Ganglioside GM1

HCID 9963963

基本情報

CAS
116950-37-9
標準SMILES
CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O)[C@H]3NC(C)=O)[C@H](O[C@]3(C(=O)O)C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O3)[C@H]2O)[C@H](O)[C@H]1O)NC(=O)CCCCCCCCCCCCCCCCC
InChIKey
QPJBWNIQKHGLAU-IQZHVAEDSA-N
分子式
C73H131N3O31
平均分子量
1,546.8 g/mol

概要

Ganglioside GM1 is a sialotetraosylceramide consisting of a branched pentasaccharide made up from one sialyl residue, two galactose residues, one N-acetylgalactosamine residue and a glucose residue at the reducing end attached to N-stearoylsphingosine via a beta-linkage. It is an alpha-N-acetylneuraminosyl-(2->3)-[beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosaminyl-(1->4)]-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-acylsphingosine and a sialotetraosylceramide. It contains a ->8)-alpha-Neu5Ac-(2->3)-[beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)]-beta-D-Gal-(1->4)-yl group. It is a conjugate acid of a ganglioside GM1(1-).

名称と識別子

優先名称
Ganglioside GM1
IUPAC
(2S,4S,5R,6R)-5-acetamido-2-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4R,5R,6R)-3-acetamido-5-hydroxy-6-(hydroxymethyl)-4-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(E,2S,3R)-3-hydroxy-2-(octadecanoylamino)octadec-4-enoxy]oxan-3-yl]oxy-3-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

名称と別名

GANGLIOSIDE GM1Ganglioside G1Ganglioside M1Siagoside hydrate116950-37-9Ganglioside GM1 [MI]GANGLIOSIDE GM1, AMMONIUM SALT, BOVINESialosylganglio-N-tetraosylceramideUNII-562413257ZCHEBI:61048GM1-Ganglioside562413257Z
名称をさらに表示
Ganglioside GIGanglioside A2Ganglioside GM1aGanglioside GGtet1ganglioside GMlGanglioside GM1 (18:1/18:0)GM1(d18:1/18:0)(Neu5Ac)GM1

データベース識別子

CAS
116950-37-9、37758-47-7
PubChem CID
9963963
ChEBI
CHEBI:61048
UNII
562413257Z

物性

構造計算による物性

XLogP
4
極性表面積
541 Ų
水素結合供与体数
20
水素結合受容体数
31
回転可能結合数
52
重原子数
107

実験および物理化学的性質

LipidsLipids -> Sphingolipids [SP] -> Acidic glycosphingolipids [SP06] -> Gangliosides [SP0601]

安全と法規制

危険有害性情報

Regulatory InformationGanglioside GM1: Does not have an individual approval but may be used under an appropriate group standard

関連反応

24 件

化合物ノート

読み込み中…