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morindone
Sign in to saveAlso known as 1,2,5-trihydroxy-6-methyl-9,10-anthracenedione
Morindone is an anthraquinone compound obtained from various Morinda species, especially M. tinctoria, but also M. citrifolia. Its principal use is as a dye, but it has also been investigated for anticancer and microbial uses.
Chemical data
- Formula
- C15H10O5
- Molecular weight
- 270.24 g/mol
- IUPAC name
- 1,2,5-trihydroxy-6-methylanthracene-9,10-dione
- SMILES
- CC1=C(C2=C(C=C1)C(=O)C3=C(C2=O)C=CC(=C3O)O)O
- InChIKey
- BATFHSIVMJJJAF-UHFFFAOYSA-N
- XLogP
- 3.3
- Polar surface area
- 94.8 Ų
- H-bond donors
- 3
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 270.052823
Show 4 more facts
- found in taxon
- Morinda citrifolia
- Commons category
- Morindone
- chemical formula
- C₁₅H₁₀O₅
- canonical SMILES
- CC1=C(C2=C(C=C1)C(=O)C3=C(C2=O)C=CC(=C3O)O)O
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
3 sectionsContents
- Preparation
- Use as a dye
- References
Morindone is an anthraquinone compound obtained from various Morinda species, especially M. tinctoria, but also M. citrifolia. Its principal use is as a dye, but it has also been investigated for anticancer and microbial uses.
== Preparation == Morindone is obtained from the root bark of M. tinctoria or related species in two stages. In the first step, small roots of immature plants are boiled in alcohol to obtain morindin, a yellowish substance which can also be used in dyeing. Further heating brings about hydrolysis of two glucose monomers through sublimation, leaving intensely red crystals.
Excerpted from Wikipedia’s “morindone” article, available under the CC BY-SA 4.0 licence.