基本情報
- 標準SMILES
O=C1c2ccccc2C(=O)c2c(O)c(O)cc(O)c21- InChIKey
BBNQQADTFFCFGB-UHFFFAOYSA-N- 分子式
- C14H8O5
- 平均分子量
- 256.21 g/mol
- 単同位体質量
- 256.03717336
概要
Purpurin is a trihydroxyanthraquinone derived from anthracene by substitution with oxo groups at C-9 and C-10 and with hydroxy groups at C-1, C-2 and C-4. It has a role as a biological pigment, a plant metabolite and a histological dye.
名称と識別子
- 優先名称
- Purpurin anthraquinone
- IUPAC
- 1,2,4-trihydroxyanthracene-9,10-dione
- 現地名
- プルプリン
- 英語名
- PURPURIN
- 分子式
- C14H8O5
- 分子量
- 256.21
名称と別名
9,10-Anthracenedione, 1,2,4-trihydroxy-purpurin anthraquinoneRefChem:46677PURPURIN81-54-91,2,4-trihydroxyanthracene-9,10-dione1,2,4-TrihydroxyanthraquinoneVerantinPurpurineHydroxylizaric acidSmoke Brown G1,2,4-Trihydroxy-9,10-anthracenedione
名称をさらに表示
プルプリン1,2,4-トリヒドロキシアントラキノンC.I.ナチュラルレッド16C.I.ナチュラルレッド8ヒドロキシリザル酸1,2,4-トリヒドロキシ-9,10-アントラセンジオン1,2,4-トリヒドロキシ-9,10-アントラキノンプルプリン(染料)スモークブラウンGパープリンベランチントリヒドロキシ-アントラキノンパープリン (85%)1,2,4-トリヒドロキシアントラセン-9,10-ジオン1,2,4-トリヒドロキシ-9,10-ジヒドロアントラセン-9,10-ジオンCI 58205c.i.1037C.I. 1037c.i.75410NSC 10447
1,2,4-Trihydroxy-9,10-anthraquinoneC.I. 582051,2,4-TrihydroxyanthrachinonAnthraquinone, 1,2,4-trihydroxy-C.I. 75410MFCD00001203DTXSID4021214Purpurin (85%)
データベース識別子
- CAS
12640-73-2、81-54-9- PubChem CID
- 6683
- DTXSID
DTXSID4021214- ChEMBL
CHEMBL294264- ChEBI
CHEBI:8645- UNII
- L1GT81LS6N
- EC Number
- 201-359-8
- Nikkaji
- J3.859H
物性
構造計算による物性
- XLogP
- 2.9
- 極性表面積
- 94.8 Ų
- 水素結合供与体数
- 3
- 水素結合受容体数
- 5
- 回転可能結合数
- 0
- 重原子数
- 19
- 形式電荷
- 0
- 複雑度
- 407
実験および物理化学的性質
Chemical ClassesDyes -> Anthraquinone Dyes
SpringerMaterials PropertiesCrystal structure
LogP1.84
Endocrine DisruptorsPotential endocrine disrupting compound
Physical DescriptionOrange or red solid; [Merck Index] Dark brown powder; [Aldrich MSDS]
Collision Cross Section
149.0 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID4021214]
144.35 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
物理化学的性質
- 融点
- 253 · 253-256 °C(lit.)
- 沸点
- 359.45 °C · 359.45°C (rough estimate)
- 比重(密度)
- 1.659 · 1.659
- 屈折率
- 1.4825 · 1.4825 (estimate)
- 闪点
- 113 °C · 113 °C
- 貯蔵温度
- Inert atmosphere,Room Temperature
- 溶解性
- DMSO（微量）、メタノール（微量、加温）
- 酸解離定数(Pka)
- 7.05 · 7.05±0.20(Predicted)
- 外見
- 粉
- 色
- 赤褐色から褐色
- 水溶解度
- 6.405 mg/L · 6.405mg/L(25℃)
- Merck
- 14 · 14,7945
- BRN
- 1887127 · 1887127
- 主な用途
- 診断アッセイの製造血液学組織学
- InChI
- 1S/C14H8O5/c15-8-5-9(16)14(19)11-10(8)12(17)6-3-1-2-4-7(6)13(11)18/h1-5,15-16,19H
- InChIKey
- BBNQQADTFFCFGB-UHFFFAOYSA-N
- SMILES
- Oc1cc(O)c2C(=O)c3ccccc3C(=O)c2c1O
- LogP
- 4.6 · 4.600 (est)
- CAS データベース
- 81 · 81-54-9
- EPAの化学物質情報
- Purpurin (81-54-9)
化学的性質
化学的特性brown-red to brown powder
安全と法規制
GHS分類
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/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 68 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Hazards SummaryA mild eye irritant; Intraperitoneal LD50 (mouse) > 500 mg/kg; [RTECS] An irritant; Targets the liver, kidney, CNS, cardiovascular system, and blood; [Aldrich MSDS] See 1,4-Dihydroxy-9,10-anthracenedione.
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
安全データ
- wgk
- 3
- rtecs
- CB8200000
- hs_code
- 29146990
- risk_code
- 36/37/38-34-11
- 化審法
- (4)-705
- hazard_code
- Xi,C,F
- safety_code
- 26-36-45-36/37/39-16
- 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
薬理情報
MeSH Pharmacological ClassificationChemicals and substances that impart color including soluble dyes and insoluble pigments. They are used in INKS; PAINTS; and as INDICATORS AND REAGENTS.
用途と製造
Uses
Formed during storage of the madder root; Forms lakes with some metal salts; Used as a fast dye for printing cotton, to make acid and chrome dyes, as a reagent for detection of boron, for histological detection of insoluble calcium salts, and as a nuclear stain; [Merck Index]
Textiles (Printing, Dyeing, or Finishing) [Category: Industry]
応用分野
解説プルプリン．セイヨウアカネRubia tinctorum L.その他のアカネ科植物の根のなかに遊離または配糖体の形で存在している．アリザリンの酸化によっても得られる．赤色の針状晶．融点263 ℃．エタノールやエーテルに易溶，ベンゼン，トルエン，熱水に可溶．染料としての価値は少ない．種々の金属とレーキをつくる．
使用Purpurin is an anthraquinone derivative and is well known as a colour pigment derived from madder plants. Purpurin was extensively utilized in herbal remedies, in food colouring and dyes for cotton pr inting. Due to the high antioxidant activity exhibited by anthraquinone compounds, purpurin was determined through studies to possess potential radical scavenging effects. Purprin has also been shown to have inhibitory effects towards serine protease.
調製方法
純化方法Crystallise purpurin from aqueous EtOH, dry it at 100o. [Beilstein 8 IV 3568.]
上流・下流製品情報
上流原料
下流製品
補足説明
定義ChEBI: A trihydroxyanthraquinone derived from anthracene by substitution with oxo groups at C-9 and C-10 and with hydroxy groups at C-1, C-2 and C-4.
関連反応
3 件
関連ノート
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