セロビオン酸

Cellobionic acid

HCID 6452827

基本情報

CAS: 534-41-8
標準SMILES: O=C(O)[C@H](O)[C@@H](O)[C@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](O)CO
InChIKey: JYTUSYBCFIZPBE-ZNLUKOTNSA-N
分子式: C12H22O12
平均分子量: 358.3 g/mol
単同位体質量: 358.11112614

概要

Cellobionic acid is a disaccharide consisting beta-D-glucosyl and D-gluconic acid residues joined by a (14)-linkage. It has a role as a metabolite. It is a carbohydrate acid and a disaccharide. It is functionally related to a cellobiose. It is a conjugate acid of a cellobionate.

名称と識別子

優先名称: Cellobionic acid
IUPAC: (2R,3R,4R,5R)-2,3,5,6-tetrahydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexanoic acid
現地名: セロビオン酸
英語名: cellobionic acid
分子式: C12H22O12
分子量: 358.3

名称と別名

Cellobionic acid534-41-8CHEBI:77021DTXSID702015624-O-beta-D-Glucopyranosyl D-gluconic acidRefChem:124298GlyTouCan:G31453ASDTXCID00124053G31453ASMaltobionate4-O-beta-D-glucopyranosyl-D-gluconic acidCellobionic Acid Ammonium Salt

名称をさらに表示

(2R,3R,4R,5R)-2,3,5,6-テトラヒドロキシ-4-{[(2S,3R,4S,5S,6R)-3,4,5-トリヒドロキシ-6-(ヒドロキシメチル)オキサン-2-イル]オキシ}ヘキサン酸セロビオン酸4-O-(β-D-グルコピラノシル)-D-gluco-ヘキソン酸4-O-β-D-グルコピラノシル-D-グルコン酸D-Cellobionic acidD-gluconic acid, 4-o-B-D-glucopyranosylD-Gluconic acid, 4-O-β-D-glucopyranosyl-Cellobionic Acid DISCONTINUED. Please see C254850

C12H22O12(2R,3R,4R,5R)-2,3,5,6-tetrahydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexanoic acidSCHEMBL9322922534-41-8 (free base)JYTUSYBCFIZPBE-ZNLUKOTNSA-N4-O-beta-D-glucosyl-D-gluconic acidOC61665(2R,3R,4R,5R)-2,3,5,6-Tetrahydroxy-4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)hexanoic acid

データベース識別子

CAS: 534-41-8
PubChem CID: 6452827
DTXSID: DTXSID70201562
ChEBI: CHEBI:77021
Nikkaji: J1.846.155B

物性

構造計算による物性

XLogP: -5
極性表面積: 218 Å²
水素結合供与体数: 9
水素結合受容体数: 12
回転可能結合数: 8
重原子数: 24
形式電荷: 0
複雑度: 405

物理化学的性質

沸点: 864.7 · 864.7±65.0 °C(Predicted)
比重(密度): 1.79 · 1.79±0.1 g/cm3(Predicted)
貯蔵温度: Hygroscopic, Refrigerator, Under Inert Atmosphere
溶解性: DMSO、（微量）水（微量）
外見: 個体
酸解離定数(Pka): 3.28 · 3.28±0.35(Predicted)
色: オフホワイトからブラウンワックス

化学と産業

応用分野 · 1 件

使用Cellobionic acid is produced by ozonization of Cellobiose. Cellobionic acid was not a good substrate for β-Glucosidase. The lactonized carboxyl group inhibited the enzymic hydrolysis. This inhibitory effect of Cellobionic acid was removed by gluconolactonase.