N-Acetylneuraminate (BioCAD00000014581)
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Metabolite Card
Formula: C11H19NO9 (309.106)
SMILES: [H][C@]1(OC(O)(C[C@H](O)[C@H]1NC(C)=O)C(O)=O)[C@H](O)[C@H](O)CO
Synonyms [en]
Neu5Ac; N-Acetylneuraminic acid; N-acetylneuraminate; Acidium aceneuramicum; O-sialic acid; 5-Acetamido-3,5-dideoxy-D-glycero-D-galacto-2-nonulosonic acid
Reviewed
Last reviewed on 2024-06-28.
Cite this Page
N-Acetylneuraminate. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/(-)-arctiin
(retrieved
2026-01-03) (CAD Registry RN: BioCAD00000014581). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
An N-acylneuraminic acid where the N-acyl group is specified as acetyl." []
Entity Information
DBLinks
- CAS Registry Number: 131-48-6
- PubChem CID: 439197
- ChEBI: 17012
- HMDB: HMDB00230
- LipidMaps:
- KEGG: C00270
- BioCyc:
- NCBI MeSH: N-Acetylneuraminic Acid
- Wikipedia: N-acetylneuraminic_acid
Other DBLinks
- CAS Registry Number: 131-48-6
- CAS Registry Number: 19342-33-7
- CAS Registry Number: 489-46-3
- PubChem: 3568
- PubChem: 439197
- ChEBI: ChEBI:17012
- HMDB: HMDB00230
- KEGG: C00270
- NCBI MeSH: N-Acetylneuraminic Acid
- Wikipedia: N-Acetylneuraminic_acid
- MoNA: BAF_UVA_POS000872
- MoNA: BAF_UVA_POS000873
- MoNA: BAF_UVA_POS000874
- MoNA: BAF_UVA_POS000875
- MoNA: CCMSLIB00000577886
- MoNA: CCMSLIB00000578098
- MoNA: CCMSLIB00005464378
- MoNA: CCMSLIB00005464460
- MoNA: CCMSLIB00005464461
- MoNA: CCMSLIB00005464462
- MoNA: CCMSLIB00005464463
- MoNA: CCMSLIB00005720600
- MoNA: CCMSLIB00005720618
- MoNA: EMBL-MCF_spec10404
- MoNA: EMBL-MCF_spec92176
- MoNA: EMBL_MCF_2_0_HRMS_Library000350
- MoNA: FiehnHILIC000560
- MoNA: FiehnHILIC001358
- MoNA: FiehnHILIC002136
- MoNA: FiehnHILIC002850
- MoNA: HMDB0000230_c_ms_1973
- MoNA: HMDB0000230_c_ms_2042
- MoNA: HMDB0000230_c_ms_2056
- MoNA: HMDB0000230_ms_ms_385
- MoNA: HMDB0000230_ms_ms_386
- MoNA: HMDB0000230_ms_ms_387
- MoNA: KO000034
- MoNA: KO000035
- MoNA: KO000036
- MoNA: KO000037
- MoNA: KO000038
- MoNA: KO002068
- MoNA: KO002069
- MoNA: KO002070
- MoNA: KO002071
- MoNA: KO002072
- MoNA: KO008824
- MoNA: KO008825
- MoNA: KO008826
- MoNA: MoNA002288
- MoNA: MoNA002290
- MoNA: MoNA002292
- MoNA: MoNA010429
- MoNA: MoNA010430
- MoNA: MoNA010431
- MoNA: MoNA010432
- MoNA: MoNA010433
- MoNA: MoNA010434
- MoNA: MoNA016767
- MoNA: MoNA016909
- MoNA: MoNA024266
- MoNA: MoNA024301
- MoNA: MoNA031933
- MoNA: MoNA031938
- MoNA: MoNA031939
- MoNA: MoNA033840
- MoNA: MoNA033841
- MoNA: MoNA033843
- MoNA: MoNA037098
- MoNA: MoNA037802
- MoNA: MoNA_0006204
- MoNA: MoNA_0006205
- MoNA: MoNA_0006214
- MoNA: MoNA_0006285
- MoNA: MoNA_0006286
- MoNA: MoNA_0006287
- MoNA: MoNA_0006288
- MoNA: MoNA_0006289
- MoNA: MoNA_0006290
- MoNA: MoNA_0007368
- MoNA: MoNA_0007369
- MoNA: MoNA_0007370
- MoNA: MoNA_0007371
- MoNA: MoNA_0007372
- MoNA: MoNA_0007388
- MoNA: MoNA_0007898
- MoNA: MoNA_0007899
- MoNA: MoNA_0007900
- MoNA: MoNA_0008074
- MoNA: MoNA_0008075
- MoNA: MoNA_0008076
- MoNA: MoNA_0008077
- MoNA: MoNA_0008078
- MoNA: MoNA_0008140
- MoNA: MoNA_0008141
- MoNA: MoNA_0008142
- MoNA: MoNA_0008143
- MoNA: MoNA_0008144
- MoNA: MoNA_0009704
- MoNA: MoNA_0009705
- MoNA: MoNA_0009706
- MoNA: MoNA_0009707
- MoNA: MoNA_0009708
- MoNA: OUF00373
- MoNA: OUF00374
- MoNA: PR100695
- MoNA: PS047401
- MoNA: PS047402
- MoNA: PS047407
- MoNA: PS047408
- MoNA: PS047409
- MoNA: PS047410
- MoNA: PS047411
- MoNA: PT204740
- Metlin: METLIN_24101
- Coconut NaturalProduct: CNP0140848.2
Class / Ontology
- ChEBI: [CHEBI:17012] N-acetylneuraminic acid
- Coconut NaturalProduct: [Aminosugars] Aminosugars
Metabolic Network
| ID | EC Number | Name |
|---|---|---|
| KEGG:R01117 | 2.7.7.43 | CTP:N-acetylneuraminate cytidylyltransferase |
| KEGG:R01803 | 1.14.18.2 | N-acetylneuraminate,ferrocytochrome-b5:oxygen oxidoreductase (N-acetyl-hydroxylating) |
| KEGG:R01804 | 2.5.1.56 | phosphoenolpyruvate:N-acetyl-D-mannosamine C-(1-carboxyvinyl)transferase (phosphate-hydrolysing, 2-carboxy-2-oxoethyl-forming) |
| KEGG:R01805 | 3.1.3.29 | N-acetylneuraminate 9-phosphate phosphohydrolase |
| KEGG:R01806 | 2.3.1.44 | acetyl-CoA:N-acetylneuraminate 4-O-acetyltransferase |
| KEGG:R01807 | 2.3.1.45 | acetyl-CoA:N-acetylneuraminate 7-O-acetyltransferase |
| KEGG:R01808 | 2.3.1.45 | acetyl-CoA:N-acetylneuraminate 9-O-acetyltransferase |
| KEGG:R01810 | 3.1.1.53 | N-acyl-O-acetylneuraminate O-acetylesterase |
| KEGG:R01811 | 4.1.3.3 | N-acetylneuraminate pyruvate-lyase (N-acetyl-D-mannosamine-forming) |
| KEGG:R03491 | 3.2.1.18 | C01290 + C00270<=>C04730 + C00001 |
| KEGG:R04018 | 3.2.1.18 | acylneuraminyl hydrolase |
| KEGG:R04634 | 3.2.1.18 | C04884 + C00001<=>C06135 + C00270 |
| KEGG:R04650 | 3.2.1.18 | C04911 + C00270<=>C04927 + C00001 |
| KEGG:R05115 | 3.2.1.18 | acylneuraminyl hydrolase |
| KEGG:R05117 | 3.2.1.18 | C06140 + C00001<=>C06141 + C00270 |
| KEGG:R05996 | 3.2.1.18 | G00116 + C00270<=>G00117 + C00001 |
| KEGG:R05998 | 3.2.1.18 | G00116 + C00001<=>G00115 + C00270 |
| KEGG:R05999 | 3.2.1.18 | G00092 + C00270<=>G00108 + C00001 |
| KEGG:R06012 | 3.2.1.18 | G00109 + C00001<=>G00123 + C00270 |
| KEGG:R06147 | 3.2.1.18 | G11121 + C00270<=>G00317 + C00001 |
Mass Spectrum
Organism Source
Taxonomy Source
Pathway Synthetic
| pathway id | name |
|---|---|
| BioCyc:TRYPANO_GLCMANNANAUT-PWY | superpathway of N-acetylglucosamine, N-acetylmannosamine and N-acetylneuraminate degradation |
| BioCyc:TRYPANO_PWY0-1324 | N-acetylneuraminate and N-acetylmannosamine degradation |
| BioCyc:CAULONA1000_PWY-6139 | N-acetylneuraminate biosynthesis II (bacteria) |
| Reactome:R-BTA-597592 | Post-translational protein modification |
| Reactome:R-BTA-975576 | N-glycan antennae elongation in the medial/trans-Golgi |
| Reactome:R-CFA-597592 | Post-translational protein modification |
| Reactome:R-CFA-975576 | N-glycan antennae elongation in the medial/trans-Golgi |
| Reactome:R-DRE-392499 | Metabolism of proteins |
| Reactome:R-DRE-975577 | N-Glycan antennae elongation |
| Reactome:R-DME-597592 | Post-translational protein modification |
| Reactome:R-DME-975577 | N-Glycan antennae elongation |
| Reactome:R-GGA-597592 | Post-translational protein modification |
| Reactome:R-HSA-392499 | Metabolism of proteins |
| Reactome:R-HSA-597592 | Post-translational protein modification |
| Reactome:R-HSA-975576 | N-glycan antennae elongation in the medial/trans-Golgi |
| Reactome:R-MMU-975577 | N-Glycan antennae elongation |
| Reactome:R-RNO-597592 | Post-translational protein modification |
| Reactome:R-RNO-975576 | N-glycan antennae elongation in the medial/trans-Golgi |
| Reactome:R-XTR-446203 | Asparagine N-linked glycosylation |
| Reactome:R-XTR-948021 | Transport to the Golgi and subsequent modification |