Α-D-ガラクトース

alpha-D-Galactopyranose

HCID 439357CAS 3646-73-9

基本情報

標準SMILES: OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O
InChIKey: WQZGKKKJIJFFOK-PHYPRBDBSA-N
分子式: C6H12O6
平均分子量: 180.16 g/mol
単同位体質量: 180.0633881

概要

Alpha-D-galactose is D-Galactopyranose having alpha-configuration at the anomeric centre. It has a role as a mouse metabolite. It is an enantiomer of an alpha-L-galactose.

名称と識別子

優先名称: alpha-D-Galactopyranose
IUPAC: (2S,3R,4S,5R,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
現地名: Α-D-ガラクトース
英語名: C00984
分子式: C6H12O6
分子量: 180.16

名称と別名

alpha-D-galactoseAlpha-D-Galactopyranose3646-73-9DTXSID90189974I+--D-GalactopyranoseRefChem:936115GlyTouCan:G09546QODTXCID50112465G09546QOa-d-galactoseAlpha D-Galactose(2S,3R,4S,5R,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol

名称をさらに表示

Α-D-ガラクトース(2S,3R,4S,5R,6R)-6-(ヒドロキシメチル)オキサン-2,3,4,5-テトラオール(2S,3R,4S,5R,6R)-2,3,4,5-テトラヒドロキシテトラヒドロ-2H-ピラン-6-メタノールガラクトースα-D-Galactoseα-D-galactopyranoseGalactose Impurity 39 (α-D-Galactose)

(2S,3R,4S,5R,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol5abp8abpGalactose (NF)alpha-galC00984MFCD00066772D-hexose

データベース識別子

CAS: 3646-73-9
PubChem CID: 439357
DTXSID: DTXSID90189974
ChEBI: CHEBI:28061
UNII: 7IOF6H4H77
Nikkaji: J292.885J

物性

構造計算による物性

XLogP: -2.6
極性表面積: 110 Å²
水素結合供与体数: 5
水素結合受容体数: 6
回転可能結合数: 1
重原子数: 12
形式電荷: 0
複雑度: 151

実験および物理化学的性質

SpringerMaterials PropertiesCrystal structure

Solubility683.0 mg/mL

Melting Point170 °C

Physical DescriptionSolid

Collision Cross Section142 Å² [M+Na]+

物理化学的性質

融点: 169 · 169-170oC
沸点: 410.8 · 410.8±45.0 °C(Predicted)
比重(密度): 1.732 · 1.732±0.06 g/cm3(Predicted)
貯蔵温度: Refrigerator, Under Inert Atmosphere
溶解性: 水（少々）
酸解離定数(Pka): 12.12 · 12.12±0.70(Predicted)
外見: Solid
色: ホワイトからオフホワイト
主な用途: 医薬品（低分子化合物）
InChI: 1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3+,4+,5-,6+/m1/s1
InChIKey: WQZGKKKJIJFFOK-PHYPRBDBSA-N
SMILES: O1[C@@H]([C@@H]([C@H]([C@H]([C@H]1CO)O)O)O)O

安全と法規制

安全データ

wgk: WGK 3
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

Tissue LocationsBrain

Cellular LocationsExtracellular

Metabolite PathwaysFabry disease

応用分野

使用α-D-Galactose is the alpha anomer of D-Galactose (G155250), the C-4 epimer of Glucose (G595000). D-Galactose is found in milk and sugar beets as well as being synthesized by the body.

調製方法 · 1 件

純化方法-D-Galactose is crystallised twice from aqueous 80% EtOH at -10o, then dried in a vacuum oven at 90o over P2O5 for 10hours. [Link Biochemical Preparations 3 75 1953, Hansen et al. Biochemical Preparations 4 2 1955.] Also purify it by recrystallising the dried solid (150g) in hot H2O (150mL), then adding hot MeOH (250mL) and hot EtOH (500mL), stirring to mix, filtering through a bed of charcoal, and the clear filtrate is stirred to initiate crystallisation. After standing overnight at 10o, the crystals of the -anomer are filtered off by suction, washed with MeOH, then EtOH, and dried (yield 130g), and more can be obtained by evaporation of the filtrate and washing as before. [Wolfrom & Thompson Methods in Carbohydrate Chemistry I 120 1962, Academic Press, Beilstein 1 IV 4336.]