3-Fucosyllactose

Category	Enterovirus (EV)
CAS	41312-47-4
Description	3-fucosyllactose is 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. It is one of the major fucosylated oligosaccharides found in human breast milkIt, and has a role as a human metabolite. It is functionally related to a lactose.

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Synonyms	3FL; Galb-4(Fuca-3)Glc; O-6-Deoxy-α-L-galactopyranosyl-(1→3)-O-[β-D-galactopyranosyl-(1→4)]-D-glucose; 3-O-α-L-Fucopyranosyllactose; 3-O-Fucosyllactose; 6-deoxy-alpha-L-galactopyranosyl-(1->3)-[beta-D-galactopyranosyl-(1->4)]-D-glucopyranose
IUPAC Name	(2R,3R,4R,5R)-2,5,6-trihydroxy-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyhexanal
Molecular Weight	488.44
Molecular Formula	C18H32O15
Canonical SMILES	C[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)O[C@H]([C@H](C=O)O)[C@@H]([C@@H](CO)O)O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O)O)O)O
InChI	InChI=1S/C18H32O15/c1-5-9(24)11(26)13(28)17(30-5)32-15(6(22)2-19)16(7(23)3-20)33-18-14(29)12(27)10(25)8(4-21)31-18/h2,5-18,20-29H,3-4H2,1H3/t5-,6-,7+,8+,9+,10-,11+,12-,13-,14+,15+,16+,17-,18-/m0/s1
InChIKey	OVYANALZSAYBOJ-XOGIJULASA-N
Boiling Point	829.0±65.0°C at 760 mmHg
Melting Point	>165°C (dec.)
Flash Point	439.6°C
Purity	≥95%
Density	1.7±0.1 g/cm3
Solubility	Soluble in DMSO (Slightly), Water (Slightly)
Appearance	White to Off-white Solid
Storage	Store at -20°C under inert atmosphere
Complexity	626
Exact Mass	488.17400
Index Of Refraction	1.652
In Vitro	3-Fucosyllactose (3-Fucosyl-D-lactose) (10 mg/mL) can inhibit the adhesion of enteric and respiratory pathogens to the human epithelial cell lines Caco-2 and A549.
PSA	248.45000
Target	Bacterial; Enterovirus
Vapor Pressure	7.55E-30mmHg at 25°C
XLogP3-AA	-5.8