2-(2,4,5,7-テトラヨード-3,6,9-トリヒドロキシ-9H-キサンテン-9-イル)-3,4,5,6-テトラクロロ安息香酸γ-ラクトン

Rose Bengal Lactone

HCID 69439CAS 4159-77-7

部分構造検索類似構造を探す

基本情報

標準SMILES: O=C1OC2(c3cc(I)c(O)c(I)c3Oc3c2cc(I)c(O)c3I)c2c(Cl)c(Cl)c(Cl)c(Cl)c21
InChIKey: IICCLYANAQEHCI-UHFFFAOYSA-N
分子式: C20H4Cl4I4O5
平均分子量: 973.7 g/mol
単同位体質量: 971.4992

名称と識別子

優先名称: Rose Bengal Lactone
IUPAC: 4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodospiro[2-benzofuran-3,9'-xanthene]-1-one
現地名: 2-(2,4,5,7-テトラヨード-3,6,9-トリヒドロキシ-9H-キサンテン-9-イル)-3,4,5,6-テトラクロロ安息香酸γ-ラクトン
英語名: Rose bengal lactone
分子式: C20H4Cl4I4O5
分子量: 973.67

名称と別名

Rose Bengal lactone4159-77-7Solvent Red 141C.I. Solvent Red 141Bengal Rose B4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo-3h-spiro[2-benzofuran-1,9'-xanthen]-3-oneUNII-BIU7Q7W2SHBIU7Q7W2SHC.I.45440:1DTXSID0048426ROSE BENGAL ACIDEINECS 223-993-4

名称をさらに表示

4',5',6',7'-テトラクロロ-3,6-ジヒドロキシ-2,4,5,7-テトラヨードスピロ[9H-キサンテン-9,1'(3'H)-イソベンゾフラン]-3'-オンソルベントレッド-141テトラヨードテトラクロロフルオレセインC.I.ソルベントレッド1414,5,6,7-テトラクロロ-3',6'-ジヒドロキシ-2',4',5',7'-テトラヨードスピロ[イソベンゾフラン-1(3H),9'-[9H]キサンテン]-3-オンテトラヨードテトラクロロフルオレッセイン2,4,5,7-テトラヨード-3,6-ジヒドロキシ-4',5',6',7'-テトラクロロスピロ[9H-キサンテン-9,1'(3'H)-イソベンゾフラン]-3'-オン3,6-ジヒドロキシ-2,4,5,7-テトラヨード-4',5',6',7'-テトラクロロスピロ[9H-キサンテン-9,1'(3'H)-イソベンゾフラン]-3'-オン2-(2,4,5,7-テトラヨード-3,6,9-トリヒドロキシ-9H-キサンテン-9-イル)-3,4,5,6-テトラクロロ安息香酸γ-ラクトン3,6-ジヒドロキシ-4′,5′,6′,7′-テトラクロロ-2,4,5,7-テトラヨードスピロ[9H-キサンテン-9,1′(3′H)-イソベンゾフラン]-3′-オン4,5,6,7-テトラクロロ-3',6'-ジヒドロキシ-2',4',5',7'-テトラヨード-3H-スピロ[2-ベンゾフラン-1,9'-キサンテン]-3-オン3,6-ジヒドロキシ-2,4,5,7-テトラヨード-4′,5′,6′,7′-テトラクロロスピロ[9H-キサンテン-9,1′(3′H)-イソベンゾフラン]-3′-オン2,4,5,7-テトラヨード-3,6-ジヒドロキシ-4′,5′,6′,7′-テトラクロロスピロ[9H-キサンテン-9,1′(3′H)-イソベンゾフラン]-3′-オン4′,5′,6′,7′-テトラクロロ-3,6-ジヒドロキシ-2,4,5,7-テトラヨードスピロ[9H-キサンテン-9,1′(3′H)-イソベンゾフラン]-3′-オン4,5,6,7-テトラクロロ-3′,6′-ジヒドロキシ-2′,4′,5′,7′-テトラヨードスピロ[イソベンゾフラン-1(3H),9′-[9H]キサンテン]-3-オン4’,5’,7’-tetraiodo-droxy-2C.I.Solvent Red 141:C.I.45440:14,5,6,7-Tetrachloro-2’,4’,5’,7’-tetraiodofluoresceinspiro[isobenzofuran-1(3h),9’-[9h]xanthen]-3-one,4,5,6,7-tetrachloro-3’,6’-dihy4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodospiro[2-benzofuran-3,9'-xanthene]-1-one4,5,6,7-Tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one4,5,6,7-Tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one4',5',6',7'-Tetrachloro-3,6-dihydroxy-2,4,5,7-tetraiodospiro[9H-xanthene-9,1'(3'H)-isobenzofuran]-3'-one

BLUE 7NSC-457324,5,6,7-tetrachloro-2',4',5',7'-tetraiodofluoresceinRose bengal BSpiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one, 4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo-FLUORESCEIN, 4,5,6,7-TETRACHLORO-2',4',5',7'-TETRAIODO-BENZOIC ACID, 2,3,4,5-TETRACHLORO-6-(6-HYDROXY-2,4,5,7-TETRAIODO-3-OXO-3H-XANTHEN-9-YL)-Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo-

データベース識別子

CAS: 4159-77-7、632-68-8
PubChem CID: 69439
DTXSID: DTXSID0048426
UNII: BIU7Q7W2SH
EC Number: 211-182-8、223-993-4
Nikkaji: J25.139I

物性

構造計算による物性

XLogP: 8.5
極性表面積: 76 Å²
水素結合供与体数: 2
水素結合受容体数: 5
回転可能結合数: 0
重原子数: 33
形式電荷: 0
複雑度: 780

物理化学的性質

融点: 280 °C · 280 °C (dec.)(lit.)
貯蔵温度: room temp
沸点: 741.8 · 741.8±60.0 °C(Predicted)
比重(密度): 2.96 · 2.96±0.1 g/cm3(Predicted)
酸解離定数(Pka): 7.03 · 7.03±0.20(Predicted)
外見: powder
色: pink to red
主な用途: 診断アッセイの製造血液学組織学
InChI: 1S/C20H4Cl4I4O5/c21-9-7-8(10(22)12(24)11(9)23)20(33-19(7)31)3-1-5(25)15(29)13(27)17(3)32-18-4(20)2-6(26)16(30)14(18)28/h1-2,29-30H
InChIKey: IICCLYANAQEHCI-UHFFFAOYSA-N
SMILES: Oc1c(I)cc2c(Oc3c(I)c(O)c(I)cc3C24OC(=O)c5c(Cl)c(Cl)c(Cl)c(Cl)c45)c1I
EPAの化学物質情報: -1 · Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo- (4159-77-7)

化学的性質

化学的特性Bluish-pink powder. Soluble in water.

安全と法規制

GHS分類

GHS Classification · 6 件

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 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.

This chemical does not meet GHS hazard criteria for 100% (5 of 5) of all reports.

危険有害性情報

Regulatory Information · 2 件

Chemical: Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo-, dipotassium salt

Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo-, dipotassium salt: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and Categories · 2 件

Skin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (100%)

Not Classified

法規制情報

Regulatory Information · 2 件

Chemical: Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo-, dipotassium salt

安全データ

wgk: 3
tsca: TSCA listed
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-37/39
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
ストレージクラス: 11 - Combustible Solids

化学と産業

用途と製造

General Manufacturing Information · 2 件

Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo-, potassium salt (1:2): ACTIVE

Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo-: INACTIVE

応用分野 · 2 件

説明Rose bengal lactone is a potent inhibitor of human metabolism that binds to the proteasome pathway and inhibits the polymerization of tubulin. It has been shown to bind with high affinity to microtubules and inhibit their assembly, which leads to cell death. Rose bengal lactone also binds with high affinity to potassium ion, which may contribute to its anti-cancer effects. This compound has also been found to be an effective inhibitor of goiters in rats by binding with aliphatic hydrocarbons such as cholesterol.

使用Biological stain; colorant for inks, cellulosics, foods, cosmetics, medicine (diagnostic aid).