グリセリルグルコシド
2-O-(alpha-D-Glucopyranosyl)glycerol
基本情報
- CAS
22160-26-5- 標準SMILES
OCC(CO)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O- InChIKey
AQTKXCPRNZDOJU-ZEBDFXRSSA-N- 分子式
- C9H18O8
- 平均分子量
- 254.23 g/mol
- 単同位体質量
- 254.10016753
概要
2-O-(alpha-D-glucopyranosyl)glycerol is a glucosylglycerol consisting of an alpha-D-glucosyl residue attached at position 2 of glycerol via a glycosidic bond. It has a role as an osmolyte and a bacterial metabolite. It is an alpha-D-glucoside and a glucosylglycerol.
名称と識別子
- 優先名称
- 2-O-(alpha-D-Glucopyranosyl)glycerol
- IUPAC
- (2S,3R,4S,5S,6R)-2-(1,3-dihydroxypropan-2-yloxy)-6-(hydroxymethyl)oxane-3,4,5-triol
- 現地名
- グリセリルグルコシド
- 英語名
- glucosylglycerol
- 分子式
- C9H18O8
- 分子量
- 254.23
名称と別名
2-O-(alpha-D-glucopyranosyl)glycerolCHEBI:82766RefChem:88798GlyTouCan:G38409FHG38409FH22160-26-5glucosylglycerol2-o-alpha-d-glucosylglycerol(2S,3R,4S,5S,6R)-2-(1,3-dihydroxypropan-2-yloxy)-6-(hydroxymethyl)oxane-3,4,5-triol2-O-(|A-D-Glucopyranosyl)glycerol(2S,3R,4S,5S,6R)-2-((1,3-Dihydroxypropan-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol1,3-dihydroxypropan-2-yl alpha-D-glucopyranoside
名称をさらに表示
グリセリルグルコシドGLYCERYL GLUCOSIDEGGGlycoinGlycerol Glucoside2-alphaGGSkycore AGGExtremys GGGlucosylglyceroglycosylglycerol
2-O-a-D-GlucosylglycerolMFCD199809852-O-(|A-D-Glucopyranosyl)-GlycerolC9H18O82-(alpha-D-glucosyl)glycerol2-O-alpha-d-glucopyranosylglycerola-D-2-Hydroxy-1-(hydroxymethyl)ethylglucopyranoside; 2-O-a-D-Glucopyranosylglycerol; 2-O-a-D-Glucosylglycerol; Glucosylglycerol; Glycoin5JX9BK5A26
物性
構造計算による物性
- XLogP
- -3.5
- 極性表面積
- 140 Ų
- 水素結合供与体数
- 6
- 水素結合受容体数
- 8
- 回転可能結合数
- 5
- 重原子数
- 17
- 形式電荷
- 0
- 複雑度
- 221
物理化学的性質
- 融点
- 121 °C · 121 °C
- 沸点
- 606.1 · 606.1±55.0 °C(Predicted)
- 比重(密度)
- 1.58 · 1.58±0.1 g/cm3(Predicted)
- 蒸気圧
- 0.022 Pa · 0.022Pa
- 貯蔵温度
- Hygroscopic, Refrigerator, under inert atmosphere
- 溶解性
- メタノール（わずかに）、水（わずかに、超音波処理）
- 酸解離定数(Pka)
- 12.85 · 12.85±0.70(Predicted)
- 外見
- 個体
- 色
- ホワイトからオフホワイト
- 安定性
- 非常に吸湿性
- 化粧品成分の機能
- 保湿剤スキンコンディショニング
- InChI
- InChI=1/C9H18O8/c10-1-4(2-11)16-9-8(15)7(14)6(13)5(3-12)17-9/h4-15H,1-3H2/t5-,6-,7+,8-,9+/s3
- InChIKey
- AQTKXCPRNZDOJU-QHXZDXPMNA-N
- SMILES
- O([C@@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)C(CO)CO |&1:1,2,3,5,7,r|
- LogP
- -3.46 · -3.46
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。
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 100% (2 of 2) of all reports.
Not Classified
Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory.
危険有害性情報
Regulatory InformationREACH registered substance: (2S,3R,4S,5S,6R)-2-(1,3-dihydroxypropan-2-yloxy)-6-(hydroxymethyl)oxane-3,4,5-triol (EC: 824-773-6)
Hazard Classes and CategoriesNot Classified
化学と産業
応用分野
説明Glucosylglycerols (GGs) are a group of small heterosides comprising one molecule of glucose and one molecule of glycerol via glycosidic bonds. In nature, glycosidic linkages within GGs are established between the C1-hydroxyl group of glucose and one of the three hydroxyl groups of sn-glycerol. They are mainly produced by many moderately salt-tolerant cyanobacteria as compatible solutes in a salt-dependent manner and synthesized in a few higher plants and fermentation processes. Because of their many interesting physicochemical properties and biological activities, such as low sweetness, low hygroscopicity, high water-holding capacity, excellent biocompatibility, favourable performance in protecting macromolecules, and antitumor activity, GGs exhibit large application potential in the fields of cosmetics, health care, food service, enzyme production, and pharmaceuticals[1].
使用2-O-α-D-Glucosylglycerol is used to prepare glycoglycerolipid analogs active as antitumor-promoters the influence of the anomeric configuration.
補足説明
定義本品は、グルコース(*)とグリセリン(*)の反応生成物である。参照表示名称：グリセリン, グルコース
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