard polar	2025-10-24	1598.66
Gas Chromatography	alpha-N-acetylneuraminate_TMS_41	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@@H](O)CO	standard polar	2025-10-24	1861.5
Gas Chromatography	alpha-N-acetylneuraminate_TMS_42	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@H](CO)O[Si](C)(C)C	standard polar	2025-10-24	1224.5
Gas Chromatography	alpha-N-acetylneuraminate_TMS_43	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@H](CO)O[Si](C)(C)C	standard polar	2025-10-24	2748.03
Gas Chromatography	alpha-N-acetylneuraminate_TMS_44	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2445.08
Gas Chromatography	alpha-N-acetylneuraminate_TMS_45	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@H](CO)O[Si](C)(C)C	standard polar	2025-10-24	1843.35
Gas Chromatography	alpha-N-acetylneuraminate_TMS_46	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2708.38
Gas Chromatography	alpha-N-acetylneuraminate_TMS_47	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2160.93
Gas Chromatography	alpha-N-acetylneuraminate_TMS_48	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@H](CO)O[Si](C)(C)C	standard polar	2025-10-24	2804.17
Gas Chromatography	alpha-N-acetylneuraminate_TMS_49	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2316.97
Gas Chromatography	alpha-N-acetylneuraminate_TMS_50	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	1887.53
Gas Chromatography	alpha-N-acetylneuraminate_TMS_51	CC([O-])=NC1[C@@H](O)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2412.82
Gas Chromatography	alpha-N-acetylneuraminate_TMS_52	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@@H](O)CO[Si](C)(C)C	standard polar	2025-10-24	1826.79
Gas Chromatography	alpha-N-acetylneuraminate_TMS_53	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO[Si](C)(C)C	standard polar	2025-10-24	1312.92
Gas Chromatography	alpha-N-acetylneuraminate_TMS_54	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO[Si](C)(C)C	standard polar	2025-10-24	2340.91
Gas Chromatography	alpha-N-acetylneuraminate_TMS_55	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO[Si](C)(C)C	standard polar	2025-10-24	2077.22
Gas Chromatography	alpha-N-acetylneuraminate_TMS_56	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO	standard polar	2025-10-24	1507.25
Gas Chromatography	alpha-N-acetylneuraminate_TMS_57	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@H](CO)O[Si](C)(C)C	standard polar	2025-10-24	1799.3
Gas Chromatography	alpha-N-acetylneuraminate_TMS_58	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2739.19
Gas Chromatography	alpha-N-acetylneuraminate_TMS_59	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O)O[C@H]1C(O[Si](C)(C)C)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	1218.67
Gas Chromatography	alpha-N-acetylneuraminate_TMS_60	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	1930.61
Gas Chromatography	alpha-N-acetylneuraminate_TMS_61	CC([O-])=NC1[C@@H](O)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2438.68
Gas Chromatography	alpha-N-acetylneuraminate_TMS_62	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@@H](O)CO[Si](C)(C)C	standard polar	2025-10-24	2311.61
Gas Chromatography	alpha-N-acetylneuraminate_TMS_63	CC([O-])=NC1[C@@H](O[Si](C)(C)C)C[C@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)O[C@H]1C(O[Si](C)(C)C)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2738.18

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal	Unknown

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25203632

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Keseler IM, Collado-Vides J, Santos-Zavaleta A, Peralta-Gil M, Gama-Castro S, Muniz-Rascado L, Bonavides-Martinez C, Paley S, Krummenacker M, Altman T, Kaipa P, Spaulding A, Pacheco J, Latendresse M, Fulcher C, Sarker M, Shearer AG, Mackie A, Paulsen I, Gunsalus RP, Karp PD: EcoCyc: a comprehensive database of Escherichia coli biology. Nucleic Acids Res. 2011 Jan;39(Database issue):D583-90. doi: 10.1093/nar/gkq1143. Epub 2010 Nov 21. [PubMed:21097882 ]

Showing metabocard for alpha-N-acetylneuraminate (MMDBc0030148)

MOL for #<Metabolite:0x00007fc928e056e8>

3D MOL for #<Metabolite:0x00007fc928e056e8>

3D SDF for #<Metabolite:0x00007fc928e056e8>

3D-SDF for #<Metabolite:0x00007fc928e056e8>

PDB for #<Metabolite:0x00007fc928e056e8>

3D PDB for #<Metabolite:0x00007fc928e056e8>

SMILES for #<Metabolite:0x00007fc928e056e8>

INCHI for #<Metabolite:0x00007fc928e056e8>

Structure for #<Metabolite:0x00007fc928e056e8>

3D Structure for #<Metabolite:0x00007fc928e056e8>