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@H](OS(=O)(=O)O)[C@H]1O)NC(=O)CCCCCCCCCCCCCCCCC- InChIKey
GQQZXRPXBDJABR-BDZNYNMQSA-N- Molecular formula
- C42H81NO11S
- Average molar mass
- 808.2 g/mol
- Monoisotopic mass
- 807.55303357
Overview
1-(3-O-sulfo-beta-D-galactosyl)-N-stearoylsphingosine is a N-acyl-beta-D-galactosylsphingosine having a sulfo group at the 3-position on the galactose ring and stearoyl as the N-acyl group. It has a role as an epitope. It is a galactosylceramide sulfate and a N-acyl-beta-D-galactosylsphingosine. It is a conjugate acid of a 1-(3-O-sulfo-beta-D-galactosyl)-N-stearoylsphingosine(1-).
Names & identifiers
- Preferred name
- Sulfate-3-D-galactosyl-beta-1-1-N-stearoyl-D-sphingosine
- IUPAC
- [(2R,3S,4S,5R,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
244215-65-4SULFATE-3-D-GALACTOSYL-BETA-1-1-N-STEAROYL-D-SPHINGOSINECHEBI:45644C18 3'-sulfo Galactosylceramide (d18:1/18:0)1-(3-O-sulfo-beta-D-galactosyl)-N-stearoylsphingosine(3'-sulfo)GalBeta-Cer(d18:1/18:0)[(2R,3S,4S,5R,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-[(E,2S,3R)-3-hydroxy-2-(octadecanoylamino)octadec-4-enoxy]oxan-4-yl] hydrogen sulfateN-Octadecanoyl-sulfatideN-[(1S,2R,3E)-2-hydroxy-1-{[(3-O-sulfo-beta-D-galactopyranosyl)oxy]methyl}heptadec-3-en-1-yl]octadecanamideN-{(2S,3R,4E)-3-hydroxy-1-[(3-O-sulfo-beta-D-galactopyranosyl)oxy]octadec-4-en-2-yl}octadecanamideC18:0-sulfatideSHexCer 36:1;O2
Show more names
-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]-octadecanamideOctadecanamide, N-[(1S,2R,3E)-2-hydroxy-1-[[(3-O-sulfo-β-D-galactopyranosyl)oxy]methyl]-3-heptadecen-1-yl]-
Epitope ID:140091orb1692235SCHEMBL29564035C42H81NO11SDTXSID201111068LMSP06020001AKOS040756270PD078094
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
LipidsLipids -> Sphingolipids [SP] -> Acidic glycosphingolipids [SP06] -> Sulfoglycosphingolipids (sulfatides) [SP0602]
Physicochemical properties
- storage temp.
- -20 °C · Store at -20°C
- solubility
- Chloroform:Methanol (5:1): soluble
- form
- A solid
Chemistry & industry
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]
Additional notes
ChEBI: 3-O-Sulfogalactosylceramide (d18:1/18:0) is a glycosphingolipid.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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