Velutin

Velutin
Names
	IUPAC name 4′,5-Dihydroxy-3′,7-dimethoxyflavone
	Systematic IUPAC name 5-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-1-benzopyran-4-one
	Other names Flavoyadorigenin B
Identifiers
CAS Number	25739-41-7 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:177047;
ChEMBL	ChEMBL508292;
ChemSpider	4576639;
PubChem CID	5464381;
UNII	CT1Q4E0I0W ;
CompTox Dashboard (EPA)	DTXSID90180421 ;
	InChI InChI=1S/C17H14O6/c1-21-10-6-12(19)17-13(20)8-14(23-16(17)7-10)9-3-4-11(18)15(5-9)22-2/h3-8,18-19H,1-2H3 Key: ROCUOVBWAWAQFD-UHFFFAOYSA-N; InChI=1/C17H14O6/c1-21-10-6-12(19)17-13(20)8-14(23-16(17)7-10)9-3-4-11(18)15(5-9)22-2/h3-8,18-19H,1-2H3 Key: ROCUOVBWAWAQFD-UHFFFAOYAA;
	SMILES COC1=CC(=C2C(=C1)OC(=CC2=O)C3=CC(=C(C=C3)O)OC)O;
Properties
Chemical formula	C17H14O6
Molar mass	314.293 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

Velutin is a chemical compound isolated from Xylosma velutina^[1] and açaí fruit.^[2] It is classified as a flavone.

Velutin has various biological activities, such as skin whitening (anti-melanogenic) effects, as well as potential anti-inflammatory, anti-allergic, antioxidant, and antimicrobial activities.^[3]

References

↑ Chang, P. T. Otto; Cordell, Geoffrey A.; Fong, Harry H. S.; Farnsworth, Norman R. (1 January 1977). "Velutinic acid, a new friedelane derivative from Xylosma velutina (Flacourtiaceae)". Phytochemistry. 16 (9): 1443–1445. Bibcode:1977PChem..16.1443C. doi:10.1016/S0031-9422(00)88804-4.
↑ Xie, C; Kang, J; Li, Z; Schauss, A. G.; Badger, T. M.; Nagarajan, S; Wu, T; Wu, X (2012). "The açaí flavonoid velutin is a potent anti-inflammatory agent: Blockade of LPS-mediated TNF-α and IL-6 production through inhibiting NF-κB activation and MAPK pathway". The Journal of Nutritional Biochemistry. 23 (9): 1184–91. doi:10.1016/j.jnutbio.2011.06.013. PMID 22137267.
↑ Jung, Se-Hui; Heo, Hee-Young; Choe, Jung-Won; Kim, Jaehyun; Lee, Kooyeon (2021-05-19). "Anti-Melanogenic Properties of Velutin and Its Analogs". Molecules (Basel, Switzerland). 26 (10): 3033. doi:10.3390/molecules26103033. ISSN 1420-3049. PMC 8160911. PMID 34069624.

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[1] Chang, P. T. Otto; Cordell, Geoffrey A.; Fong, Harry H. S.; Farnsworth, Norman R. (1 January 1977). "Velutinic acid, a new friedelane derivative from Xylosma velutina (Flacourtiaceae)". Phytochemistry. 16 (9): 1443–1445. Bibcode:1977PChem..16.1443C. doi:10.1016/S0031-9422(00)88804-4.

[2] Xie, C; Kang, J; Li, Z; Schauss, A. G.; Badger, T. M.; Nagarajan, S; Wu, T; Wu, X (2012). "The açaí flavonoid velutin is a potent anti-inflammatory agent: Blockade of LPS-mediated TNF-α and IL-6 production through inhibiting NF-κB activation and MAPK pathway". The Journal of Nutritional Biochemistry. 23 (9): 1184–91. doi:10.1016/j.jnutbio.2011.06.013. PMID 22137267.

[3] Jung, Se-Hui; Heo, Hee-Young; Choe, Jung-Won; Kim, Jaehyun; Lee, Kooyeon (2021-05-19). "Anti-Melanogenic Properties of Velutin and Its Analogs". Molecules (Basel, Switzerland). 26 (10): 3033. doi:10.3390/molecules26103033. ISSN 1420-3049. PMC 8160911. PMID 34069624.

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References