MiMeDB: Showing metabocard for N-Acetyl-alpha-neuraminate (MMDBc0031156)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 00:37:38 UTC

Update Date

2024-10-15 19:49:40 UTC

Metabolite ID

MMDBc0031156

Metabolite Identification

Common Name

N-Acetyl-alpha-neuraminate

Description

N-Acetyl-alpha-neuraminate is a sialic acid. Sialic acids are an important family of related 9-carbon sugars acids, present on the surface of many different cells and functioning in a wide range of different biological processes. They can be utilized by pathogens to evade the host immune response. N-acetylneuraminic acid is the most common sialic acid. A number of bacteria that can colonize humans (such as E. coli) make use of N-acetylneuraminic acid as a nutrient source. Production of the enzymes involved in N-acetylneuraminate degradation is induced by growth on sialic acid as the sole source of carbon, which is due to transcriptional regulation by the repressor NanR.‚Üµ

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
alpha-Neu5ac	ChEBI
O-SIALIC ACID	ChEBI
WURCS=2.0/1,1,0/[aad21122h-2a_2-6_5*ncc/3=o]/1/	ChEBI
a-Neu5ac	Generator
Α-neu5ac	Generator
O-SIALate	Generator
N-Acetyl-a-neuraminate	Generator
5-(Acetylamino)-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosonate	HMDB
5-(Acetylamino)-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosonic acid	HMDB
5-(Acetylamino)-3,5-dideoxy-delta-glycero-alpha-delta-galacto-2-nonulopyranosonate	HMDB
5-(Acetylamino)-3,5-dideoxy-delta-glycero-alpha-delta-galacto-2-nonulopyranosonic acid	HMDB
5-Acetamido-3,5-dideoxy-a-D-glycero-D-galacto-nonulopyranosonate	HMDB
5-Acetamido-3,5-dideoxy-a-D-glycero-D-galacto-nonulopyranosonic acid	HMDB
5-Acetamido-3,5-dideoxy-alpha-delta-glycero-delta-galacto-nonulopyranosonate	HMDB
5-Acetamido-3,5-dideoxy-alpha-delta-glycero-delta-galacto-nonulopyranosonic acid	HMDB
N-Acetyl-a-D-neuraminate	HMDB
N-Acetyl-a-D-neuraminic acid	HMDB
N-Acetyl-alpha-delta-neuraminate	HMDB
N-Acetyl-alpha-delta-neuraminic acid	HMDB
N-Acetyl-alpha-neuraminate	HMDB
PolySia	HMDB
Polysialic acid	HMDB
N-Acetyl-alpha-neuraminic acid	HMDB
N-Acetyl-α-neuraminate	HMDB
N-Acetyl-α-neuraminic acid	HMDB
Acid, N-acetylneuraminic	HMDB
Acid, sialic	HMDB
N Acetylneuraminic acid	HMDB
N-Acetylneuraminic acid	HMDB
Sialic acid	HMDB
N-Acetyl-a-neuraminic acid	Generator

Molecular Formula

C₁₁H₁₉NO₉

Average Mass

309.2699

Monoisotopic Mass

309.105981211

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

21646-00-4

SMILES

Not Available

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

InChI Key

SQVRNKJHWKZAKO-YRMXFSIDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acylneuraminic acids. These are neuraminic acids carrying an N-acyl substituent.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

N-acylneuraminic acids

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

N-acetylneuraminic acid (CHEBI:49026 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Not Available

Spectra

Not Available

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

Metabolic Reactions

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	Proteobacteria	40	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; Sheep ; Chicken	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	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

HMDB0000773

DrugBank ID

DB03721

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022234

KNApSAcK ID

Not Available

Chemspider ID

392681

KEGG Compound ID

C19909

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5739

PubChem Compound

444885

PDB ID

Not Available

ChEBI ID

49026

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Thompson JA, Miles BS, Fennessey PV: Urinary organic acids quantitated by age groups in a healthy pediatric population. Clin Chem. 1977 Sep;23(9):1734-8. [PubMed:890917 ]

Showing metabocard for N-Acetyl-alpha-neuraminate (MMDBc0031156)

MOL for #<Metabolite:0x0000562ee3d1ef08>

3D MOL for #<Metabolite:0x0000562ee3d1ef08>

3D SDF for #<Metabolite:0x0000562ee3d1ef08>

3D-SDF for #<Metabolite:0x0000562ee3d1ef08>

PDB for #<Metabolite:0x0000562ee3d1ef08>

3D PDB for #<Metabolite:0x0000562ee3d1ef08>

SMILES for #<Metabolite:0x0000562ee3d1ef08>

INCHI for #<Metabolite:0x0000562ee3d1ef08>

Structure for #<Metabolite:0x0000562ee3d1ef08>

3D Structure for #<Metabolite:0x0000562ee3d1ef08>