Flavipin

Flavipin
Names
	Preferred IUPAC name 3,4,5-Trihydroxy-6-methylbenzene-1,2-dicarbaldehyde
	Other names 3,4,5-Trihydroxy-6-methylphthalaldehyde; HY-N10295; ;
Identifiers
CAS Number	483-53-4 ;
3D model (JSmol)	Interactive image;
ChemSpider	2340768;
PubChem CID	3083587;
CompTox Dashboard (EPA)	DTXSID50197479;
	InChI InChI=1S/C9H8O5/c1-4-5(2-10)6(3-11)8(13)9(14)7(4)12/h2-3,12-14H,1H3 Key: COJARPHAKVBMFD-UHFFFAOYSA-N;
	SMILES CC1=C(C(=C(C(=C1O)O)O)C=O)C=O;
Properties
Chemical formula	C9H8O5
Molar mass	196.158 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Flavipin is a phototoxic, antibiotic and antifungal metabolite with the molecular formula C₉H₈O₅ which is produced by the fungi Aspergillus flavipes, Epicoccum nigrum and Epicoccum andropogonis.^[1]^[2]^[3] Flavipin is also a potent antioxidant.^[4]

References

^ Mücke, Wolfgang; Lemmen, Christa (2004). Schimmelpilze: Vorkommen, Gesundheitsgefahren, Schutzmaßnahmen (in German). ecomed-Storck GmbH. p. 30. ISBN 978-3-609-68001-9.
^ "Flavipin". Pubchem.ncbi.NLM.nih.gov.
^ Bamford, P.C.; Norris, G.L.F.; Ward, G. (September 1961). "Flavipin production by Epicoccum spp". Transactions of the British Mycological Society. 44 (3): 354–356. doi:10.1016/S0007-1536(61)80028-4.
^ Ye, Yonghao; Xiao, Yu; Ma, Liang; Li, Hongxia; Xie, Zhenglu; Wang, Minghua; Ma, Haitian; Tang, Huaiwu; Liu, Junyan (August 2013). "Flavipin in Chaetomium globosum CDW7, an endophytic fungus from Ginkgo biloba, contributes to antioxidant activity". Applied Microbiology and Biotechnology. 97 (16): 7131–7139. doi:10.1007/s00253-013-5013-8. PMID 23740314. S2CID 1246044.

Korzybski, Tadeusz; Kowszyk-Gindifer, Zuzanna; Kurylowicz, Wlodzimierz (3 September 2013). Antibiotics: Origin, Nature and Properties. Elsevier. p. 1285. ISBN 978-1-4832-2304-9.
Abdel-Azeem, Ahmed M. (2021). Industrially Important Fungi for Sustainable Development: Volume 2: Bioprospecting for Biomolecules. Springer Nature. p. 135. ISBN 978-3-030-85603-8.
Lloyd, D. (6 December 2012). Topics in Carbocyclic Chemistry: Volume One. Springer Science & Business Media. p. 90. ISBN 978-1-4684-8270-6.
Nitao, James; Meyer, Susan; Chitwood, David; Schmidt, Walter; Oliver, James (2002). "Isolation of flavipin, a fungus compound antagonistic to plant-parasitic nematodes". Nematology. 4 (1): 55–63. doi:10.1163/156854102760082203.

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