Compound
N-acetylneuraminate
A ketoaldonate that is the conjugate base of N-acetylneuraminic acid, obtained by deprotonation of the carboxy group.
Definition from ChEBI (CHEBI:35418), read 2026-09-23. CC BY 4.0.
Structure
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- Class
- Organic compound, anion
- Formula
- C11H18NO9
- Mass
- 308.263 g/mol
- Charge
- -1
- InChIKey
- SQVRNKJHWKZAKO-LUWBGTNYSA-M
- SMILES
- [H][C@@]1([C@H](O)[C@H](O)CO)OC(O)(C(=O)[O-])C[C@H](O)[C@H]1NC(C)=O
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
1 entity
1 entities reached.
0 reported hops1 assembled from the scaffold
What the reference databases state
Statements
4 statements
4 statements · 1 reference database · Subject: N-acetylneuraminate · Sources: Rhea
- N-acetylneuraminate is converted to CMP-N-acetyl-beta-neuraminateCompoundRhea RHEA:80843Inferred only
- CMP-N-acetyl-beta-neuraminate is converted to N-acetylneuraminateCompoundRhea RHEA:80843Inferred only
- N-acetylneuraminate 9-phosphate is converted to N-acetylneuraminateCompoundRhea RHEA:80839Inferred only
- N-acetylneuraminate is transported by SLC17A5ProteinRhea RHEA:28987Inferred only
Reactions
39 reactions
N-acetylneuraminate+acetyl-CoACHEBI:29006+coenzyme A(4-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:18305CC BY 4.0Reference data
CHEBI:63153+phosphoenolpyruvate+waterN-acetylneuraminate+hydrogenphosphate
Reaction pageDirection not assertedBalanced
Rhea RHEA:19273CC BY 4.0Reference data
N-acetyl-9-O-acetylneuraminate+waterN-acetylneuraminate+acetate+hydron
Catalysed by SIAE
Reaction pageLeft to rightBalanced
Rhea RHEA:22600CC BY 4.0Reference data
CHEBI:29006+waterN-acetylneuraminate+acetate+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:25564CC BY 4.0Reference data
N-acetylneuraminate+hydronN-acetylneuraminate+hydron
Transported by SLC17A5
Reaction pageRight to leftBalanced
Rhea RHEA:28987CC BY 4.0Reference data
N-acetylneuraminateN-acetylneuraminate
Reaction pageDirection not assertedBalanced
Rhea RHEA:28991CC BY 4.0Reference data
a ganglioside GT1b+watera ganglioside GD1b+N-acetylneuraminate
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:47828CC BY 4.0Reference data
a ganglioside GD1a+watera ganglioside GM1+N-acetylneuraminate
Catalysed by NEU4 or NEU3 or NEU2
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:47832CC BY 4.0Reference data
a neolactoside IV(3)-alpha-NeuAc-nLc4Cer(d18:1(4E))+watera neolactoside nLc4Cer(d18:1(4E))+N-acetylneuraminate
Catalysed by NEU2
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:47852CC BY 4.0Reference data
a ganglioside GD1a (d18:1(4E))+watera ganglioside GM1 (d18:1(4E))+N-acetylneuraminate
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:47856CC BY 4.0Reference data
a ganglioside GT1b (d18:1(4E))+watera ganglioside GD1b (d18:1(4E))+N-acetylneuraminate
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:47860CC BY 4.0Reference data
a ganglioside GM1+watera ganglioside GA1+N-acetylneuraminate
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:47872CC BY 4.0Reference data
Where it reaches
1 system, 1 region, 1 tissue, 1 transporter route — routes, not measurements: transporters known to carry N-acetylneuraminate are expressed there, and no source reports it arriving.
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Other names
2 names
Resolves to: N-acetylneuraminate
- Also called
- sialate
- Systematic name
- 5-acetamido-3,5-dideoxy-D-galacto-non-2-ulopyranosonate