1,2,4-trihydroxy-9,10-dihydroanthracene-9,10-dione

• ChemBase ID: 87138
• Molecular Formular: C14H8O5
• Molecular Mass: 256.21032
• Monoisotopic Mass: 256.03717336
• SMILES: O=C1c2ccccc2C(=O)c2c1c(c(cc2O)O)O
• Canonical SMILES: Oc1c(O)cc(c2c1C(=O)c1ccccc1C2=O)O
• InChI: 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,2,4-trihydroxy-9,10-dihydroanthracene-9,10-dione
• IUPAC Traditional name: purpurin
• Synonyms: Purpurin; 1,2,4-trihydroxyanthracene-9,10-dione; Purpurin(e); Hydroxylizaric acid; 1,2,4-Trihydroxyanthraquinone; 1,2,4-Trihydroxyanthraquinone; Purpurin; 1,2,4-三羟基蒽醌; 红紫素

Database IDs

• CAS Number: 81-54-9
• EC Number: 201-359-8
• MDL Number: MFCD00001203
• Beilstein Number: 1887127
• PubChem SID: 162074254; 24888018; 24853730
• PubChem CID: 6683
• CHEBI ID: 8645
• CHEMBL: 294264
• Chemspider ID: 6431
• KEGG ID: C10395
• Wikipedia Title: 1,2,4-Trihydroxyanthraquinone
• Color Index Number: 58205

CALCULATED PROPERTIES

• Acid pKa: 7.6374583
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 3.3048828
• LogD (pH = 7.4): 3.1116414
• Log P: 3.30801
• Molar Refractivity: 67.0937 cm^3
• Polarizability: 25.160154 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 253-256 °C(lit.); 259°C
• Flash Point: 113 °C; 235.4 °F
• Absorption Wavelength: λmax 515 nm; λmax 521 nm (2nd)

Safety Information

• RTECS: CB8200000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: Dye Content ~90%
• Grade: for spectrophotometric det. (of B, Pb)
• Compostion: Dye content, 90%
• Impurities: 1-3% DMF
• Empirical Formula (Hill Notation): C14H8O5
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 02156433

C.I. 58205
Dye content: ∼ 90%

Sigma Aldrich - 82631

Other Notes
Complexing agent for the spectrophotometric detm. of metals, e.g. La and Pb1,2

Sigma Aldrich - 229148

Application
Nuclear stain in histology
Packaging
5 g in glass bottle