Structure via PubChem · Public domain (PubChem)
purpurin
Sign in to saveAlso known as hydroxylizaric acid, purpurine, 1,2,4-trihydroxyanthraquinone, 1,2,4-Trihydroxyanthrachinon, 1,2,4-trihydroxy-9,10-anthracenedione, 1,2,4-trihydroxyanthra-9,10-quinone, 1,2,4-trihydroxy-9,10-anthraquinone, Pr
1,2,4-Trihydroxyanthraquinone, commonly called purpurin, is an anthraquinone. It is a naturally occurring red/yellow dye. It is formally derived from 9,10-anthraquinone by replacement of three hydrogen atoms by hydroxyl (OH) groups.
Chemical data
- Formula
- C14H8O5
- Molecular weight
- 256.21 g/mol
- IUPAC name
- 1,2,4-trihydroxyanthracene-9,10-dione
- SMILES
- C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=C(C=C3O)O)O
- InChIKey
- BBNQQADTFFCFGB-UHFFFAOYSA-N
- XLogP
- 2.9
- Polar surface area
- 94.8 Ų
- H-bond donors
- 3
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
336 papers- Purpurin suppresses atopic dermatitis via TNF-α/IFN-γ-induced inflammation in HaCaT cells.International journal of immunopathology and pharmacology · 2022
- Purpurin: A natural anthraquinone with multifaceted pharmacological activities.Phytotherapy research : PTR · 2021
- Purpurin ameliorates D-galactose-induced aging phenotypes in mouse hippocampus by reducing inflammatory responses.Neurochemistry international · 2023
- Purpurin as a promising anticancer agent: A review of preclinical evidence.Fitoterapia · 2026
- The Effective Treatment of Purpurin on Inflammation and Adjuvant-Induced Arthritis.Molecules (Basel, Switzerland) · 2023
via PubMed
Wikidata facts
- Mass
- 256.037
- Image
- Purpurin powder crop.jpg
- Has use
- dye
Show 4 more facts
- found in taxon
- Galium rubioides
- chemical formula
- C₁₄H₈O₅
- canonical SMILES
- C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=C(C=C3O)O)O
- Commons category
- Purpurin
Sources (2)
via Wikidata · CC0
~3 min read
Encyclopedic overview
6 sectionsContents
- History
- Natural occurrence
- Properties
- Uses
- See also
- References
1,2,4-Trihydroxyanthraquinone, commonly called purpurin, is an anthraquinone. It is a naturally occurring red/yellow dye. It is formally derived from 9,10-anthraquinone by replacement of three hydrogen atoms by hydroxyl (OH) groups.
Purpurin is also called verantin, smoke Brown G, hydroxylizaric acid, and C.I. 58205. It is a minor component of the classical lake pigment "madder lake" or Rose Madder.
Excerpted from Wikipedia’s “purpurin” article, available under the CC BY-SA 4.0 licence.