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Alpinumisoflavone

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Alpinumisoflavone
Chemical structure of alpinumisoflavone
Names
IUPAC name 4′,5-Dihydroxy-6′′,6′′-dimethyl-6′′H-pyranoisoflavone
Systematic IUPAC name 5-Hydroxy-3-(4-hydroxyphenyl)-8,8-dimethyl-4H,8H-benzodipyran-4-one
Other names 5-Hydroxy-3-(4-hydroxyphenyl)-8,8-dimethylpyranochromen-4-one
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • 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,1-2H3Key: RQAMSFTXEFSBPK-UHFFFAOYSA-N
  • 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,1-2H3Key: RQAMSFTXEFSBPK-UHFFFAOYAG
SMILES
  • 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
Chemical formula C20H16O5
Molar mass 336.33 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

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

References

  1. Stewart, M.; Bartholomew, B.; Currie, F.; Abbiw, D.K.; Latif, Z.; Sarker, S.D.; Nash, R.J. (2000). "Pyranoisoflavones from Rinorea welwitschii". Fitoterapia. 71 (5): 595–597. doi:10.1016/S0367-326X(00)00210-0. PMID 11449519.
  2. Perrett, S.; Whitfield, P.J.; Sanderson, L.; Bartlett, A. (1995). "The plant molluscicide Millettia thonningii (Leguminosae) as a topical antischistosomal agent". Journal of Ethnopharmacology. 47 (1): 49–54. doi:10.1016/0378-8741(95)01253-a. PMID 7564421.
  3. Perrett, Sheena; Whitfield, Philip J. (1995). "Aqueous degradation of isoflavonoids in an extract of Millettia thonningii (Leguminosae) which is larvicidal towards schistosomes". Phytotherapy Research. 9 (6): 401–404. doi:10.1002/ptr.2650090603. S2CID 85035592.
Isoflavones and their glycosides
Isoflavones
O-methylated isoflavones
Glycosides
Prenylated isoflavones
Pyranoisoflavones
Derivatives
Synthetic


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