基本情報
- CAS
1461-15-0- 標準SMILES
O=C(O)CN(CC(=O)O)Cc1cc2c(cc1O)Oc1cc(O)c(CN(CC(=O)O)CC(=O)O)cc1C21OC(=O)c2ccccc21- InChIKey
DEGAKNSWVGKMLS-UHFFFAOYSA-N- 分子式
- C30H26N2O13
- 平均分子量
- 622.5 g/mol
- 単同位体質量
- 622.14348889
名称と識別子
- 優先名称
- Calcein
- IUPAC
- 2-[[7'-[[bis(carboxymethyl)amino]methyl]-3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-2'-yl]methyl-(carboxymethyl)amino]acetic acid
- 現地名
- カルセイン
- 英語名
- Calcein
- 分子式
- C30H26N2O13
- 分子量
- 622.53
名称と別名
calceinFluorexon1461-15-0OftasceineOftasceinaOftasceinumV0YM2B16TSNSC-2981932',7'-Bis((bis(carboxymethyl)amino)methyl)fluoresceinNSC298193Glycine, N,N'-[(3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-2',7'-diyl)bis(methylene)]bis[N-(carboxymethyl)-2,7-Bis(N,N-bis(carboxymethyl)aminomethylene)fluorescein
名称をさらに表示
カルセインフルオレッセインビス(メチルイミノ二酢酸)フルオレキソン2',7'-ビス[[ビス(カルボキシメチル)アミノ]メチル]フルオレセインフルオレクソン2,2',2'',2'''-[3,6-ジヒドロキシ-3'-オキソスピロ[9H-キサンテン-9,1'(3'H)-イソベンゾフラン]-2,7-ジイルビス(メチレンニトリロ)]テトラ酢酸オフタスセインN,N'-[[3',6'-ジヒドロキシ-3-オキソスピロ[イソベンゾフラン-1(3H),9'-[9H]キサンテン]-2',7'-ジイル]ビス(メチレン)]ビス[N-(カルボキシメチル)グリシン]フルオレセインコンプレキソンカルセインn水和物3,3'-ビス[N,N-ビス(カルボキシメチル)-アミノメチル]フルオレセインカルセイン (MIXTURE OF ISOMERS)[3,6-ジヒドロキシ-3′-オキソスピロ[9H-キサンテン-9,1′(3′H)-イソベンゾフラン]-2,7-ジイルビス(メチレンニトリロ)]テトラキス酢酸2-{[(7'-{[ビス(カルボキシメチル)アミノ]メチル}-3',6'-ジヒドロキシ-3-オキソ-3H-スピロ[2-ベンゾフラン-1,9'-キサンテン]-2'-イル)メチル](カルボキシメチル)アミノ}酢酸
物性
構造計算による物性
- XLogP
- -3.1
- 極性表面積
- 232 Ų
- 水素結合供与体数
- 6
- 水素結合受容体数
- 15
- 回転可能結合数
- 12
- 重原子数
- 45
- 形式電荷
- 0
- 複雑度
- 1,070
実験および物理化学的性質
Physical DescriptionOrange powder; [Acros Organics MSDS]
物理化学的性質
- 融点
- 200 °C · 200 °C
- 沸点
- 662.7 °C · 662.7°C (rough estimate)
- 比重(密度)
- 1.4388 · 1.4388 (rough estimate)
- 屈折率
- 1.58 · 1.5800 (estimate)
- 貯蔵温度
- Keep in dark place,Sealed in dry,Room Temperature
- 溶解性
- 2 O: · H2O: 可溶
- 外見
- 粉
- 酸解離定数(Pka)
- 6.67 · 6.67(at 25℃)
- 色
- 黄橙色から橙褐色
- 水溶解度
- 不溶性
- 安定性
- 安定。強力な酸化剤とは相容れない。
- 主な用途
- 化学機械研磨、リポソームの安定化、細胞運動性アッセイ、核酸の検出、ウイルス、胃粘膜の安全性スクリーニング、MDR阻害剤、送達、動脈硬化性プラークの画像化
- CAS データベース
- 1461 · 1461-15-0(CAS DataBase Reference)
- EPAの化学物質情報
- Glycine, N,N'-[(3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-2',7'-diyl)bis(methylene)]bis[N-(carboxymethyl)- (1461-15-0)
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。
GHS分類
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]；H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal]；H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H332 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation]；H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
危険有害性情報
Regulatory Information
Chemical: Glycine, N,N'-[(3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-2',7'-diyl)bis(methylene)]bis[N-(carboxymethyl)-
Glycine, N,N'-[(3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-2',7'-diyl)bis(methylene)]bis[N-(carboxymethyl)-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryMay cause mechanical eye irritation; [Acros Organics MSDS] See Fluorescein.
Hazard Classes and CategoriesAcute Tox. 4 (100%)；Acute Tox. 4 (100%)；Skin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；Acute Tox. 4 (100%)；STOT SE 3 (100%)
化学と産業
薬理情報
MeSH Pharmacological Classification
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.
Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant & Hackh's Chemical Dictionary, 5th ed, p301, p499)
用途と製造
General Manufacturing InformationGlycine, N,N'-[(3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-2',7'-diyl)bis(methylene)]bis[N-(carboxymethyl)-: ACTIVE
応用分野
解説カルセイン，化学名は3,3′-ビス[N, N-ジ(カルボキシメチル)アミノメチル]フルオレセイン．金属指示薬の一種．分解点300 ℃ 以上．橙黄色の粉末．水に微溶．アルカリ性で淡赤色を呈し，酸性で黄緑色の強い蛍光を発する．"強アルカリ性溶液で Ca2＋，Sr2＋，Ba2＋ と淡赤色の蛍光を生じる．EDTAで滴定するとその蛍光は消失するので，金属指示薬として使用される．また，蛍光の強さは Ca2＋，Sr2＋，Ba2＋ の濃度に比例する．蛍光を測定することにより0.08～0.8 μg mL－1 の Ca2＋ の量を決めることができる．森北出版「化学辞典（第2版）
使用Calcein is used for determination of Ca in biological systems. Indicator for the fluorimetric determination of calcium in presence of Mg by complexometric titration.
調製方法
純化方法Dissolve it in distilled H2O and acidify with dilute HCl to pH 3.5. Filter off the solid acid and wash it well with H2O. Redissolve ca 10g in 300mL H2O containing 12g of NaOAc. Precipitate it again by adding HCl, filtering and washing with H2O. Add the solid to 200mL of EtOH stir for 1hour and filter. Repeat the EtOH wash and dry the bright yellow solid in a vacuum. This acid decomposes on heating at ca 180o. See below for the preparation of the Na salt. [Diehl & Ellingboe Anal Chem 28 882 1956]. Altenatively dissolve it in H2O and acidify with 3N HCl to pH 3.5. Collect the solid and wash it with H2O. The air-dried precipitate is extracted with 70% aqueous EtOH, filtered hot and cooled slowly. Fine yellow needles of the acid crystallise out; they are filtered off and dissolved in the minimum quantity of 0.01N NaOH and re-precipitated by adding N HCl to pH 3.5. It is then recrystallised from 70% aqueous EtOH (3x). The final product (acid) is dried at 80o in a vacuum for 24hours, m >300o(dec). It contains one molecule of water per molecule of acid (C30H36N4O13.H2O). The product is pure as revealed by electrophoresis at pH 5.6 and 8.6, and by TLC in i-BuOH/i-PrOH/AcOH/H2O (60:60:5:5 by volume) or i-PrOH or pH 8.0 borate buffer. [Wallach et al. Anal Chem 31 456 1959.] The Na salt is prepared by dissolving the pure acid in H2O containing 2 mols of NaOH per mol of acid reagent and lyophilising. It complexes with Ca and Mg ions. [Beilstein 19 III/IV 4338.]
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