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Pisatin

Pisatin
Names
Preferred IUPAC name
(6aR,12aR)-3-Methoxy-6H,9H-[1,3]dioxolo[4′,5′:5,6][1]benzofuro[3,2-c][1]benzopyran-6a(12aH)-ol
Other names
(+)-Pisatin
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C17H14O6/c1-19-9-2-3-10-12(4-9)20-7-17(18)11-5-14-15(22-8-21-14)6-13(11)23-16(10)17/h2-6,16,18H,7-8H2,1H3/t16-,17+/m1/s1
    Key: LZMRDTLRSDRUSU-SJORKVTESA-N
  • COc1ccc2c(c1)OC[C@]3([C@@H]2Oc4c3cc5c(c4)OCO5)O
Properties
C17H14O6
Molar mass 314.293 g·mol−1
Related compounds
Related compounds
anhydropisatin, (−)-maackiain, calycosin
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Pisatin (3-hydroxy-7-methoxy-4′,5′-methylenedioxy-chromanocoumarane) is the major phytoalexin made by the pea plant Pisum sativum.[1] It was the first phytoalexin to be purified[2] and chemically identified.[3] The molecular formula is C17H14O6.

  1. ^ Cruickshank, Iam (1962). "Studies on phytoalexins IV: The antimicrobial spectrum of pisatin". {{cite journal}}: Cite journal requires |journal= (help)
  2. ^ Cruickshank, Iam; Perrin, D.R. (1960). "Isolation of a phytoalexin from Pisum sativum L.". Nature. 187 (4739): 799–800. Bibcode:1960Natur.187..799C. doi:10.1038/187799b0. PMID 13813085. S2CID 4165668.
  3. ^ Perrin, D.R.; Bottomley, W. (1962). "Studies on phytoalexins. V. The structure of pisatin from Pisum sativum L.". J. Am. Chem. Soc. 84 (10): 1919–22. doi:10.1021/ja00869a030.

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