Alpinumisoflavone
Chemical structure of alpinumisoflavone
Names
IUPAC name
4′,5-Dihydroxy-6′′,6′′-dimethyl-6′′H-pyrano[3′′,2′′:6,7]isoflavone
Systematic IUPAC name
5-Hydroxy-3-(4-hydroxyphenyl)-8,8-dimethyl-4H,8H-benzo[1,2-b:5,4-b′]dipyran-4-one
Other names
5-Hydroxy-3-(4-hydroxyphenyl)-8,8-dimethylpyrano[3,2-g]chromen-4-one
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C20H16O5/c1-20(2)8-7-13-15(25-20)9-16-17(18(13)22)19(23)14(10-24-16)11-3-5-12(21)6-4-11/h3-10,21-22H,1-2H3 checkY
    Key: RQAMSFTXEFSBPK-UHFFFAOYSA-N checkY
  • InChI=1/C20H16O5/c1-20(2)8-7-13-15(25-20)9-16-17(18(13)22)19(23)14(10-24-16)11-3-5-12(21)6-4-11/h3-10,21-22H,1-2H3
    Key: RQAMSFTXEFSBPK-UHFFFAOYAG
  • CC1(C=CC2=C(O1)C=C3C(=C2O)C(=O)C(=CO3)C4=CC=C(C=C4)O)C
  • O=C2/C(c1ccc(O)cc1)=C\Oc4c2c(O)c3\C=C/C(Oc3c4)(C)C
Properties
C20H16O5
Molar mass 336.33 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Alpinumisoflavone is a pyranoisoflavone, a type of isoflavone. It can be found in the bark of Rinorea welwitschii.[1] It can also be found in the molluscicide plant Millettia thonningii and is thought to be an antischistosomal agent[2] since it has been shown to kill the snails which transmit the schistosomiasis and also the larvae of the parasite itself.[3]

References

  1. Pyranoisoflavones from Rinorea welwitschii. M. Stewart, B. Bartholomew, F. Currie, D. K. Abbiw, Z. Latif, S. D. Sarker and R. J. Nash, Fitoterapia, Volume 71, Issue 5, 1 September 2000, Pages 595-597, doi:10.1016/S0367-326X(00)00210-0
  2. The plant molluscicide Millettia thonningii (Leguminosae) as a topical antischistosomal agent. S. Perrett, P. J. Whitfield, L. Sanderson and A. Bartlett, Journal of Ethnopharmacology, Volume 47, Issue 1, 23 June 1995, Pages 49-54
  3. Aqueous degradation of isoflavonoids in an extract of Millettia thonningii (Leguminosae) which is larvicidal towards schistosomes. Perrett S. and Whitfield P. J., PTR. Phytotherapy, 1995, vol. 9, no6, pp. 401-404


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