Dalbergichromene

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Dalbergichromene
Names
IUPAC name
7-Methoxyneoflav-3-en-6-ol
Systematic IUPAC name
7-Methoxy-4-phenyl-2H-1-benzopyran-6-ol
Other names
7-Methoxy-4-phenyl-2H-chromen-6-ol
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C16H14O3/c1-18-16-10-15-13(9-14(16)17)12(7-8-19-15)11-5-3-2-4-6-11/h2-7,9-10,17H,8H2,1H3 checkY
    Key: WZIKSEWGSSYQHA-UHFFFAOYSA-N checkY
  • COC1=C(C=C2C(=CCOC2=C1)C3=CC=CC=C3)O
Properties
C16H14O3
Molar mass 254.285 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Dalbergichromene is a neoflavene, a type of neoflavonoid (a polyphenolic compound). Dalbergichromene can be extracted from the stem-bark and heartwood of Dalbergia sissoo.[1][2] It has also been synthesized from vanillin.[3]

References

  1. ^ Mukerjee, S.K.; Saroja, T.; Seshadri, T.R. (1971). "Dalbergichromene". Tetrahedron. 27 (4): 799–803. doi:10.1016/S0040-4020(01)92474-3.
  2. ^ Parvesh Devi, Sushila Singh and Promila (2017). "Phytochemical and pharmacological profiling of Dalbergia sissoo Roxb. Stem". J Pharmacogn Phytochem. 6 (6): 2483–2486.
  3. ^ Li, Sie-Rong; Chen, Liang-Yeu; Tsai, Jui-Chi; Tzeng, Jing-Yu; Tsai, Ian-Lih; Wang, Eng-Chi (2007). "New syntheses of dalbergichromene and dalbergin from vanillin via neoflavene intermediate". Tetrahedron Letters. 48 (12): 2139–2141. doi:10.1016/j.tetlet.2007.01.117.