3'-Sulfogalactosylceramide
PubChem CID: 6451121
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| Compound Synonyms | 151122-71-3, 3'-Sulfogalactosylceramide, Sulfoglycosphingolipids, Tetracosanoyl-sulfatide, tetracosanoyl sulfatide, CHEBI:60361, [(2R,3S,4S,5R,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-[(E,2S,3R)-3-hydroxy-2-(tetracosanoylamino)octadec-4-enoxy]oxan-4-yl] hydrogen sulfate, Tetracosanamide, N-[(1S,2R,3E)-2-hydroxy-1-[[(3-O-sulfo-beta-D-galactopyranosyl)oxy]methyl]-3-heptadecen-1-yl]-, 1-(3-O-sulfo-beta-D-galactosyl)-N-tetracosanoylsphingosine, Tetracosanamide, N-((1S,2R,3E)-2-hydroxy-1-(((3-O-sulfo-beta-D-galactopyranosyl)oxy)methyl)-3-heptadecenyl)-, 3-O-Sulfogalactosylceramide (d18:1/24:0), 3' Sulfogalactosylceramide, Epitope ID:139424, 3'-Sulfo-galactosylceramide, SCHEMBL25433418, DTXSID901110847, AKOS040756332, 3688-74-2, PD077234, HY-145535, CS-0375793, C24 3'-sulfo Galactosylceramide (d18:1/24:0), Q27127214, (2R,3R,4S,5S,6R)-3,5-Dihydroxy-2-(((2S,3R,E)-3-hydroxy-2-tetracosanamidooctadec-4-en-1-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl hydrogen sulfate, [(2R,3R,4S,5S,6R)-3,5-dihydroxy-2-{[(2S,3R,4E)-3-hydroxy-2-tetracosanamidooctadec-4-en-1-yl]oxy}-6-(hydroxymethyl)oxan-4-yl]oxidanesulfonic acid, [(2R,3S,4S,5R,6R)-3,5-Dihydroxy-2-(hydroxymethyl)-6-[(E,2S,3R)-3-hydroxy-2-(tetracosanoylamino)octadec-4-enoxy]oxan-4-yl]hydrogen sulfate, [(2R,3S,4S,5R,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-[(E,2S,3R)-3-hydroxy-2-(tetracosanoylamino)octadec-4-enoxy]tetrahydropyran-4-yl] hydrogen sulfate, N-[(1S,2R,3E)-2-Hydroxy-1-[[(3-O-sulfo-I(2)-D-galactopyranosyl)oxy]methyl]-3-heptadecen-1-yl]tetracosanamide, N-{(2S,3R,4E)-3-hydroxy-1-[(3-O-sulfo-beta-D-galactopyranosyl)oxy]octadec-4-en-2-yl}tetracosanamide, Tetracosanamide, N-[(1S,2R,3E)-2-hydroxy-1-[[(3-O-sulfo-b-D-galactopyranosyl)oxy]methyl]-3-heptadecenyl]- |
|---|---|
| Topological Polar Surface Area | 200.0 |
| Hydrogen Bond Donor Count | 6.0 |
| Heavy Atom Count | 61.0 |
| Pathway Kegg Map Id | map00500 |
| Description | 3-O-Sulfogalactosylceramide is an acidic, sulfated glycosphingolipid, often known as sulfatide. This lipid occurs in membranes of various cell types, but is found in particularly high concentrations in myelin where it constitutes 3-4% of total membrane lipids. This lipid is synthesized primarily in the oligodendrocytes in the central nervous system. Accumulation of this lipid in the lysosomes is a characteristic of metachromatic leukodystrophy, a lysosomal storage disease caused by the deficiency of arylsulfatase A. Alterations in sulfatide metabolism, trafficking, and homeostasis are present in the earliest clinically recognizable stages of Alzheimer's disease. Cerebrosides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides. Cerebrosides have a single sugar group linked to ceramide. The most common are galactocerebrosides (containing galactose), the least common are glucocerebrosides (containing glucose). Galactocerebrosides are found predominantly in neuronal cell membranes. In contrast glucocerebrosides are not normally found in membranes. Instead, they are typically intermediates in the synthesis or degradation of more complex glycosphingolipids. Galactocerebrosides are synthesized from ceramide and UDP-galactose. Excess lysosomal accumulation of glucocerebrosides is found in Gaucher disease. Sulfatides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides. Sulfatides are the sulfuric acid esters of galactocerebrosides. They are synthesized from galactocerebrosides and activated sulfate, 3'-phosphoadenosine 5'-phosphosulfate (PAPS). [HMDB] |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 1140.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;pubchem |
| Defined Atom Stereocenter Count | 7.0 |
| Enzyme Uniprot Id | P54803, Q99999, Q9Y2B2, P17405, Q16739, Q9NPC4, Q9BRB3, P37287, Q14442, P57054, Q92535, Q13510, Q9Y5P4, P07602, P17900, P02686, P04062, P16109, P14151, P15812, P61916, P27544, P15813, Q8N6G6, Q9H3S5, Q7Z7B1, Q8TBF5, Q86VD9, Q9BYG0, Q9Y2C3, Q92521, Q07326, Q5H8A4, O95427, Q8TEQ8, Q96S52, Q969N2, Q9H490, Q9NUD9, Q3MUY2, P0C7U2, Q5QJU3, Q9NR71, Q9HCG7, Q8TDN7, Q92643 |
| Iupac Name | [(2R,3S,4S,5R,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-[(E,2S,3R)-3-hydroxy-2-(tetracosanoylamino)octadec-4-enoxy]oxan-4-yl] hydrogen sulfate |
| Prediction Hob | 0.0 |
| Class | Sphingolipids |
| Xlogp | 15.2 |
| Superclass | Lipids and lipid-like molecules |
| Subclass | Glycosphingolipids |
| Molecular Formula | C48H93NO11S |
| Prediction Swissadme | 0.0 |
| Inchi Key | MEAZTWJVOWHKJM-CIAPRIGGSA-N |
| Fcsp3 | 0.9375 |
| Logs | -2.963 |
| Rotatable Bond Count | 43.0 |
| State | Solid |
| Logd | -0.159 |
| Synonyms | [R-[R*,S*-(E)]]-N-[2-hydroxy-1-[[(3-O-sulfo-b-D-galactopyranosyl)oxy]methyl]-3-heptadecenyl]-Tetracosanamide, [R-[R*,S*-(E)]]-N-[2-hydroxy-1-[[(3-O-sulfo-beta-delta-galactopyranosyl)oxy]methyl]-3-heptadecenyl]-Tetracosanamide, 3-O-SulfO-beta-D-galactosylceramide, 3-O-SulfO-beta-delta-galactosylceramide, 3-O-Sulfogalactosylceramide, 3-O-Sulphogalactosylceramide, 3'-O-Sulphogalactosylceramide, 3'-Sulfogalactosylceramide, 3'-Sulphogalactosylceramide, Cerebroside 3-sulfate, Cerebroside 3-sulphate, Galactosylceramide-sulfate, Galactosylceramide-sulphate, Galactosylceramidesulfate, Galactosylceramidesulphate, N-[(1S,2R,3E)-2-hydroxy-1-[[(3-O-sulfo-b-D-galactopyranosyl)oxy]methyl]-3-heptadecen-1-yl]-Tetracosanamide, N-[(1S,2R,3E)-2-hydroxy-1-[[(3-O-sulfo-b-D-galactopyranosyl)oxy]methyl]-3-heptadecenyl]-Tetracosanamide, N-[(1S,2R,3E)-2-hydroxy-1-[[(3-O-sulfo-beta-delta-galactopyranosyl)oxy]methyl]-3-heptadecen-1-yl]-Tetracosanamide, N-[(1S,2R,3E)-2-hydroxy-1-[[(3-O-sulfo-beta-delta-galactopyranosyl)oxy]methyl]-3-heptadecenyl]-Tetracosanamide, Sulfatide, Sulfatide (d18:1/24:0), Tetracosanoyl sulfatide, Tetracosanoyl sulphatide |
| Substituent Name | Glycosphingolipid, Fatty acyl glycoside of mono- or disaccharide, Fatty acyl glycoside, Alkyl glycoside, O-glycosyl compound, Glycosyl compound, Sulfuric acid monoester, Fatty acyl, Sulfuric acid ester, Alkyl sulfate, Sulfate-ester, Oxane, Monosaccharide, Saccharide, Organic sulfuric acid or derivatives, Secondary alcohol, Oxacycle, Organoheterocyclic compound, Organic 1,3-dipolar compound, Propargyl-type 1,3-dipolar organic compound, Ether, Carboximidic acid derivative, Carboximidic acid, Acetal, Hydrocarbon derivative, Primary alcohol, Organooxygen compound, Organonitrogen compound, Alcohol, Aliphatic heteromonocyclic compound |
| Compound Name | 3'-Sulfogalactosylceramide |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 891.647 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 891.647 |
| Hydrogen Bond Acceptor Count | 11.0 |
| Molecular Weight | 892.3 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 7.0 |
| Total Bond Stereocenter Count | 1.0 |
| Esol | -12.330976999999997 |
| Inchi | InChI=1S/C48H93NO11S/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-44(52)49-41(42(51)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2)40-58-48-46(54)47(60-61(55,56)57)45(53)43(39-50)59-48/h35,37,41-43,45-48,50-51,53-54H,3-34,36,38-40H2,1-2H3,(H,49,52)(H,55,56,57)/b37-35+/t41-,42+,43+,45-,46+,47-,48+/m0/s1 |
| Smiles | CCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)OS(=O)(=O)O)O)[C@@H](/C=C/CCCCCCCCCCCCC)O |
| Nring | 5.0 |
| Defined Bond Stereocenter Count | 1.0 |
- 1. Outgoing r'ship
FOUND_INto/from Commelina Communis (Plant) Rel Props:Source_db:cmaup_ingredients