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CHEBI:153518 - N-acetylneuraminlactose sulfate

ChEBI IDCHEBI:153518
ChEBI NameN-acetylneuraminlactose sulfate
Stars
ASCII NameN-acetylneuraminlactose sulfate
DefinitionA linear amino trisaccharide consisting of an α-sialyl residue linked (2→3) to an O-6-sulfated β-D-galactosyl residue that in turn is linked (1→4) to a D-glucopyranosyl residue at the reducing end. It is found in human and rat milk.
Last Modified1 August 2023
SubmitterGareth Owen
DownloadsMolfile
FormulaC23H39NO22S
Net Charge0
Average Mass713.617
Monoisotopic Mass713.16844
SMILES[H][C@@]1([C@H](O)[C@H](O)CO)O[C@@](O[C@H]2[C@@H](O)[C@@H](COS(=O)(=O)O)O[C@@H](O[C@H]3[C@H](O)[C@@H](O)C(O)O[C@@H]3CO)[C@@H]2O)(C(=O)O)C[C@H](O)[C@H]1NC(C)=O
WURCSWURCS=2.0/3,3,2/[a2122h-1x_1-5][a2112h-1b_1-5_6*OSO/3=O/3=O][Aad21122h-2a_2-6_5*NCC/3=O]/1-2-3/a4-b1_b3-c2
InChIInChI=1S/C23H39NO22S/c1-6(27)24-11-7(28)2-23(22(36)37,45-18(11)12(30)8(29)3-25)46-19-13(31)10(5-41-47(38,39)40)43-21(16(19)34)44-17-9(4-26)42-20(35)15(33)14(17)32/h7-21,25-26,28-35H,2-5H2,1H3,(H,24,27)(H,36,37)(H,38,39,40)/t7-,8+,9+,10+,11+,12+,13-,14+,15+,16+,17+,18+,19-,20?,21-,23-/m0/s1
InChIKeyDGUVEDGWGJXFCX-METZQCMUSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) milk (BTO:0000868) PubMed (26613816)
Rattus norvegicus (ncbitaxon:10116) milk (BTO:0000868) PubMed (3982882)
Roles Classification
Biological Roles:
rat metabolite  Any mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
N-acetylneuraminlactose sulfate (CHEBI:153518) has role human metabolite (CHEBI:77746)
N-acetylneuraminlactose sulfate (CHEBI:153518) has role rat metabolite (CHEBI:86264)
N-acetylneuraminlactose sulfate (CHEBI:153518) is a amino trisaccharide (CHEBI:59266)
N-acetylneuraminlactose sulfate (CHEBI:153518) is a oligosaccharide sulfate (CHEBI:37909)
IUPAC Name 
5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranonosyl-(2→3)-6-O-sulfo-β-D-galactopyranosyl-(1→4)-D-glucopyranose
Synonyms  Source
5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonic acid-(2→3)-6-O-sulfo-β-D-galacto-hexopyranosyl-(1→4)-D-gluco-hexopyranoseSUBMITTER
NeuAc(a2-3)Gal6S(b1-4)GlcSUBMITTER
6'-sulfo-3'-sialyllactoseChEBI
6'-sulfo-3'SLChEBI
Manual XrefsDatabases
G73540DVGlyTouCan
G73540DVGlyGen
G12348KEGG GLYCAN
Registry NumbersSources
CAS:22352-48-3PubChem Compound
Citations