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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References

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  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