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GM4-Ganglioside

CAT: 0926-OG16189-01Size: 0.5 mgDry Ice: NoHazardous: No
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CAT#:0926-OG16189-01Size:0.5 mg
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CAS Number
66456-69-7
MDL Number
MFCD00673749
Smiles
CCCCCCCCCCCCCCCCCC (=O) NCCO[C@H]1[C@@H] ([C@H] ([C@H] ([C@H] (O1) CO) O) O[C@@H]2C[C@@H] ([C@H] ([C@@H] (O2) [C@H] ([C@@H] (CO) O) O) NC (=O) C) O) O
Molecular Formula
C57H106N2O17·xNa
Molecular Weight
1,091.45 g/mol
Controlled
No

Chemical Information

ganglioside, GM4

Ganglioside GM4 is a sialic acid-containing glycosphingolipid antigen and a component of the cell plasma membrane that modulates cell signal transduction, with a designation of GM4. It can be considered as an autoantigen and is commonly associated with autoimmune neuropathies such as Guillain-Barre syndrome and multiple sclerosis.

CAS Number66456-69-7
PubChem CID117072647
IUPAC NameN-[2-[(2R,3R,4S,5S,6R)-4-[(2R,4S,5R,6R)-5-acetamido-4-hydroxy-6-[(1S,2R)-1,2,3-trihydroxypropyl]oxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]octadecanamide
Molecular FormulaC36H68N2O13
Molecular Weight736.9
XLogP3.8
Topological Polar Surface Area237
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count13
Rotatable Bond Count27
Heavy Atom Count51
Formal Charge0
Complexity934
SMILES
CCCCCCCCCCCCCCCCCC(=O)NCCO[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O[C@@H]2C[C@@H]([C@H]([C@@H](O2)[C@H]([C@@H](CO)O)O)NC(=O)C)O)O
InChI
InChI=1S/C36H68N2O13/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-28(44)37-19-20-48-36-33(47)35(32(46)27(23-40)49-36)51-29-21-25(42)30(38-24(2)41)34(50-29)31(45)26(43)22-39/h25-27,29-36,39-40,42-43,45-47H,3-23H2,1-2H3,(H,37,44)(H,38,41)/t25-,26+,27+,29+,30+,31-,32-,33+,34+,35-,36+/m0/s1
InChIKey
HHWCOPBSANJMBY-IBIJVICQSA-N
Chemical Structure
2D Structure
2D structure of ganglioside, GM4
CAS: 66456-69-7
CID: 117072647
Formula: C36H68N2O13
MW: 736.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight736.9
XLogP33.8
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count13
Rotatable Bond Count27
Exact Mass736.47214023
Monoisotopic Mass736.47214023
Topological Polar Surface Area237 Ų
Heavy Atom Count51
Formal Charge0
Complexity934
Isotope Atom Count0
Defined Atom Stereocenter Count11
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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