トレハロース

Trehalose

HCID 7427CAS 99-20-7
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基本情報

標準SMILES
OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O
InChIKey
HDTRYLNUVZCQOY-LIZSDCNHSA-N
分子式
C12H22O11
平均分子量
342.3 g/mol
単同位体質量
342.11621152

概要

Alpha,alpha-trehalose is a trehalose in which both glucose residues have alpha-configuration at the anomeric carbon. It has a role as a geroprotector, a mouse metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a human metabolite.

名称と識別子

優先名称
Trehalose
IUPAC
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-3,4,5-triol
現地名
トレハロース
英語名
Trehalose
分子式
C12H22O11
分子量
342.3

名称と別名

trehalose99-20-7D-(+)-TrehaloseMycosealpha,alpha-trehaloseErgot sugaralpha-D-TrehaloseCabalettaMushroom sugarNatural trehalosealpha-D-glucopyranosyl-alpha-D-glucopyranosidealpha,alpha'-Trehalose
名称をさらに表示
D-(+)-トレハロース (無水)α,α-トレハロースミコース2,2'-オキシビス[(2R)-3α,4β,5α-トリヒドロキシ-6β-[ヒドロキシメチル]テトラヒドロ-2H-ピラン]α-D-グルコピラノシルα-D-グルコピラノシド1,1'-オキシビス(1-デオキシ-α-D-グルコピラノース)D-(+)-トレハロースD-トレハロース(無水)D‐トレハロース(無水)D-トレハローストレハロースα,α-trehaloseD-TREHALOSEalpha-d-glucopyranosideTrehalose RSalpha-TrehaloseTrehalose solution
alpha-D-glucopyranosyl alpha-D-glucopyranosideCHEBI:16551B8WCK70T7INSC-2093(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-3,4,5-triol(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-3,4,5-triolCHEBI:27082(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy)oxane-3,4,5-triol

データベース識別子

CAS
99-20-7
PubChem CID
7427
DTXSID
DTXSID3048102
ChEMBL
CHEMBL1236395
ChEBI
CHEBI:16551
UNII
B8WCK70T7I
EC Number
202-739-6
Nikkaji
J4.965D

物性

構造計算による物性

XLogP
-4.2
極性表面積
190 Ų
水素結合供与体数
8
水素結合受容体数
11
回転可能結合数
4
重原子数
23

実験および物理化学的性質

Chemical ClassesBiological Agents -> Disaccharides
DrugsPharmaceuticals -> Listed in ZINC15
Cosmetics · 2 件

Cosmetic ingredients (Trehalose) -> CIR (Cosmetic Ingredient Review)

Humectant; Moisturising

Animal DrugsPharmaceuticals -> UK Veterinary Medicines Directorate List
Melting Point203 °C
Physical Description · 2 件

Dihydrate: Solid; [Merck Index] White or nearly white solid; [JECFA] White crystalline powder; [Acros Organics MSDS]

Solid

物理化学的性質

融点
203 °C · 203 °C
沸点
397.76 °C · 397.76°C (rough estimate)
比重(密度)
1.58 · 1.5800
蒸気圧
0.001 Pa · 0.001Pa at 25℃
屈折率
197 ° · 197 ° (C=7, H2O)
貯蔵温度
Inert atmosphere,Room Temperature

化学的性質

化学的特性Trehalose occurs as virtually odorless, white or almost white crystals with a sweet taste (approximately 45% of the sweetness of sucrose).

安全と法規制

GHS分類

GHS Classification · 3 件

This chemical does not meet GHS hazard criteria for 99.8% (429 of 430) of all reports.

Not Classified

Aggregated GHS information provided per 430 reports by companies from 2 notifications to the ECHA C&L Inventory.

危険有害性情報

Regulatory Information · 3 件

Chemical: .alpha.-D-Glucopyranoside, .alpha.-D-glucopyranosyl

Status: Active Update: 02-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/26864

.alpha.-D-Glucopyranoside, .alpha.-D-glucopyranosyl: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards SummaryNot toxic or mutagenic in subchronic toxicity studies; [ToxPlanet: Health Council of the Netherlands] The dihydrate is the product of commerce (CAS# 6138-23-4); [JECFA] May cause irritation; [Acros Organics MSDS]
Hazard Classes and CategoriesNot Classified

毒性情報

Toxicity SummarySafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org

安全データ

wgk
WGK 1
tsca
TSCA listed
hs_code
29400090
risk_code
38
化審法
(8)-674
hazard_code
Xi

化学と産業

薬理情報

Tissue LocationsEpidermis
Cellular LocationsExtracellular
Metabolite PathwaysTrehalose Degradation

用途と製造

Uses · 2 件

CIR ingredient: Trehalose

Disaccharide present in fungi, bacteria, yeasts, and insects; Used to stabilize cells during freeze-drying and air-drying, as a sweetener and stabilizer in foods, and as an additive in cosmetics; [Merck Index] Used as a texturizer, stabilizer, humectant, and sweetener in foods; [JECFA]

Household ProductsInformation on 31 consumer products that contain Trehalose in the following categories is provided:
Use Classification · 3 件

Food Additives -> HUMECTANT; STABILIZER; SWEETENER; TEXTURIZER; THICKENER -> JECFA Functional Classes

Food Additives -> HUMECTANT; STABILIZER; SWEETENER; TEXTURIZER; THICKENER -> JECFA Functional Classes

Cosmetics -> Humectant; Moisturising

General Manufacturing Information.alpha.-D-Glucopyranoside, .alpha.-D-glucopyranosyl: ACTIVE

応用分野

解説トレハロース,ほかの異性体とともに合成もされている．"二水和物は融点97 ℃．[α]20D ＋178.3°(水)．無水物は融点203 ℃．[α]20D ＋197.1°(水)．たいていの酵母で発酵される．α,β-トレハロース(neotrehalose)はハチミツに含まれ，融点149 ℃．[α]D＋83.5°(水)．β,β-トレハロース(isotrehalose)は融点135～140 ℃．[α]D－40.2°(水)．森北出版「化学辞典（第2版）

使用trehalose is a humectant and moisturizer, it helps bind water in the skin and increase the skin’s moisture content. It is a naturally occurring plant sugar.

調製方法

Trehalose is prepared from liquefied starch by a multistep enzymatic process. The commercial product is the dihydrate.

上流・下流製品情報

サプライヤー50 社

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]

補足説明

定義本品は、次の化学式で表される二糖類である。

定義ChEBI: A trehalose in which both glucose residues have alpha-configuration at the anomeric carbon.

関連反応

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