Cannabaceae

4′,7-Dihydroxyflavone
Chemical structure of 4′,7-dihydroxyflavone
Names
IUPAC name
4′,7-Dihydroxyflavone
Systematic IUPAC name
7-Hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
Other names
7,4′-Dihydroxyflavone
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • InChI=1S/C15H10O4/c16-10-3-1-9(2-4-10)14-8-13(18)12-6-5-11(17)7-15(12)19-14/h1-8,16-17H
    Key: LCAWNFIFMLXZPQ-UHFFFAOYSA-N
  • InChI=1/C15H10O4/c16-10-3-1-9(2-4-10)14-8-13(18)12-6-5-11(17)7-15(12)19-14/h1-8,16-17H
    Key: LCAWNFIFMLXZPQ-UHFFFAOYAD
  • C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C=C(C=C3)O)O
Properties
C15H10O4
Molar mass 254.241 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

4′,7-Dihydroxyflavone is a flavone. It is found in Medicago truncatula in relation with the root nodulation symbiont Sinorhizobium meliloti[1] or in seeds of Sophora viciifolia.[2]

Like many other flavonoids, 4′,7-dihydroxyflavone has been found to possess activity at opioid receptors in vitro.[3] Specifically, it acts as an antagonist of the μ-opioid receptor and, with lower affinity, of the κ- and δ-opioid receptors.[3]

See also

[edit]
  • Pratol (7-hydroxy-4′-methoxyflavone) is the O-methylated form of the molecule.

References

[edit]
  1. ^ Zhang, Juan; Subramanian, Senthil; Stacey, Gary; Yu, Oliver (2009). "Flavones and flavonols play distinct critical roles during nodulation of Medicago truncatula by Sinorhizobium meliloti". The Plant Journal. 57 (1): 171–83. doi:10.1111/j.1365-313X.2008.03676.x. PMID 18786000.
  2. ^ Wang, X; Li, J; Wei, L; Ohmiya, S (1996). "Flavone constituents in the seeds of Sophora vicii folia Hance". Zhongguo Zhong Yao Za Zhi = Zhongguo Zhongyao Zazhi = China Journal of Chinese Materia Medica (in Chinese). 21 (3): 165–6, 191. PMID 9206257.
  3. ^ a b Katavic PL, Lamb K, Navarro H, Prisinzano TE (August 2007). "Flavonoids as opioid receptor ligands: identification and preliminary structure-activity relationships". J. Nat. Prod. 70 (8): 1278–82. doi:10.1021/np070194x. PMC 2265593. PMID 17685652.


One thought on “Cannabaceae

  1. Well, that’s interesting to know that Psilotum nudum are known as whisk ferns. Psilotum nudum is the commoner species of the two. While the P. flaccidum is a rare species and is found in the tropical islands. Both the species are usually epiphytic in habit and grow upon tree ferns. These species may also be terrestrial and grow in humus or in the crevices of the rocks.
    View the detailed Guide of Psilotum nudum: Detailed Study Of Psilotum Nudum (Whisk Fern), Classification, Anatomy, Reproduction

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