Dihydroresveratrol Chemical Properties

Melting point:

155-157°C

Boiling point:

430.3±14.0 °C(Predicted)

Density 

1.291±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Soluble in DMSO (up to 40 mg/ml) or in Ethanol (up to 30 mg/ml).

pka

9.51±0.10(Predicted)

form 

solid

color 

Off-white

Stability:

Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month.

Dihydroresveratrol Usage And Synthesis

Description

Dihydroresveratrol (58436-28-5) is a metabolite of resveratrol produced by gut microbiota.1-3?Glucoronide conjugates are found in human urine after oral intake of resveratrol-containing dietary supplements.4?Dihydroresveratrol glucoside is a potent melanogenesis inhibitor in B16F0 melanoma cells.5?Inactive analog of resveratrol in induction of premature senescence.6

Uses

Dihydroresveratrol is a major metabolite of resveratrol that is produced by animal-associated bacteria, including the gut microbiota. Dihydroresveratrol and dihydroresveratrol monosulfate are detectable in urine. The physiological effects of dihydroresveratrol have not been investigated.

Uses

Dihydroresveratrol is a natural phytoestrogen.

Definition

ChEBI: Dihydroresveratrol is a stilbenol that is 1,1'-ethane-1,2-diyldibenzene with hydroxy groups at positions 1, 3 and 4'. It has a role as a xenobiotic metabolite and a plant metabolite.

References

1) Jung?et al.?(2009),?Interaction of dietary resveratrol with animal-associated bacteria; FEMS Microbiol. Lett.,?297?266 2) Bode?et al.?(2013),?In vivo and in vitro metabolism of trans-resveratrol by human gut microbiota; Am. J. Clin. Nutr.,?97?295 3) Jarosova?et al.?(2019),?Metabolism of Stilbenoids by Human Faecal Microbiota; Molecules,?24?E1155 4) Radco?et al.?(2013),?Semi-preparative isolation of dihydroresveratrol-3-O-?-d-glucuronide and four resveratrol conjugates from human urine after oral intake of a resveratrol-containing dietary supplement; J. Chromatogr. B Analyt. Technol. Biomed. Life Sci., 930?54 5) Oode?et al.?(2014),?Synthesis of dihydroresveratrol glycosides and evaluation of their activity against melanogenesis in B16F0 melanoma cells; Eur. J. Med. Chem.,?87?862 6) Faragher?et al.?(2011),?Resveratrol, but not dihydroresveratrol, induces premature senescence in primary human fibroblasts; Age (Dordr.),?33?555

Dihydroresveratrol(58436-28-5)Related Product Information

• CIS-TRIMETHOXY STILBENE
• trans Resveratrol 3-O-β-D-Glucuronide
• Resveratrol-3-4'-Disulfate
• 3,4',5-TRIMETHOXY-TRANS-STILBENE
• Punicalagin
• 1,3,6-TRI-O-GALLOYL-B-D-GLUCOSE
• (-)-Epigallocatechin gallate
• punicalin
• L-Epicatechin
• (-)-Epigallocatechin
• (-)-EGCG-3''-O-ME
• 1,2,3,4,6-PENTA-O-GALLOYL-BETA-D-GLUCOPYRANOSE
• (+)-GALLOCATECHIN
• (-)-Epicatechin gallate
• Resveratrol
• Azo-Resveratrol
• trans/cis Resveratrol-D4
• Oxyresveratrol