Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	37150
Common Name:	N-Acetylneuraminic acid
Systematic Name:	(2S,4S,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
RefMet Name:	N-Acetylneuraminic acid
Synonyms:	[PubChem Synonyms]
Exact Mass:	309.1060 (neutral)    Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M-H+2K]+ [M+Na]+ [M+2Na]2+ [M-H+2Na]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M-H]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+HCOO]- M(neutral)
Formula:	C11H19NO9
InChIKey:	SQVRNKJHWKZAKO-PFQGKNLYSA-N
ClassyFire superclass:	Organic oxygen compounds [C0004603]
ClassyFire class:	Organooxygen compounds [C0000323]
ClassyFire subclass:	Carbohydrates and carbohydrate conjugates [C0000011]
ClassyFire direct parent:	N-acylneuraminic acids [C0003048]
Massbank MS spectra:	View MS spectra
NP-MRD NMR spectra:	View NMR spectra
SMILES:	CC(=O)N[C@@H]1[C@H](C[C@](C(=O)O)(O)O[C@H]1[C@@H]([C@@H](CO)O)O)O
Studies:	Available studies (via RefMet name)

Select appropriate tab below to view additional details:

All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	445063
CHEBI ID:	45744
HMDB ID:	HMDB0000230
KEGG ID:	C19910
Chemspider ID:	392810
METLIN ID:	3321
NP-MRD ID(NMR):	NP0000585
Plant Metabolite Hub(Pmhub):	MS000000881

Calculated physicochemical properties (?):

Heavy Atoms:	21
Rings:	1
Aromatic Rings:	0
Rotatable Bonds:	5
van der Waals Molecular volume:	271.33 Å3 molecule-1
Toplogical Polar Sufrace Area:	178.85 Å2 molecule-1
Hydrogen Bond Donors:	7
Hydrogen Bond Acceptors:	9
logP:	-1.87
Molar Refractivity:	68.35
Fraction sp3 Carbons:	0.82
sp3 Carbons:	9

Human Pathway links:

HMDB and KEGG pathways containing this metabolite

References

LIPID MAPS classification: "Update of the LIPID MAPS comprehensive classification system for lipids", Fahy E, Subramaniam S, Murphy RC, Nishijima M, Raetz CR, Shimizu T, Spener F, van Meer G, Wakelam MJ, and Dennis EA, J. Lipid Res. (2009) 50: S9-S14. DOI: 10.1194/jlr.R800095-JLR200
ClassyFire classification: "ClassyFire: automated chemical classification with a comprehensive, computable taxonomy", Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS, J. Cheminformatics (2016) 8:61. DOI: 10.1186/s13321-016-0174-y