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6'-Sialyllactose

CAT: 0013-GTR19277657-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19277657-01Size:1 mg
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Description
6'-Sialyllactose (6'-SL) is one of the most predominant human milk oligosaccharides (HMOs) with significant prebiotic activity, promoting the growth of beneficial bacteria (e.g., Bifidobacterium and Lactobacillus) while inhibiting harmful pathogens. 6'-SL exhibits pleiotropic biological activities: it diminishes stress-induced anxiety via the gut-brain axis, ameliorates benign prostatic hyperplasia by suppressing VEGF-mediated angiogenesis (via Akt-ERK inhibition), and enhances exercise performance by increasing muscle mass and strength. It also reduces the internalization of Pseudomonas aeruginosa in human pneumocytes.
CAS Number
35890-39-2
Smiles
O (C[C@H]1O[C@@H] (O[C@@H] ([C@@H] ([C@H] (C=O) O) O) [C@@H] (CO) O) [C@H] (O) [C@@H] (O) [C@H]1O) [C@@]2 (C (O) =O) O[C@@] ([C@@H] ([C@@H] (CO) O) O) ([C@H] (NC (C) =O) [C@@H] (O) C2) [H]
Molecular Formula
C23H39NO19
Molecular Weight
633.55
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

6'-Sialyllactose
CAS Number35890-39-2
PubChem CID643987
IUPAC Name(2R,4S,5R,6R)-5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]-2-[[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-[(2R,3R,4R,5R)-1,2,4,5-tetrahydroxy-6-oxohexan-3-yl]oxyoxan-2-yl]methoxy]oxane-2-carboxylic acid
Molecular FormulaC23H39NO19
Molecular Weight633.6
XLogP-8
Topological Polar Surface Area343
Hydrogen Bond Donor Count13
Hydrogen Bond Acceptor Count19
Rotatable Bond Count15
Heavy Atom Count43
Formal Charge0
Complexity927
SMILES
CC(=O)N[C@@H]1[C@H](C[C@@](O[C@H]1[C@@H]([C@@H](CO)O)O)(C(=O)O)OC[C@@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)O[C@H]([C@@H](CO)O)[C@@H]([C@H](C=O)O)O)O)O)O)O
InChI
InChI=1S/C23H39NO19/c1-7(28)24-13-8(29)2-23(22(38)39,43-20(13)15(34)10(31)4-26)40-6-12-16(35)17(36)18(37)21(41-12)42-19(11(32)5-27)14(33)9(30)3-25/h3,8-21,26-27,29-37H,2,4-6H2,1H3,(H,24,28)(H,38,39)/t8-,9-,10+,11+,12+,13+,14+,15+,16-,17-,18+,19+,20+,21-,23+/m0/s1
InChIKey
VMWYCXKMRSTDSP-GIGDJUIZSA-N
Chemical Structure
2D Structure
2D structure of 6'-Sialyllactose
CAS: 35890-39-2
CID: 643987
Formula: C23H39NO19
MW: 633.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight633.6
XLogP3-8
Hydrogen Bond Donor Count13
Hydrogen Bond Acceptor Count19
Rotatable Bond Count15
Exact Mass633.21162801
Monoisotopic Mass633.21162801
Topological Polar Surface Area343 Ų
Heavy Atom Count43
Formal Charge0
Complexity927
Isotope Atom Count0
Defined Atom Stereocenter Count15
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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