Grundinformationen
- Standard-SMILES
O=C1c2ccccc2C(=O)c2c(O)c(O)cc(O)c21- InChIKey
BBNQQADTFFCFGB-UHFFFAOYSA-N- Summenformel
- C14H8O5
- Durchschnittliche Molmasse
- 256,21 g/mol
- Monoisotopische Masse
- 256,03717336
Überblick
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.
Namen und Bezeichner
- Bevorzugter Name
- Purpurin anthraquinone
- IUPAC
- 1,2,4-trihydroxyanthracene-9,10-dione
- Lokaler Name
- 1,2,4-Trihydroxyanthrachinon
- Englischer Name
- PURPURIN
- Summenformel
- C14H8O5
- Molmasse
- 256.21
Namen und Synonyme
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
Weitere Namen anzeigen
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%)
Datenbank-Bezeichner
- 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
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,9
- Polarare Oberfläche (TPSA)
- 94,8 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 19
- Formalladung
- 0
- Komplexität
- 407
Experimentelle und physikochemische Eigenschaften
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]
Physikochemische Eigenschaften
- Schmelzpunkt
- 253 · 253-256 °C(lit.)
- Siedepunkt
- 359.45 °C · 359.45°C (rough estimate)
- Dichte
- 1.659 · 1.659
- Brechungsindex
- 1.4825 · 1.4825 (estimate)
- Flammpunkt
- 113 °C · 113 °C
- storage temp.
- Inert atmosphere,Room Temperature
- Löslichkeit
- DMSO (Slightly), Methanol (Slightly, Heated)
- pka
- 7.05 · 7.05±0.20(Predicted)
- Aggregatzustand
- Powder
- Farbe
- Brown-red to brown
- Wasserlöslichkeit
- 6.405 mg/L · 6.405mg/L(25 ºC)
- Merck
- 14 · 14,7945
- BRN
- 1887127 · 1887127
- Major Application
- 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
- 4.6 · 4.600 (est)
- CAS Datenbank
- 81 · 81-54-9
- EPA chemische Informationen
- Purpurin (81-54-9)
Sicherheit und Regulatorisches
GHS-Klassifizierung
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.
Gefahrenhinweise
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%)
Sicherheitsdaten
- wgk
- 3
- hs_code
- 29146990
- RTECS-Nr.
- CB8200000
- risk_code
- 36/37/38-34-11
- hazard_code
- Xi,C,F
- safety_code
- 26-36-45-36/37/39-16
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
Chemie und Industrie
Pharmakologische Informationen
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.
Verwendung und Herstellung
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]
Anwendungen
BeschreibungDas 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.
VerwendenPurpurin 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.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Nachgelagerte Produkte
Ergänzende Hinweise
DefinitionChEBI: 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.
Zugehörige Reaktionen
3
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