alpha-D-Gal-(1->4)-beta-D-Gal-(1->4)-beta-D-Glc-(1<->1')-Cer(d18:1/18:0)
基本情報
- CAS
69283-33-6- 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]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)NC(=O)CCCCCCCCCCCCCCCCC- InChIKey
KWGVNZWSEWAOMI-DHCJWVHISA-N- 分子式
- C54H101NO18
- 平均分子量
- 1,052.4 g/mol
概要
Alpha-D-Gal-(1->4)-beta-D-Gal-(1->4)-beta-D-Glc-(1<->1')-Cer(d18:1/18:0) is a glycotriaosylceramide having alpha-D-galactosyl-(14)-beta-D-galactosyl-(14)-beta-D-glucosyl as the glycotriaosyl component attached to the Cer(d18:1/18:0). It has a role as a mouse metabolite. It is functionally related to an octadecanoic acid.
名称と識別子
- 優先名称
- alpha-D-Gal-(1->4)-beta-D-Gal-(1->4)-beta-D-Glc-(1<->1')-Cer(d18:1/18:0)
- IUPAC
- N-[(E,2S,3R)-1-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4R,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-hydroxyoctadec-4-en-2-yl]octadecanamide
- 英語名
- C18 Globotriaosylceramide (d18:1/18:0)
- 分子式
- C54H101NO18
- 分子量
- 1052.37564
名称と別名
69283-33-6C18 Globotriaosylceramide (d18:1/18:0)alpha-D-Gal-(1->4)-beta-D-Gal-(1->4)-beta-D-Glc-(1<->1')-Cer(d18:1/18:0)Gb3(d18:1/18:0)N-[(E,2S,3R)-1-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4R,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-hydroxyoctadec-4-en-2-yl]octadecanamideGalalpha1-4Galbeta1-4Glcbeta-Cer(d18:1/18:0)Hex3Cer 36:1;O2LMSP0502AA02orb1984963SCHEMBL29359335CHEBI:84690AKOS040755827
名称をさらに表示
Octadecanoyl-ceramide trihexosideN-Octadecanoyl-ceramide trihexosideOctadecanamide, N-[(1S,2R,3E)-1-[[(O-α-D-galactopyranosyl-(1→4)-O-β-D-galactopyranosyl-(1→4)-β-D-glucopyranosyl)oxy]methyl]-2-hydroxy-3-heptadecen-1-yl]-
T37439Q27157992N-[(1S,2R,3e)-1-[[(O-|A-d-Galactopyranosyl-(1 inverted exclamation marku4)-O-|A-d-galactopyranosyl-(1 inverted exclamation marku4)-|A-d-glucopyranosyl)oxy]methyl]-2-hydroxy-3-heptadecen-1-yl]octadecanamideN-[(1S,2R,3E)-1-[[(O-alpha-D-galactopyranosyl-(1-->4)-O-beta-D-galactopyranosyl-(1-->4)-beta-D-glucopyranosyl)oxy]methyl]-2-hydroxy-3-heptadecen-1-yl]-octadecanamideN-[(2S,3R,4E)-1-{[alpha-D-galactopyranosyl-(1->4)-beta-D-galactopyranosyl-(1->4)-beta-D-glucopyranosyl]oxy}-3-hydroxyoctadec-4-en-2-yl]octadecanamide
物性
構造計算による物性
- XLogP
- 8.1
- 極性表面積
- 307 Ų
- 水素結合供与体数
- 12
- 水素結合受容体数
- 18
- 回転可能結合数
- 41
- 重原子数
- 73
- 形式電荷
- 0
- 複雑度
- 1,400
実験および物理化学的性質
LipidsLipids -> Sphingolipids [SP] -> Neutral glycosphingolipids [SP05] -> Galalpha1-4Galbeta1-4Glc- (Globo series) [SP0502]
物理化学的性質
- 沸点
- 1132.1 · 1132.1±65.0 °C(Predicted)
- 比重(密度)
- 1.22 · 1.22±0.1 g/cm3(Predicted)
- 貯蔵温度
- -20 °C · Store at -20°C
- 溶解性
- Chloroform:Methanol (2:1): Soluble; DMSO: Soluble; Methanol: Warmed
- 外見
- A solid
- 酸解離定数(Pka)
- 12.76 · 12.76±0.70(Predicted)
- InChIKey
- KWGVNZWSEWAOMI-DHCJWVHISA-N
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
安全データ
- wgk
- WGK 3
- ストレージクラス
- 11 - Combustible Solids
化学と産業
応用分野
説明C18 globotriaosylceramide is an endogenous sphingolipid found in mammalian cell membranes that is synthesized from lactosylceramide . It inhibits aggregation of human neutrophils induced by phorbol 12-myristate 13-acetate (PMA; 10008014) when used at a concentration of 1 μM. C18 globotriaosylceramide acts as a receptor for Shiga toxin in B cell-derived Raji cells and THP-1 monocytes. It accumulates in the brain, heart, kidney, liver, lung, and spleen in a mouse model of Fabry disease, a lysosomal storage disorder characterized by a deficiency in the enzyme α-galactosidase A. C18 globotriaosylceramide also accumulates in endothelial cells, pericytes, vascular smooth muscle cells, renal epithelial cells, dorsal ganglia neuronal cells, and myocardial cells in patients with Fabry disease. [Matreya, LLC. Catalog No. 1529]
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