Dihydro-resveratrol

Dihydro-resveratrol is a dihydrostilbenoid found in wine.[1][2] It is also a metabolite of trans-resveratrol formed in the intestine by the hydrogenation of the double bond by microflora.[3] It is also a non-cannabinoid estrogenic compound found in cannabis.[4]

Dihydro-resveratrol
Chemical structure of dihydro-resveratrol
Names
Preferred IUPAC name
5-[2-(4-Hydroxyphenyl)ethyl]benzene-1,3-diol
Other names
Dihydroresveratrol
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.122.692
KEGG
UNII
  • InChI=1S/C14H14O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h3-9,15-17H,1-2H2
    Key: HITJFUSPLYBJPE-UHFFFAOYSA-N
  • C1=CC(=CC=C1CCC2=CC(=CC(=C2)O)O)O
Properties
C14H14O3
Molar mass 230.263 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

References
  1. Gakh, Andrei A.; Anisimova, Natalia Yu; Kiselevsky, Mikhail V.; Sadovnikov, Sergey V.; Stankov, Ivan N.; Yudin, Mikhail V.; Rufanov, Konstantin A.; Krasavin, Mikhail Yu; Sosnov, Andrey V. (2010). "Dihydro-resveratrol—A potent dietary polyphenol". Bioorganic & Medicinal Chemistry Letters. 20 (20): 6149–51. doi:10.1016/j.bmcl.2010.08.002. PMID 20813524.
  2. Montes, R; García-López, M; Rodríguez, I; Cela, R (2010). "Mixed-mode solid-phase extraction followed by acetylation and gas chromatography mass spectrometry for the reliable determination of trans-resveratrol in wine samples". Analytica Chimica Acta. 673 (1): 47–53. doi:10.1016/j.aca.2010.05.021. PMID 20630177.
  3. Juan, M. Emília; Alfaras, Irene; Planas, Joana M. (2010). "Determination of Dihydroresveratrol in Rat Plasma by HPLC". Journal of Agricultural and Food Chemistry. 58 (12): 7472–5. doi:10.1021/jf100836j. PMID 20509689.
  4. J. Elks, C. R. Ganellin book.
  • El-Feraly, Farouk S. (1984). "Isolation, Characterization, and Synthesis of 3,5,4'-Trihydroxybibenzyl from Cannabis sativa". Journal of Natural Products. 47: 89–92. doi:10.1021/np50031a011.


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