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2-(2,4,5,7-テトラヨード-3-オキソ-6-ポタシオオキシ-3H-キサンテン-9-イル)-3,4,5,6-テトラクロロ安息香酸カリウム

Rose Bengal

HCID 25473
ノート反応
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
11121-48-5
標準SMILES
O=C([O-])c1c(Cl)c(Cl)c(Cl)c(Cl)c1-c1c2cc(I)c(=O)c(I)c-2oc2c(I)c([O-])c(I)cc12.[K+].[K+]
InChIKey
AZJPTIGZZTZIDR-UHFFFAOYSA-L
分子式
C20H2Cl4I4K2O5
平均分子量
1,049.8 g/mol
単同位体質量
1,047.4109

概要

Rose bengal is an organic potassium salt that is the dipotassium salt of 2,3,4,5-tetrachloro-6-(2,4,5,7-tetraiodo-6-hydroxy-3-oxoxanthen-9-yl)benzoic acid. It has a role as a fluorochrome and a histological dye. It is a xanthene dye and an organic potassium salt. It contains a rose bengal(2-). It is functionally related to a fluorescin.

名称と識別子

優先名称
Rose Bengal
IUPAC
dipotassium;2,3,4,5-tetrachloro-6-(2,4,5,7-tetraiodo-3-oxido-6-oxoxanthen-9-yl)benzoate
現地名
2-(2,4,5,7-テトラヨード-3-オキソ-6-ポタシオオキシ-3H-キサンテン-9-イル)-3,4,5,6-テトラクロロ安息香酸カリウム
英語名
Rose bengal
分子式
C20H2Cl4I4Na2O5
分子量
1017.64

名称と別名

Bengal rose11121-48-5Red No. 105C. I. 45440Food red dye 1051ZPG1ELY14Bengal, RoseRefChem:883728DTXSID20110074601-063-2C.I. 45440Rose Bengal
名称をさらに表示
2-(2,4,5,7-テトラヨード-3-オキソ-6-ポタシオオキシ-3H-キサンテン-9-イル)-3,4,5,6-テトラクロロ安息香酸カリウムローズベンガルベンガルローズ2,3,4,5-テトラクロロ-6-(2,4,5,7-テトラヨード-3-オキソ-6-ポタシオオキシ-3H-キサンテン-9-イル)安息香酸カリウム網膜芽細胞腫タンパク質 ヒトローズベンガル・ジナトリウム塩2-[2,4,5,7-テトラヨード-3-オキソ-6-(ソジオオキシ)-3H-キサンテン-9-イル]-3,4,5,6-テトラクロロ安息香酸ナトリウム3,4,5,6-テトラクロロ-2-[2,4,5,7-テトラヨード-3-オキソ-6-(ソジオオキシ)-3H-キサンテン-9-イル]安息香酸ナトリウム2-[3-オキソ-6-(ソジオオキシ)-2,4,5,7-テトラヨード-3H-キサンテン-9-イル]-3,4,5,6-テトラクロロ安息香酸ナトリウム3,4,5,6-テトラクロロ-2-(2,4,5,7-テトラヨード-3-オキソ-6-ソジオオキシ-3H-キサンテン-9-イル)安息香酸ナトリウム2,3,4,5-テトラクロロ-6-[2,4,5,7-テトラヨード-3-オキソ-6-(ソジオオキシ)-3H-キサンテン-9-イル]安息香酸ナトリウムナトリウム 2,3,4,5-テトラクロロ-6-[2,4,5,7-テトラヨード-3-オキソ-6-(ソジオオキシ)-3H-キサンテン-9-イル]ベンゾアート6-(2,4,5,7-テトラヨード-3-オキソ-6-(ソジオオキシ)-3H-キサンテン-9-イル)-2,3,4,5-テトラクロロ安息香酸ナトリウム

物性

構造計算による物性

極性表面積
89.5 Ų
水素結合供与体数
0
水素結合受容体数
5
回転可能結合数
1
重原子数
35
形式電荷
0
複雑度
936

実験および物理化学的性質

Melting PointDecomposes

物理化学的性質

貯蔵温度
2 · Keep in dark place,Inert atmosphere,2-8°C
外見
凍った液体
色
無色透明
由来生物
mouse
EPAの化学物質情報
Rose Bengal (11121-48-5)
化学的性質 · 1 件

化学的特性Rose grows as a plant, shrub, bush or thicket. The flowers exhibit a five-petal calyx and a multiple five-petal corolla. Like the corolla, the seeds are inserted in the calyx. The plant is of Asiatic origin. Countries where rose is extensively cultivated for extractive purposes include Bulgaria, Turkey, Morocco, France and Italy. The parts used are the flowers, buds, leaves and fruit (hips). Rose has a deep, warm, rich rose odor with a slightly bitter, sharp flavor at high concentrations; pleasant on dilution. The fragrance of the rose flower, captured by extraction, is one of the most valuable flavor and fragrance products used. The most common aroma concentrates of rose are rose oil and rose water, derived from steam distillation; and rose concrete and rose absolute from solvent extraction. Of these, rose oil and rose concrete are produced in the largest quantities.The choice of rose derivatives for flavor application is often determined by the feasibility of introducing water-soluble β-phenethyl alcohol into the flavor complex. This component is present in large quantities in the extracts; it is almost absent in distillates and may, therefore, have a significant effect on the resulting aroma

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。

安全データ

wgk
3
rtecs
LM5920000
hs_code
29329990
risk_code
36
hazard_code
Xi
safety_code
22-24/25
ストレージクラス
10 - Combustible liquids

化学と産業

薬理情報

Protein Binding · 1 件

Tear component comprising of different proteins, such as albumin (although not very common as tear component), lactoferrin, and transferrin, can bind to rose bengal dye and act as diffusion barrier to prevent dye uptake by cells and subsequent cell staining. Lysosymes in tear film can also bind to rose bengal to form precipitates to attenuate cell uptake.

Pharmacodynamics · 1 件

Rose bengal is a staining agent that visualized ocular surfaces of both diseased and dead cells _in vivo_. It has also shown to stain healthy cultured cells, including rabbit corneal epithelial cells, in a rapid, dose-dependent manner. Various studies demonstrate the cytotoxic effects of rose bengal in different cell cultures, including smooth-muscle cells from human intestine, endothelial cells from bovinepulmonary artery, rabbit Tenon fibro-blasts, and rabbit and human corneal epithelial cells. Cellular morphological changes such as detachment, separation, loss of motility and disruption, in addition to swelling, intracytoplasmic vacuole formation and lysis have been manifested with the treatment of rose bengal, indicating that rose Bengal is not a vital dye.

Mechanism of Action · 1 件

Rose Bengal stains both the nuclei and cell walls of dead or degenerated epithelial cells of the cornea and conjunctiva, and stain the mucus of the precorneal tear film. It is proposed that the staining ability of rose bengal is dependent on the status of tear film protection rather than cell viability, as tear components such as albumin and mucin can block the rose bengal uptake. It induces intrinsic cytotoxic effects by causing cellular morphologic changes, subsequent loss of cellular motility, cell detachment, and cell death. It mediates inhibitory actions on bovine corneal endothelial cells and attenuates cell proliferation.

Biological Half-LifeDoses between 0.01 and 10 mg/kg in rat resulted in an initial biological half-life of 2 min and a terminal half-life of 100 min. The biological half-life for excretion is around 30 minutes in rats and rabbits.
Metabolism/MetabolitesNo information available.
MeSH Pharmacological Classification

関連反応

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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
2-[2,4,5,7-テトラヨード-6-(ソジオオキシ)-3-オキソ-3H-キサンテン-9-イル]-3,4,5,6-テトラクロロ安息香酸ナトリウム
RB
rose
ROSE BENGAL DISODIUM SALT
PV-10
CI 45435
redno.105
LIF ELISA
IFN-α ELISA
Rose bengaleC.I. Acid Red 94rose bengal potassiumFood red no 105ROSE BENGALE Bdipotassium 2,3,4,5-tetrachloro-6-(2,4,5,7-tetraiodo-6-oxido-3-oxo-3H-xanthen-9-yl)benzoatedipotassium;2,3,4,5-tetrachloro-6-(2,4,5,7-tetraiodo-3-oxido-6-oxoxanthen-9-yl)benzoateBenzoic acid, 2,3,4,5-tetrachloro-6-(6-hydroxy-2,4,5,7-tetraiodo-3-oxo-3H-xanthen-9-yl)-, dipotassium salt

データベース識別子

CAS
11121-48-5、24545-87-7、632-68-8
PubChem CID
25473
DTXSID
DTXSID601015268
ChEMBL
CHEMBL1160160、CHEMBL594741
ChEBI
CHEBI:52261
UNII
1ZPG1ELY14
EC Number
601-063-2
Nikkaji
J77.653J
· 1 件

Chemicals that emit light after excitation by light. The wave length of the emitted light is usually longer than that of the incident light. Fluorochromes are substances that cause fluorescence in other substances, i.e., dyes used to mark or label other compounds with fluorescent tags.

Absorption, Distribution and Excretion · 4 件

No information available.

Rose bengal undergoes biliary excretion.

No information available.

No information available.

応用分野

解説ローズベンガル,食用赤色105号という.キサンテン系の色素.食品や化粧品などの色素として用いられたが,現在は使用が減少している.

調製方法

純化方法This biological stain can be purified by chromatography on silica TLC using a 35:65 mix of EtOH/acetone as eluent. [Beilstein 19 II 261, 19 III/IV 2926.]

上流・下流製品情報

上流原料

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