| Identification | Back Directory | [Name]
Dihydroresveratrol | [CAS]
58436-28-5 | [Synonyms]
Dihydroresveratol
Dihydroresveratrol
a, b-Dihydroresveratrol
3,3',5-trihydroxybibenzyl
3,4',5-Trihydroxybibenzyl
3,5,4'-Trihydroxybibenzyl
α,β-Dihydrostilbene-3,4',5-triol
4-[2-(3,5-Dihydroxyphenyl)ethyl]phenol
5-[2-(4-Hydroxyphenyl)ethyl]benzene-1,3-diol
5-[2-(4-hydroxyphenyl)ethyl]-1,3-benzenediol
Resveratrol Impurity 12（Dihydro Resveratrol）
1,3-Benzenediol, 5-[2-(4-hydroxyphenyl)ethyl]- | [Molecular Formula]
C14H14O3 | [MDL Number]
MFCD11974971 | [MOL File]
58436-28-5.mol | [Molecular Weight]
230.26 |
| Chemical Properties | Back Directory | [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). | [form ]
solid | [pka]
9.51±0.10(Predicted) | [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. |
| Hazard Information | Back Directory | [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. | [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 |
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