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1177-14-6

1177-14-6 structure
1177-14-6 structure
  • Name: DL-Syringaresinol
  • Chemical Name: 4,4'-(1S,3aR,4S,6aR)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbi s(2,6-dimethoxyphenol)
  • CAS Number: 1177-14-6
  • Molecular Formula: C22H26O8
  • Molecular Weight: 418.437
  • Catalog: Natural product Lignans
  • Create Date: 2016-08-21 01:15:45
  • Modify Date: 2024-01-12 16:16:39
  • DL-Syringaresinol ((±)-Syringaresinol), a lignin, inhibits UVA-induced upregulation of MMP-1 by suppressing MAPK/AP-1 signaling in human HaCaT keratinocytes and dermal fibroblasts (HDFs). DL-Syringaresinol has antiphotoaging properties against UVA-induced skin aging. DL-Syringaresinol exhibits weak antimycobacterial activity against Mycobacterium tuberculosis H37Rv[1][2].

Name 4,4'-(1S,3aR,4S,6aR)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbi s(2,6-dimethoxyphenol)
Synonyms syringaresinol
Phenol, 4,4'-[(1R,3aS,4R,6aS)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis[2,6-dimethoxy-
4,4'-(1S,3aR,4S,6aR)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(2,6-dimethoxyphenol)
Phenol, 4,4'-[(1S,3aR,4S,6aR)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis[2,6-dimethoxy-
4,4'-(1R,3aS,4R,6aS)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(2,6-dimethoxyphenol)
Description DL-Syringaresinol ((±)-Syringaresinol), a lignin, inhibits UVA-induced upregulation of MMP-1 by suppressing MAPK/AP-1 signaling in human HaCaT keratinocytes and dermal fibroblasts (HDFs). DL-Syringaresinol has antiphotoaging properties against UVA-induced skin aging. DL-Syringaresinol exhibits weak antimycobacterial activity against Mycobacterium tuberculosis H37Rv[1][2].
Related Catalog
References

[1]. Su-Yen Chang, et al. Antimycobacterial butanolides from the root of Lindera akoensis. Chem Biodivers. 2008 Dec;5(12):2690-8.  

[2]. Jung Hwan Oh, et al. Syringaresinol Inhibits UVA-Induced MMP-1 Expression by Suppression of MAPK/AP-1 Signaling in HaCaT Keratinocytes and Human Dermal Fibroblasts. Int J Mol Sci. 2020 Jun 1;21(11):3981.  

Density 1.3±0.1 g/cm3
Boiling Point 594.7±50.0 °C at 760 mmHg
Molecular Formula C22H26O8
Molecular Weight 418.437
Flash Point 313.5±30.1 °C
Exact Mass 418.162781
PSA 95.84000
LogP 0.71
Vapour Pressure 0.0±1.7 mmHg at 25°C
Index of Refraction 1.578
Hazard Codes Xi