ChemicalBook > Product Catalog > Natural Products > Lignans > 4-[Tetrahydro-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-hydroxymethylfuran-2-yl]-1,2-benzenediol
4-[Tetrahydro-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-hydroxymethylfuran-2-yl]-1,2-benzenediol
4-[Tetrahydro-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-hydroxymethylfuran-2-yl]-1,2-benzenediol Basic information
- Product Name:
- 4-[Tetrahydro-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-hydroxymethylfuran-2-yl]-1,2-benzenediol
- Synonyms:
-
- 4-[Tetrahydro-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-hydroxymethylfuran-2-yl]-1,2-benzenediol
- Taxiresinol
- 1,2-Benzenediol, 4-[(2S,3R,4R)-tetrahydro-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)-2-furanyl]-
- CAS:
- 40951-69-7
- MF:
- C19H22O6
- MW:
- 346.37
- Mol File:
- 40951-69-7.mol
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4-[Tetrahydro-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-hydroxymethylfuran-2-yl]-1,2-benzenediol Chemical Properties
- Melting point:
- 157-158 °C(Solv: methanol (67-56-1))
- Boiling point:
- 590.3±50.0 °C(Predicted)
- Density
- 1.331±0.06 g/cm3(Predicted)
- pka
- 9.60±0.10(Predicted)
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4-[Tetrahydro-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-hydroxymethylfuran-2-yl]-1,2-benzenediol Usage And Synthesis
Uses
Taxiresinol is an orally active and potent lignan, that can be isolated from the heartwood of Taxus baccata. Taxiresinol shows significant antinociceptive activity[1].
in vivo
Taxiresinol (100 mg/kg, oral administration, once) shows significant antinociceptive activity against p-benzoquinone-induced abdominal contractions in mice[1].
| Animal Model: | Male Swiss albino mice (20-25 g)[1] |
| Dosage: | 100 mg/kg |
| Administration: | Oral administration, sixty minutes after the oral administration of test sample, the mice were intraperitoneally injected with 0.1 ml/10 g body weight of 2.5% (v/v) p-benzoquinone solution in distilled H2O. |
| Result: | Showed significant antinociceptive activity against p-benzoquinone-induced abdominal contractions (writhing movements) in mice, with a inhibitory ratio of 37.8%. |
References
[1] Küpeli E, et al. Anti-inflammatory and antinociceptive activity of taxoids and lignans from the heartwood of Taxus baccata L. J Ethnopharmacol. 2003 Dec;89(2-3):265-70. DOI:10.1071/bi9760365
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