CHEBI:153518 - N-acetylneuraminlactose sulfate

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name N-acetylneuraminlactose sulfate
ChEBI ID CHEBI:153518
ChEBI ASCII Name N-acetylneuraminlactose sulfate
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Gareth Owen
Supplier Information
Download Molfile XML SDF
Formula C23H39NO22S
Net Charge 0
Average Mass 713.610
Monoisotopic Mass 713.16844
InChI InChI=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
InChIKey DGUVEDGWGJXFCX-METZQCMUSA-N
SMILES [H]C1(OC(CC(O)C1NC(C)=O)(OC1C(O)C(COS(O)(=O)=O)OC(OC2C(O)C(O)C(O)OC2CO)C1O)C(O)=O)C(O)C(O)CO
Metabolite of Species Details
Rattus norvegicus (NCBI:txid10116) Found in milk (BTO:0000868). See: PubMed
Homo sapiens (NCBI:txid9606) Found in milk (BTO:0000868). See: PubMed
Roles Classification
Biological Role(s): 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).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
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-hexopyranose SUBMITTER
6'-sulfo-3'-sialyllactose ChEBI
6'-sulfo-3'SL ChEBI
NeuAc(a2-3)Gal6S(b1-4)Glc SUBMITTER
WURCS=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 SUBMITTER
Manual Xrefs Databases
G12348 KEGG GLYCAN
G73540DV GlyGen
G73540DV GlyTouCan
View more database links
Registry Number Type Source
22352-48-3 CAS Registry Number PubChem
Citations Waiting for Citations Types Sources
26613816 PubMed citation Europe PMC
3982882 PubMed citation Europe PMC
Last Modified
01 August 2023