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Lacto-N-tetraose

CAT: 0013-GTR19277467-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19277467-01Size:1 mg
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Description
Lacto-N-tetraose is a core component of human milk oligosaccharides (HMOs) and is a tetrasaccharide composed of galactose, N-acetylglucosamine, and glucose. Lacto-N-tetraose exhibits a variety of biological activities, including prebiotic effects, immunomodulatory effects, anti-inflammatory effects, regulation of intestinal cell responses, as well as antibacterial and antiviral activities. Lacto-N-tetraose is widely used in infant formula, functional foods, and biomedical research.
CAS Number
14116-68-8
Purity
99.96% (May vary between batches)
Smiles
O ([C@H]1[C@H] (NC (C) =O) [C@@H] (O[C@@H]2O[C@H] (CO) [C@H] (O) [C@H] (O) [C@H]2O) [C@H] (O) [C@@H] (CO) O1) [C@@H]3[C@@H] (O) [C@H] (O[C@@H] ([C@@H] ([C@H] (C=O) O) O) [C@@H] (CO) O) O[C@H] (CO) [C@@H]3O
Molecular Formula
C26H45NO21
Molecular Weight
707.63
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

lacto-N-tetraose

Beta-D-Gal-(1->3)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-D-Glc is a tetrasaccharide comprising residues of galactose, N-acetylglucosamine, galactose and glucose in a linear sequence, all joined by beta-linkages. It is a glucosamine oligosaccharide and an amino tetrasaccharide.

CAS Number14116-68-8
PubChem CID440993
IUPAC NameN-[(2S,3R,4R,5S,6R)-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]oxyoxan-4-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]acetamide
Molecular FormulaC26H45NO21
Molecular Weight707.6
XLogP-7.9
Topological Polar Surface Area357
Hydrogen Bond Donor Count14
Hydrogen Bond Acceptor Count21
Rotatable Bond Count11
Heavy Atom Count48
Formal Charge0
Complexity1030
SMILES
CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1O[C@H]2[C@H]([C@H](O[C@H]([C@@H]2O)O[C@@H]3[C@H](OC([C@@H]([C@H]3O)O)O)CO)CO)O)CO)O)O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O
InChI
InChI=1S/C26H45NO21/c1-6(32)27-11-21(47-25-18(39)15(36)12(33)7(2-28)44-25)13(34)8(3-29)43-24(11)48-22-14(35)9(4-30)45-26(19(22)40)46-20-10(5-31)42-23(41)17(38)16(20)37/h7-26,28-31,33-41H,2-5H2,1H3,(H,27,32)/t7-,8-,9-,10-,11-,12+,13-,14+,15+,16-,17-,18-,19-,20-,21-,22+,23?,24+,25+,26+/m1/s1
InChIKey
AXQLFFDZXPOFPO-FSGZUBPKSA-N
Chemical Structure
2D Structure
2D structure of lacto-N-tetraose
CAS: 14116-68-8
CID: 440993
Formula: C26H45NO21
MW: 707.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight707.6
XLogP3-7.9
Hydrogen Bond Donor Count14
Hydrogen Bond Acceptor Count21
Rotatable Bond Count11
Exact Mass707.24840744
Monoisotopic Mass707.24840744
Topological Polar Surface Area357 Ų
Heavy Atom Count48
Formal Charge0
Complexity1030
Isotope Atom Count0
Defined Atom Stereocenter Count19
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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