1,2,4-Trihydroxyanthrachinon
Verantin · 1,2,4-TRIHYDROXYANTHRAQUINONE · PURPURIN · CI 58205 · c.i.1037 · Purpurine · C.I. 1037 · c.i.75410
Identifikatoren & physikalische Daten
| CAS No. | 12640-73-2 |
|---|---|
| Summenformel | C14H8O5 |
| Durchschnittliche Molmasse | 256,21 g/mol |
| Monoisotopische Masse | 256,03717336 g/mol |
| SMILES | O=C1c2ccccc2C(=O)c2c(O)c(O)cc(O)c21 |
| InChIKey | BBNQQADTFFCFGB-UHFFFAOYSA-N |
| PubChem CID | 6683 |
| ChEMBL | CHEMBL294264 |
| ChEBI | CHEBI:8645 |
| EC No. | 201-359-8 |
| DTXSID | DTXSID4021214 |
| Lokaler Name | 1,2,4-Trihydroxyanthrachinon |
Chemische & physikalische Eigenschaften
| XLogP | 2,9 |
|---|---|
| Polarare Oberfläche (TPSA) | 94,8 |
| H-Brücken-Donoren | 3 |
| H-Brücken-Akzeptoren | 5 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 19 |
| Formalladung | 0 |
| Komplexität | 407 |
| Stoffklassen | Dyes -> Anthraquinone Dyes |
| SpringerMaterials Properties | Crystal structure |
| LogP (Verteilungskoeffizient) | 1.84 |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| Physical Description | Orange or red solid[Merck Index] Dark brown powder[Aldrich MSDS] |
| Collision Cross Section | 149.0 Ų [M-H]- [CCS Type: DTBuffer gas: N2Ionization: ESI-Dataset: TOXCASTSource Identifier: DTXSID4021214]144.35 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards] |
| Schmelzpunkt | 253-256 °C(lit.) |
| Siedepunkt | 359.45°C (rough estimate) |
| Dichte | 1.659 |
| Brechungsindex | 1.4825 (estimate) |
| Flammpunkt | 113 °C |
| Lagerbedingungen | Inert atmosphere,Room Temperature |
| Löslichkeit | DMSO (Slightly), Methanol (Slightly, Heated)6.405mg/L(25 ºC) |
| pKa (Säurekonstante) | 7.05±0.20(Predicted) |
| Aggregatzustand | Powder |
| Farbe | Brown-red to brown |
| Merck | 14,7945 |
| BRN | 1887127 |
| Hauptanwendungen | diagnostic assay manufacturinghematologyhistology |
| 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 (Verteilungskoeffizient) | 4.600 (est) |
| CAS Datenbank | 81-54-9 |
| EPA chemische Informationen | Purpurin (81-54-9) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (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. |
|---|---|
| Gefahrenübersicht | A mild eye irritantIntraperitoneal LD50 (mouse) > 500 mg/kg[RTECS] An irritantTargets the liver, kidney, CNS, cardiovascular system, and blood[Aldrich MSDS] See 1,4-Dihydroxy-9,10-anthracenedione. |
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| Wassergefährdungsklasse (WGK) | 3 |
| Zollcode | 29146990 |
| RTECS-Nr. | CB8200000 |
| R-Sätze (R) | 36/37/38-34-11 |
| Gefahrensymbole | Xi,C,F |
| Sicherheitshinweise (S) | 26-36-45-36/37/39-16 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
Anwendungen & Verwendung
Beschreibung
Das 1,2,4-Trihydroxyanthrachinon bildet orangerote, in Wasser unlösliche Nadeln. Es wird zur Herstellung des Anthrachinonfarbstoffs Alizarinblauschwarz B verwendet, war aber auch selbst als Farbstoff (Rauchbraun G) im Handel. Desweiteren wird Purpurin in der chemischen Analytik zum spektralphotometrischen Nachweis von Nachweis von Bor, Blei und Lanthan verwendet.
Verwenden
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.