3-fucosyllactose (CHEBI:90065)

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CHEBI:90065 - 3-fucosyllactose

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ChEBI ID	CHEBI:90065
ChEBI Name	3-fucosyllactose
Stars
Definition	A trisaccharide that is lactose in which the hydroxy group at position 3 of the glucosyl moiety has undergone formal condensation with the anomeric hydroxy group of fucose (6-deoxy-L-galactose) to give the corresponding glycoside. Found in human milk.
Last Modified	24 November 2020
Downloads	Molfile

Formula	C18H32O15
Net Charge	0
Average Mass	488.439
Monoisotopic Mass	488.17412
SMILES	C[C@@H]1O[C@@H](O[C@H]2[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@@H](CO)OC(O)[C@@H]2O)[C@@H](O)[C@H](O)[C@@H]1O
WURCS	WURCS=2.0/3,3,2/[a2122h-1x_1-5][a2112h-1b_1-5][a1221m-1a_1-5]/1-2-3/a4-b1_b3-c1
InChI	InChI=1S/C18H32O15/c1-4-7(21)9(23)11(25)17(29-4)33-15-13(27)16(28)30-6(3-20)14(15)32-18-12(26)10(24)8(22)5(2-19)31-18/h4-28H,2-3H2,1H3/t4-,5+,6+,7+,8-,9+,10-,11-,12+,13+,14+,15+,16?,17-,18-/m0/s1
InChIKey	WJPIUUDKRHCAEL-YVEAQFMBSA-N

Roles Classification

Biological Role:

human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).

ChEBI Ontology

Outgoing Relation(s)
	3-fucosyllactose (CHEBI:90065) has functional parent lactose (CHEBI:17716)
	3-fucosyllactose (CHEBI:90065) has role human metabolite (CHEBI:77746)
	3-fucosyllactose (CHEBI:90065) is a trisaccharide (CHEBI:27150)
Incoming Relation(s)
	α-L-Fucp-(1→2)-β-D-Galp-(1→4)-[α-L-Fucp-(1→3)]-D-Glcp (CHEBI:149659) has functional parent 3-fucosyllactose (CHEBI:90065)

IUPAC Names
6-deoxy-α-L-galactopyranosyl-(1→3)-[β-D-galactopyranosyl-(1→4)]-D-glucopyranose
Fuc(a1-3)[Gal(b1-4)]Glc

Synonyms	Source
(2S,3S,4R,5S,6S)-2-{[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-{[(2R,3S,4R,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-4-yl]oxy}-6-methyloxane-3,4,5-triol	IUPAC
O-6-deoxy-α-L-galactopyranosyl-(1→3)-O-[β-D-galactopyranosyl-(1→4)]- D-glucose	HMDB
3-O-fucosyllactose	HMDB
3-FL	ChEBI
6-deoxy-α-L-galacto-hexopyranosyl-(1→3)-[β-D-galacto-hexopyranosyl-(1→4)]-D-gluco-hexopyranose	IUPAC

UniProt Name	Source
β-D-galactosyl-(1→4)-[α-L-fucosyl-(1→3)]-D-glucose	UniProt

Manual Xrefs	Databases
HMDB0002094	HMDB
G15704AX	GlyTouCan
G01228	KEGG GLYCAN
G15704AX	GlyGen

Citations