Basic information
- CAS
244215-65-4- Standard SMILES
CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@H](O)C(OS(=O)(=O)O)C1O)NC(=O)CCCCCCCCCCCCCCCCC- InChIKey
GQQZXRPXBDJABR-XMDONHODSA-N- Molecular formula
- C42H81NO11S
- Average molar mass
- 808.2 g/mol
- Monoisotopic mass
- 807.55303357
Overview
3-O-Sulfogalactosylceramide (d18:1/18:0) is a glycosphingolipid.
Names & identifiers
- Preferred name
- SHexCer 18:1;O2/18:0
- IUPAC
- [(2R,3S,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-[(E,2S,3R)-3-hydroxy-2-(octadecanoylamino)octadec-4-enoxy]oxan-4-yl] hydrogen sulfate
- English name
- C18 3'-sulfo Galactosylceramide (d18:1/18:0)
- Molecular formula
- C42H81NO11S
- Molecular weight
- 808.16
Names & synonyms
RefChem:1098499SHexCer 18:1;O2/18:0C18 Sulfatide[(2R,3S,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-[(E,2S,3R)-3-hydroxy-2-(octadecanoylamino)octadec-4-enoxy]oxan-4-yl] hydrogen sulfate3-O-Sulfogalactosylceramide (d18:1/18:0)SCHEMBL18806949Sulfatide (d18:1/18:0)CHEBI:191473[(2R,3S,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-[(E,2S,3R)-3-hydroxy-2-(octadecanoylamino)octadec-4-enoxy]oxan-4-yl] hydrogen sulate[R-[R*,S*-(E)]]-N-[2-hydroxy-1-[[(3-O-sulfo-b-D-galactopyranosyl)oxy]methyl]-3-heptadecenyl]-Octadecanamide[R-[R*,S*-(E)]]-N-[2-hydroxy-1-[[(3-O-sulfo-beta-delta-galactopyranosyl)oxy]methyl]-3-heptadecenyl]-OctadecanamideN-[(1S,2R,3E)-2-hydroxy-1-[[(3-O-sulfo-b-D-galactopyranosyl)oxy]methyl]-3-heptadecen-1-yl]-Octadecanamide
Show more names
N-Octadecanoyl-sulfatide-sulfo Galactosylceramide (d18:1/18:0)C18 3'-sulfo Galactosylceramide (d18:1/18:0)N-[(1S,2R,3E)-2-hydroxy-1-[[(3-O-sulfo-β-D-galactopyranosyl)oxy]methyl]-3-heptadecen-1-yl]-octadecanamide
Properties
Computed structural properties
- XLogP
- 12
- Topological polar surface area
- 200 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 11
- Rotatable bonds
- 37
- Heavy atoms
- 55
- Formal charge
- 0
- Complexity
- 1,040
Experimental & physicochemical properties
Physical DescriptionSolid
Physicochemical properties
- storage temp.
- -20 °C · Store at -20°C
- solubility
- Chloroform:Methanol (5:1): soluble
- form
- A solid
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Applications
DescriptionC18 3'-sulfo Galactosylceramide is a member of the sulfatide class of glycolipids. It is a minor endogenous sphingolipid produced from C18 ceramide and UDP-galactose in the endoplasmic reticulum followed by sulfation in the Golgi apparatus.1 C18 3'-sulfo Galactosylceramide levels are increased in brain tissue isolated from mice with an arylsulfatase A deficiency (ASA-KO), particularly in lipid raft fractions.2,3 Plasma levels of C18 3’-sulfo galactosylceramide positively correlate with disability progression in patients with relapsing-remitting multiple sclerosis using the Expanded Disability Status Scale.4 It is also increased in plasma from patients with metachromatic leukodystrophy (MLD).5 Brain levels of short-chain sulfatides, including C18 3’-sulfo galactosylceramide, decrease with age in mice and humans.2,6 As this product is derived from a natural source, there may be variations in the sphingoid backbone.
UsesN-Octadecanoyl-sulfatide is an ester product.
Suppliers6 total
宜昌众意泰贸易有限公司0717-6449896 13886658719 · [email protected]
Alfa Chemistry1-516-6625404 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
上海宏叶生物科技有限公司400-9205774 400-920-5774 · [email protected]
ChemeGen 中国18818260767 · [email protected]
上海甄准生物科技有限公司18019219489 18901678489 · [email protected]
Related reactions
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Compound notes
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