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Catenarin

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Chemical compound

Catenarin
Skeletal formula of catenarin
Skeletal formula of catenarin
Names
Preferred IUPAC name 1,4,5,7-tetrahydroxy-2-methylanthracene-9,10-dione
Other names
  • 4-Hydroxyemodin
  • Katenarin
  • Caterarin
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C15H10O6/c1-5-2-8(17)11-12(13(5)19)14(20)7-3-6(16)4-9(18)10(7)15(11)21/h2-4,16-19H,1H3Key: VWDXGKUTGQJJHJ-UHFFFAOYSA-N
SMILES
  • CC1=CC(=C2C(=C1O)C(=O)C3=C(C2=O)C(=CC(=C3)O)O)O
Properties
Chemical formula C15H10O6
Molar mass 286.239 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Catenarin is a derivative chemical compound of anthraquinone. Its formula is C15H10O6. It is a natural product.

Occurrence

Catenarin has been identified in plants and fungi from various genera, including Pyrenophora, Ventilago, Aspergillus, and Talaromyces.

References

  1. Yang WC, Shen MY, Jang YS, Chen ZW, Chang C (May 1, 2012). "Catenarin, an anthraquinone compound, inhibits CXCR4 and CCR5 pathways to protect against type 1 diabetes in NOD mice (72.1)". The Journal of Immunology. 188 (1_Supplement): 72.1. doi:10.4049/jimmunol.188.Supp.72.1. ISSN 0022-1767.
  2. Martorell M, Castro N, Victoriano M, Capó X, Tejada S, Vitalini S, et al. (September 20, 2021). "An Update of Anthraquinone Derivatives Emodin, Diacerein, and Catenarin in Diabetes". Evidence-based Complementary and Alternative Medicine : ECAM. 2021: 3313419. doi:10.1155/2021/3313419. PMC 8476274. PMID 34589130.
  3. Engström K, Brishammar S, Svensson C, Bengtsson M, Andersson R (March 1, 1993). "Anthraquinones from some Drechslera species and Bipolaris sorokiniana". Mycological Research. 97 (3): 381–384. doi:10.1016/S0953-7562(09)81142-8. ISSN 0953-7562.
  4. Lin LC, Chou CJ, Kuo YC (May 2001). "Cytotoxic principles from Ventilago leiocarpa". Journal of Natural Products. 64 (5): 674–676. doi:10.1021/np000569d. ISSN 0163-3864. PMID 11374975.
  5. Arai K, Aoki Y, Yamamoto Y (1989). "Asperinines A and B, Dimeric Tetrahydroanthracene Derivatives from Aspergillus ruber". Chemical & Pharmaceutical Bulletin. 37 (3): 621–625. doi:10.1248/cpb.37.621.
  6. Du L, Zhu T, Liu H, Fang Y, Zhu W, Gu Q (December 1, 2008). "Cytotoxic Polyketides from a Marine-derived Fungus Aspergillus glaucus". Journal of Natural Products. 71 (11): 1837–1842. doi:10.1021/np800303t. ISSN 0163-3864. PMID 18986198.
  7. Bu'Lock JD, Smith JR (January 1, 1968). "Modified anthraquinones from Penicillium islandicum". Journal of the Chemical Society C: Organic: 1941–1943. doi:10.1039/J39680001941. ISSN 0022-4952.
  8. van Eijk GW (May 1, 1973). "Anthraquinones in the fungus Talaromyces stipitatus". Experientia. 29 (5): 522–523. doi:10.1007/BF01926640. ISSN 0014-4754. PMID 4730274.


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