Balanophonin

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Balanophonin
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C28H24O16/c29-12-3-1-9(5-13(12)30)2-4-17(33)43-28-24(38)23(37)21(35)16(42-28)8-41-26(39)11-7-15(32)25-19(11)18-10(27(40)44-25)6-14(31)20(34)22(18)36/h1-6,11,16,21,23-24,28-31,34-38H,7-8H2/b4-2+/t11-,16+,21+,23-,24+,28-/m0/s1
    Key: URJGURKNABRVCH-ATYMIDRYSA-N
  • InChI=1/C28H24O16/c29-12-3-1-9(5-13(12)30)2-4-17(33)43-28-24(38)23(37)21(35)16(42-28)8-41-26(39)11-7-15(32)25-19(11)18-10(27(40)44-25)6-14(31)20(34)22(18)36/h1-6,11,16,21,23-24,28-31,34-38H,7-8H2/b4-2+/t11-,16+,21+,23-,24+,28-/m0/s1
    Key: URJGURKNABRVCH-ATYMIDRYBR
  • C1[C@@H](C2=C(C1=O)OC(=O)C3=CC(=C(C(=C32)O)O)O)C(=O)OC[C@@H]4[C@H]([C@@H]([C@H]([C@@H](O4)OC(=O)/C=C/C5=CC(=C(C=C5)O)O)O)O)O
Properties
C20H20O6
Molar mass 356.37 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Balanophonin is a neo-lignan. It is a bioactive compound which can be isolated from Dipteryx odorata[1] and Balanophora japonica.[2]

References

  1. ^ Jang, DS; Park, EJ; Hawthorne, ME; Vigo, JS; Graham, JG; Cabieses, F; Santarsiero, BD; Mesecar, AD; Fong, HH; Mehta, RG; Pezzuto, JM; Kinghorn, AD (2003). "Potential cancer chemopreventive constituents of the seeds of Dipteryx odorata (tonka bean)". J Nat Prod. 66: 583–7. doi:10.1021/np020522n. PMID 12762787.
  2. ^ Balanophonin, a new neo-lignan from Balanophora japonica Makino, Haruna Mitsumasa, Koube Tomoko, Ito Kazuo and Murata Hiroyuki, Chemical & Pharmaceutical Bulletin, 25-04-1982, 30(4), pages 1525-1527 (abstract)

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