Phaseolin (pterocarpan)

Phaseolin is a prenylated pterocarpan found in French bean (Phaseolus vulgaris) seeds[1][2] and in the stems of Erythrina subumbrans.[3]

Phaseolin
Chemical structure of phaseolin
Names
IUPAC name
3,3-Dimethyl-6b,12b-dihydro-3H,7H-furo[3,2-c:5,4-f']dichromen-10-ol
Other names
Phaseollin
Abyssinone I
(-)-Phaseollin
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
UNII
  • InChI=1S/C20H18O4/c1-20(2)8-7-14-16(24-20)6-5-12-15-10-22-17-9-11(21)3-4-13(17)19(15)23-18(12)14/h3-9,15,19,21H,10H2,1-2H3/t15-,19-/m0/s1
    Key: LWTDZKXXJRRKDG-KXBFYZLASA-N
  • [H][C@]12C3=CC=C(O)C=C3OC[C@@]1([H])C4=C(C(C=CC(C)(C)O5)=C5C=C4)O2
Properties
C20H18O4
Molar mass 322.360 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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Infobox references

References

  1. Phenolic compounds in relation to phytoalexin biosynthesis in hypocotyls of Phaseolus vulgaris. W.G. Rathmell and D.S. Bendall, Physiological Plant Pathology, Volume 1, Issue 3, July 1971, Pages 351-362, doi:10.1016/0048-4059(71)90055-5
  2. Phaseollin and phaseollidin relationships in infection-droplets on endocarp of Phaseolus vulgaris. I.A.M. Cruickshank, D.R. Biggs, Dawn R. Perrin and C.P. Whittle, Physiological Plant Pathology, Volume 4, Issue 2, April 1974, Pages 261-276, doi:10.1016/0048-4059(74)90014-9
  3. Antibacterial Pterocarpans from Erythrina subumbrans. Thitima Rukachaisirikul, Phongsak Innok, Nuntana Aroonrerk, Woraluk Boonamnuaylap, Saranya Limrangsun, Chanakan Boonyon, Umpawan Woonjina and Apichart Suksamrarn, Journal of Ethnopharmacology, Volume 110, Issue 1, 1 March 2007, Pages 171-175, doi:10.1016/j.jep.2006.09.022


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