Name: 3'-sulfo Galactosylsphingosine (ammonium salt)
Rating: 5 (10 reviews)

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HIT ID:HIT214322021
Cas No:1246681-32-2
常用名:3'-sulfo Galactosylsphingosine (ammonium salt)
常用名:3'-sulfo Galactosylsphingosine (ammonium salt)
IUPAC:[(2R,3R,4S,5S,6R)-2-{[(2S,3R,4E)-2-amino-3-hydroxyoctadec-4-en-1-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxidanesulfonic acid amine
IUPAC:[(2R,3R,4S,5S,6R)-2-{[(2S,3R,4E)-2-amino-3-hydroxyoctadec-4-en-1-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxidanesulfonic acid amine
InChI key:AQKRGBHKEUDQAP-BIFWVYATSA-N

分子式:C24H50N2O10S
分子量:558.73
氢键供体数 (HBD):
氢键受体数 (HBA):
LogP:
SMILES:N.CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](OS(O)(=O)=O)[C@H]1O
SMILES:N.CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](OS(O)(=O)=O)[C@H]1O

3'-sulfo Galactosylsphingosine is a form of sulfatide that is lacking the fatty acyl group. It decreases migration and adhesion of B35 neuroblastoma cells and increases cell rounding when used at a concentration of 20 μM. It also inhibits PKC and cytochrome c oxidase activity when used at concentrations of 150 and 50-100 μM, respectively. 3'-sulfo Galactosylsphingosine accumulates in patients with metachromatic leukodystrophy, a lysosomal storage disorder characterized by arylsulfatase A (ASA) deficiency leading to progressive demyelination and neuromotor deficits. In mice lacking ASA, levels of 3'-sulfo galactosylsphingosine increase after one month of age followed by demyelination and neuromotor deficits. 3'-sulfo Galactosylsphingosine has been used as a standard for the quantification of 3'-sulfo galactosylsphingosine by LC-MS.

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