CHEBI:151472 - N-acetyl-α-neuraminyl-(2→3)-β-D-galactosyl-(1→4)-D-glucose

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name N-acetyl-α-neuraminyl-(2→3)-β-D-galactosyl-(1→4)-D-glucose
ChEBI ID CHEBI:151472
ChEBI ASCII Name N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl-(1->4)-D-glucose
Definition An amino trisaccharide that comprises of a linear sequence of α-N-acetylneuraminyl, β-D-galactosyl and D-glucose residues linked (2→3) and (1→4). It is found in human milk.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Gareth Owen
Supplier Information
Download Molfile XML SDF
Formula C23H39NO19
Net Charge 0
Average Mass 633.553
Monoisotopic Mass 633.21163
InChI InChI=1S/C23H39NO19/c1-6(28)24-11-7(29)2-23(22(37)38,42-18(11)12(31)8(30)3-25)43-19-13(32)9(4-26)40-21(16(19)35)41-17-10(5-27)39-20(36)15(34)14(17)33/h7-21,25-27,29-36H,2-5H2,1H3,(H,24,28)(H,37,38)/t7-,8+,9+,10+,11+,12+,13-,14+,15+,16+,17+,18+,19-,20?,21-,23-/m0/s1
InChIKey CILYIEBUXJIHCO-METZQCMUSA-N
SMILES [H][C@]1(O[C@@](C[C@H](O)[C@H]1NC(C)=O)(O[C@H]1[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@@H]1O)C(O)=O)[C@H](O)[C@H](O)CO
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) Found in milk (BTO:0000868). See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing N-acetyl-α-neuraminyl-(2→3)-β-D-galactosyl-(1→4)-D-glucose (CHEBI:151472) has role human metabolite (CHEBI:77746)
N-acetyl-α-neuraminyl-(2→3)-β-D-galactosyl-(1→4)-D-glucose (CHEBI:151472) is a acetamides (CHEBI:22160)
N-acetyl-α-neuraminyl-(2→3)-β-D-galactosyl-(1→4)-D-glucose (CHEBI:151472) is a amino trisaccharide (CHEBI:59266)
N-acetyl-α-neuraminyl-(2→3)-β-D-galactosyl-(1→4)-D-glucose (CHEBI:151472) is a monocarboxylic acid (CHEBI:25384)
N-acetyl-α-neuraminyl-(2→3)-β-D-galactosyl-(1→4)-D-glucose (CHEBI:151472) is conjugate acid of α-N-acetylneuraminosyl-(2→3)-β-D-galactosyl-(1→4)-D-glucose(1−) (CHEBI:156068)
Incoming N-acetyl-α-neuraminyl-(2→3)-β-D-galactosyl-(1→4)-α-D-glucose (CHEBI:45660) is a N-acetyl-α-neuraminyl-(2→3)-β-D-galactosyl-(1→4)-D-glucose (CHEBI:151472)
N-acetyl-α-neuraminyl-(2→3)-β-D-galactosyl-(1→4)-β-D-glucose (CHEBI:59226) is a N-acetyl-α-neuraminyl-(2→3)-β-D-galactosyl-(1→4)-D-glucose (CHEBI:151472)
α-N-acetylneuraminosyl-(2→3)-β-D-galactosyl-(1→4)-D-glucose(1−) (CHEBI:156068) is conjugate base of N-acetyl-α-neuraminyl-(2→3)-β-D-galactosyl-(1→4)-D-glucose (CHEBI:151472)
IUPAC Name
5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranonosyl-(2→3)-β-D-galactopyranosyl-(1→4)-D-glucopyranose
Synonyms Sources
3'-sialyllactose KEGG GLYCAN
3'-SL KEGG GLYCAN
5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonic acid-(2→3)-β-D-galacto-hexopyranosyl-(1→4)-D-gluco-hexopyranose SUBMITTER
α-N-acetylneuraminosyl-(2→3)-β-D-galactosyl-(1→4)-D-glucose ChEBI
α-Neu5Ac-(2→3)-β-D-Galp-(1→4)-D-Glc ChEBI
α-Neu5Ac-(2→3)-β-Gal-(1→4)-Glc ChEBI
NeuAc(a2-3)Gal(b1-4)Glc SUBMITTER
WURCS=2.0/3,3,2/[a2122h-1x_1-5][a2112h-1b_1-5][Aad21122h-2a_2-6_5*NCC/3=O]/1-2-3/a4-b1_b3-c2 SUBMITTER
Manual Xrefs Databases
FDB021795 FooDB
G00436 KEGG GLYCAN
G56516VH GlyGen
G56516VH GlyTouCan
HMDB0000825 HMDB
View more database links
Registry Numbers Types Sources
35890-38-1 CAS Registry Number ChEBI
75357 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11117332 PubMed citation Europe PMC
15158661 PubMed citation Europe PMC
26613816 PubMed citation Europe PMC
35304182 PubMed citation Europe PMC
35802806 PubMed citation Europe PMC
36372185 PubMed citation Europe PMC
3652076 PubMed citation Europe PMC
36838693 PubMed citation Europe PMC
36986193 PubMed citation Europe PMC
37341636 PubMed citation Europe PMC
Last Modified
01 August 2023