CHEBI:173082 - aceneuramic acid

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ChEBI Name aceneuramic acid
ChEBI ID CHEBI:173082
Definition An N-acetylneuraminic acid that is keto-neuraminic acid in which one of the hydrogens of the amino group is replaced by an acetyl group.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
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Formula C11H19NO9
Net Charge 0
Average Mass 309.271
Monoisotopic Mass 309.10598
InChI InChI=1S/C11H19NO9/c1-4(14)12-8(5(15)2-6(16)11(20)21)10(19)9(18)7(17)3-13/h5,7-10,13,15,17-19H,2-3H2,1H3,(H,12,14)(H,20,21)/t5-,7+,8+,9+,10+/m0/s1
InChIKey KBGAYAKRZNYFFG-BOHATCBPSA-N
SMILES CC(=O)N[C@H]([C@@H](O)CC(=O)C(O)=O)[C@@H](O)[C@H](O)[C@H](O)CO
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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ChEBI Ontology
Outgoing aceneuramic acid (CHEBI:173082) has functional parent keto-neuraminic acid (CHEBI:27851)
aceneuramic acid (CHEBI:173082) is a 2-oxo monocarboxylic acid (CHEBI:35910)
aceneuramic acid (CHEBI:173082) is a N-acetylneuraminic acids (CHEBI:21622)
aceneuramic acid (CHEBI:173082) is a acetamides (CHEBI:22160)
aceneuramic acid (CHEBI:173082) is conjugate acid of aceneuramate (CHEBI:173083)
Incoming aceneuramate (CHEBI:173083) is conjugate base of aceneuramic acid (CHEBI:173082)
IUPAC Name
5-acetamido-3,5-dideoxy-D-glycero-D-galacto-non-2-ulosonic acid
INNs Sources
aceneuramic acid WHO MedNet
acide acéneuramique WHO MedNet
ácido aceneurámico WHO MedNet
acidum aceneuramicum WHO MedNet
Synonyms Sources
(4S,5R,6R,7S,8R)-5-acetamido-4,6,7,8,9-pentahydroxy-2-oxononanoic acid IUPAC
5-(acetylamino)-3,5-dideoxy-D-glycero-D-galacto-non-2-ulosonic acid SUBMITTER
N-acetyl-keto-neuraminic acid ChEBI
N-acetylneuraminic acid ChemIDplus
Neu5Ac ChEBI
NPC-09 ChemIDplus
UX-001 DrugBank
UX001 DrugBank
Manual Xrefs Databases
D11016 KEGG DRUG
DB11797 DrugBank
FDB001209 FooDB
SI3 PDBeChem
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Registry Number Type Source
131-48-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
24152047 PubMed citation Europe PMC
24521460 PubMed citation Europe PMC
31636419 PubMed citation Europe PMC
32058180 PubMed citation Europe PMC
33895133 PubMed citation SUBMITTER
Last Modified
26 May 2021
General Comment
2021-05-26 This is the entry for the open form of N-acetylneuraminic acid. There is a separate ChEBI entry for the cyclic form.