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Phaseolin (pterocarpan)

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Phaseolin
Chemical structure of phaseolin
Chemical structure of phaseolin
Names
IUPAC name 3,3-Dimethyl-6b,12b-dihydro-3H,7H-furodichromen-10-ol
Other names Phaseollin
Abyssinone I
(-)-Phaseollin
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • 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/s1Key: LWTDZKXXJRRKDG-KXBFYZLASA-N
SMILES
  • 12C3=CC=C(O)C=C3OC1()C4=C(C(C=CC(C)(C)O5)=C5C=C4)O2
Properties
Chemical formula C20H18O4
Molar mass 322.360 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

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

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
Types of pterocarpans
Pterocarpans:
O-methylated
Prenylated


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