ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /化合物

beta-D-fructose

HCID 439709
ノートを作成反応を作成見積依頼を出す
印刷プレビュー

データを補完しています。しばらくしてからページを更新すると最新の内容を表示できます

基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
470-23-5
標準SMILES
OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O
InChIKey
RFSUNEUAIZKAJO-ARQDHWQXSA-N
分子式
C6H12O6
平均分子量
180.16 g/mol
単同位体質量
180.0633881

概要

Beta-D-fructofuranose is a D-fructofuranose. It has a role as a mouse metabolite. It is an enantiomer of a beta-L-fructofuranose.

名称と識別子

優先名称
beta-D-fructose
IUPAC
(2R,3S,4S,5R)-2,5-bis(hydroxymethyl)oxolane-2,3,4-triol
英語名
(2R,3S,4S,5R)-2,5-Bis(hydroxymethyl)-oxolane-2,3,4-triol
分子式
C6H12O6
分子量
180.16

名称と別名

beta-D-fructofuranosebeta-Levulosebeta-D-Fructosebeta-Fruit sugar53188-23-1beta-D-Arabino-hexuloseB986VTP17JCHEBI:28645DTXSID60859011RefChem:937011GlyTouCan:G23778LQBETA-D.-FRUCTOFURANOSE
名称をさらに表示
Lactulose Impurity 31Lactulose Impurity 11Cyanocobalamin Impurity 13 Acetate
DTXCID103081DTXSID20273991G23778LQ470-23-5Fructooligosaccharides(2R,3S,4S,5R)-2,5-bis(hydroxymethyl)tetrahydrofuran-2,3,4-triolb-D-Fructofuranose308066-66-2

データベース識別子

CAS
470-23-5、53188-23-1、57-48-7
PubChem CID
439709
DTXSID
DTXSID60859011
ChEMBL
CHEMBL604608
ChEBI
CHEBI:28645
UNII
B986VTP17J
Nikkaji
J450.088A

物性

構造計算による物性補完中

XLogP
-2.3
極性表面積
110 Ų
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
2
重原子数
12
形式電荷
0
複雑度
162

実験および物理化学的性質

Solubility778 mg/mL at 20 °C
Melting Point119 - 122 °C
Physical DescriptionSolid

物理化学的性質

沸点
440.1 · 440.1±45.0 °C(Predicted)
比重(密度)
1.694 · 1.694±0.06 g/cm3(Predicted)
酸解離定数(Pka)
11.42 · 11.42±0.70(Predicted)

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。

毒性情報

Health Effects · 1 件

Acute consumption of fructose or high fructose corn syrup is essentially non-toxic. Chronic, excess fructose consumption has been shown to be a cause (or indirect cause) of gout, insulin resistance, hypertension, obesity, fatty liver disease, elevated LDL cholesterol and elevated triglycerides, leading to metabolic syndrome. In Wistar rats, a laboratory model of diabetes, 10% fructose feeding as opposed to 10% glucose feeding was found to increase blood triglyceride levels by 86%, whereas the same amount of glucose had no effect on triglycerides. A 2008 study found a substantial risk of incident gout associated with the consumption of fructose or fructose-rich foods. It is suspected that the fructose found in soft drinks (e.g., carbonated beverages) and other sweetened drinks is the primary reason for this increased incidence.

Exposure RoutesIngestion
Toxicity Summary · 1 件

Fructose is distinct from other sugars in its ability to cause intracellular ATP depletion, nucleotide turnover, and the generation of uric acid. Uric acid is generated via fructose due to its rapid phosphorylation (to fructose-1-phosphate) in the liver, leading to a rapid drop in free phosphate and ATP. This drop in ATP leads to the stimulation of adenosine monophosphate (AMP) deaminase which deaminates AMP to produce IMP, which is subsequently converted to uric acid (A15346). Uric acid is normally an anti-oxidant but without sufficient amounts of ascorbic acid (vitamin C) present in the plasma, it functions as a pro-oxidant. Because many soft drinks and foods that are sweetened with high fructose corn syrup do not contain vitamin C, the resulting uric acid can lead to a number of harmful effects, including gout, chronic inflammation, hypertension, increased adiposity, fatty liver disease and obesity (A15346). Many studies have shown that elevated uric acid levels are associated with several metabolic and cardiovascular conditions, including diabetes and coronary artery disease (A15346). Elevated serum uric acid has also been shown to be the most reliable predictor for the development of hypertension and incident renal disease (A15347) as well as fatty liver disease (A15348). Fructose-induced uric acid generation also causes mitochondrial oxidative stress that stimulates fat accumulation independent of excessive caloric intake (A15349). Several studies have demonstrated that oxidative stress is one of the earliest phenomena observed in vascular, renal, liver cells and adipocytes exposed to uric acid (A15347). High fructose consumption is also associated with more severe depletion of liver ATP, which may impair liver "energy balance”. High-fructose beverages have also been shown to lead to lower circulating insulin and leptin levels, and higher ghrelin levels. Since leptin and insulin decrease appetite and ghrelin increases appetite, some researchers suspect that eating large amounts of fructose increases the likelihood of weight gain.

化学と産業

薬理情報

Metabolism/Metabolites · 1 件

Free fructose is absorbed directly by the intestine. When fructose is consumed in the form of sucrose, it is digested (broken down) and then absorbed as free fructose. Fructose absorption occurs on the mucosal membrane via facilitated transport involving GLUT5 and GLUT2 transport proteins. Fructose is phosphorylated in the liver by fructokinase (Km= 0.5 mM). Fructokinase initially produces fructose 1-phosphate, which is split by aldolase B to produce the trioses dihydroxyacetone phosphate (DHAP) and glyceraldehyde. DHAP is then converted to glycerol-3-phophate which stimulates production of triglycerides. Nearly half (45%) of all pure fructose consumed is used up within 3-6 hours by the body for energy. If fructose is consumed with glucose (as it typically is in nature), up to 66% of it is used for energy within the same time frame. Roughly a third (29%) to a half (54%) of all fructose consumed is converted to glucose. Less than 1% of fructose appears to be directly converted to triglycerides.

Tissue LocationsLiver
Cellular LocationsExtracellular
Metabolite PathwaysAmino Sugar Metabolism

上流・下流製品情報

下流製品

レブリン酸メチル5-(Ethoxymethyl)-2-furaldehydeジアセトンフルクトース5-(ヒドロキシメチル)フルフラール

関連反応

3 件
反応記録を作成
HRID 267173 の反応式
HRID 267173生成物としてuspto-grants-1976_03
HRID 267174 の反応式
HRID 267174生成物としてuspto-grants-1976_03
HRID 444590 の反応式
HRID 444590生成物としてuspto-grants-1981_04

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Toxicity Data · 1 件

Consuming more than 100 g a day of pure fructose may lead to a modest but statistically significant rise in body weight of 0.44 kg a week. Consuming 100 g or more of fructose a day also significantly increases fasting levels of serum triglycerides. LD50: 15000 mg/kg (intravenous, rabbit)

安全データ

危険有害性情報
コード 危険有害性情報 危険有害性クラス 区分 注意喚起語 シンボル P コード H302