Name: Name:(2R,3R,4S,5R)-2-(hydroxymethyl)-6-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}oxane-3,4,5-triol
Brand: Angene
SKU: AG00DCWH
Rating: 90 (10 reviews)

Catalog Number:

AG00DCWH

Chemical Name:

(2R,3R,4S,5R)-2-(hydroxymethyl)-6-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}oxane-3,4,5-triol

CAS Number:

51555-87-4

Molecular Formula:

C12H22O10S

Molecular Weight:

358.3621

MDL Number:

MFCD00057491

IUPAC Name:

(2R,3R,4S,5R)-2-(hydroxymethyl)-6-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyloxane-3,4,5-triol

InChI:

InChI=1S/C12H22O10S/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5+,6+,7+,8+,9-,10-,11+,12?/m1/s1

InChI Key:

SYKYBMOFPMXDRQ-VVLLKYQZSA-N

SMILES:

OC[C@H]1O[C@@H](S[C@@H]2O[C@H](CO)[C@@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@H]1O)O)O

Complexity:

353

Compound Is Canonicalized:

Yes

Covalently-Bonded Unit Count:

Defined Atom Stereocenter Count:

Defined Bond Stereocenter Count:

Exact Mass:

358.093g/mol

Formal Charge:

Heavy Atom Count:

Hydrogen Bond Acceptor Count:

Hydrogen Bond Donor Count:

Isotope Atom Count:

Molecular Weight:

358.358g/mol

Monoisotopic Mass:

358.093g/mol

Rotatable Bond Count:

Topological Polar Surface Area:

206A^2

Undefined Atom Stereocenter Count:

Undefined Bond Stereocenter Count:

XLogP3:

-3.4

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Symmetric dithiodigalactoside: strategic combination of binding studies and detection of selectivity between a plant toxin and human lectins.	Organic & biomolecular chemistry 20110807
1H-1,2,3-triazol-1-yl thiodigalactoside derivatives as high affinity galectin-3 inhibitors.	Bioorganic & medicinal chemistry 20100715
Effect of recombinant galectin-1 on the growth of immortal rat chondrocyte on chitosan-coated PLGA scaffold.	Journal of biomedical materials research. Part A 20100615
Synthesis and evaluation of new thiodigalactoside-based chemical probes to label galectin-3.	Chembiochem : a European journal of chemical biology 20090706
Galectin-inhibitory thiodigalactoside ester derivatives have antimigratory effects in cultured lung and prostate cancer cells.	Journal of medicinal chemistry 20081225
The Cys154-->Gly mutation in LacY causes constitutive opening of the hydrophilic periplasmic pathway.	Journal of molecular biology 20080613
Galectin-8 induces apoptosis in the CD4(high)CD8(high) thymocyte subpopulation.	Glycobiology 20071201
Conformational change in an MFS protein: MD simulations of LacY.	Structure (London, England : 1993) 20070701
Galectin-8 binds specific beta1 integrins and induces polarized spreading highlighted by asymmetric lamellipodia in Jurkat T cells.	Experimental cell research 20060215
Coexpression, purification and characterization of the E and S subunits of coenzyme B(12) and B(6) dependent Clostridium sticklandii D-ornithine aminomutase in Escherichia coli.	European journal of biochemistry 20041101
X-ray crystal structure of a galactose-specific C-type lectin possessing a novel decameric quaternary structure.	Biochemistry 20040406
Structure and mechanism of the lactose permease of Escherichia coli.	Science (New York, N.Y.) 20030801
Aromatic stacking in the sugar binding site of the lactose permease.	Biochemistry 20030218
Manipulating conformational equilibria in the lactose permease of Escherichia coli.	Journal of molecular biology 20020125
Helix packing in the lactose permease of Escherichia coli: localization of helix VI.	Journal of molecular biology 20010907
A triple mutant, K319N/H322Q/E325Q, of the lactose permease cotransports H+ with thiodigalactoside.	The Journal of membrane biology 20010601
Developing a dynamic pharmacophore model for HIV-1 integrase.	Journal of medicinal chemistry 20000601