| Identification | Back Directory | [Name]
3-[2-(3-Hydroxy-5-methoxyphenyl)ethyl]-6-methoxy-2-(3-methyl-2-butenyl)phenol | [CAS]
70677-47-3 | [Synonyms]
Canniprene
3-[2-(3-Hydroxy-5-methoxyphenyl)ethyl]-6-methoxy-2-(3-methyl-2-butenyl)phenol
Phenol, 3-[2-(3-hydroxy-5-methoxyphenyl)ethyl]-6-methoxy-2-(3-methyl-2-buten-1-yl)- | [Molecular Formula]
C21H26O4 | [MOL File]
70677-47-3.mol | [Molecular Weight]
342.43 |
| Chemical Properties | Back Directory | [Boiling point ]
500.3±45.0 °C(Predicted) | [density ]
1.128±0.06 g/cm3(Predicted) | [form ]
Solid | [pka]
9.63±0.10(Predicted) | [color ]
White to off-white |
| Hazard Information | Back Directory | [Uses]
Canniprene, an isoprenylated bibenzyl unique to Cannabis sativa, is a potent inhibitor of 5-lipoxygenase (5-LO) activity (IC50=0.4 μM) and cyclooxygenase/microsomal prostaglandin E2 synthase (PGE2; IC50=10 μM). Canniprene inhibits the production of inflammatory eicosanoids and affects the generation of prostaglandins[1]. | [IC 50]
5-LO: 0.4 μM (IC50); PGE2: 10 μM (IC50) | [References]
[1] Allegrone G, et al. The Bibenzyl Canniprene Inhibits the Production of Pro-Inflammatory Eicosanoids and Selectively Accumulates in Some Cannabis sativa Strains. J Nat Prod. 2017 Mar 24;80(3):731-734. DOI:10.1021/acs.jnatprod.6b01126 |
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