Chromone

title: "Chromone" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["chromones"] topic_path: "general/chromones" source: "https://en.wikipedia.org/wiki/Chromone" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 399524554 | ImageFile= chromone.svg | ImageSize= 150px | IUPACName= Chromen-4-one | PIN = 4H-1-Benzopyran-4-one | OtherNames=4-Chromone; 1,4-Benzopyrone; 4H-Chromen-4-one; Benzo-gamma-pyrone; 1-Benzopyran-4-one; 4H-Benzo(b)pyran-4-one |Section1={{Chembox Identifiers | CASNo_Ref = | CASNo=491-38-3 | UNII_Ref = | UNII = 20C556MJ76 | PubChem=10286 | ChEBI_Ref = | ChEBI = 72013 | ChEMBL_Ref = | ChEMBL = 13311 | SMILES = O=C1C=COc2ccccc12 | ChemSpiderID_Ref = | ChemSpiderID = 9866 | InChI = 1/C9H6O2/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-6H | InChIKey = OTAFHZMPRISVEM-UHFFFAOYAY | StdInChI_Ref = | StdInChI = 1S/C9H6O2/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-6H | StdInChIKey_Ref = | StdInChIKey = OTAFHZMPRISVEM-UHFFFAOYSA-N |Section2={{Chembox Properties | C=9 | H=6 | O=2 | Appearance= | Density= | MeltingPt= | BoilingPt= | Solubility= | pKa=−2.0 (of conjugate acid) |Section3={{Chembox Hazards | MainHazards= | FlashPt= | AutoignitionPt =
Chromone (or 1,4-benzopyrone) is a derivative of benzopyran with a substituted keto group on the pyran ring. It is an isomer of coumarin.
Derivatives of chromone are collectively known as chromones. Most, though not all, chromones are also phenylpropanoids.
Examples
- 6,7-dimethoxy-2,3-dihydrochromone has been isolated from Sarcolobus globosus.
- Altechromone A can be isolated from fungi such as Alternaria sp.
- Eucryphin, a chromone rhamnoside, can be isolated from the bark of Eucryphia cordifolia.
- Cromolyn (disodium cromoglicate) was found to inhibit antigen challenge as well as stress induced symptoms. Cromoglicate is used as a mast cell stabilizer in allergic rhinitis, asthma and allergic conjunctivitis.
- Nedocromil sodium was found to have a somewhat longer half-life than cromolyn; however, production was discontinued in the US in 2008.
- Xanthone with a second aromatic ring.
References
References
- Königs, P.. (2010-12-27). "Structural Revision and Synthesis of Altechromone A". Journal of Natural Products.
- Eucryphin, a new chromone rhamnoside from the bark of Eucryphia cordifolia. R. Tschesche, S. Delhvi, S. Sepulveda and E. Breitmaier, Phytochemistry, Volume 18, Issue 5, 1979, pages 867–869, {{doi. 10.1016/0031-9422(79)80032-1
- HOWELL, J.B. & ALTOUNYAN, R.E. (1967). A double-blind trial of disodium cromoglycate in the treatment of allergic bronchial asthma. Lancet, 2, 539–542. [https://www.ncbi.nlm.nih.gov/entrez/query.fcgi?holding=npg&cmd=Retrieve&db=PubMed&list_uids=4166895&dopt=Abstract Abstract]
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