Norbadione A

Norbadione A
Names
Preferred IUPAC name
[2(32)E,52(6)E]-14,33,48,53,74-Pentahydroxy-35,42,55-trioxo-35H,42H,55H-4(4,6)-naphtho[1,8-bc]furana-3(2,4),5(4,2)-difurana-1,7(1)-dibenzenaheptaphane-2(32),52(6)-diene-2,6-dicarboxylic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • InChI=1S/C35H18O15/c36-15-5-1-12(2-6-15)22(31(41)42)29-26(39)21(34(46)49-29)14-9-17-18(11-20(38)28-24(17)19(10-14)33(45)48-28)25-27(40)30(50-35(25)47)23(32(43)44)13-3-7-16(37)8-4-13/h1-11,36-40H,(H,41,42)(H,43,44)/b29-22+,30-23+
    Key: NEAFOYGNZAYARY-KBWMUOTDSA-N
  • O=C(O)C(\c1ccc(O)cc1)=C7\OC(\O)=C(\c2cc(O)c4OC(=O)c3cc(cc2c34)\C6=C(/O)O\C(=C(/c5ccc(O)cc5)C(=O)O)C6=O)C7=O
Properties
C35H18O15
Molar mass 678.50842 gmol−1
Appearance red needles
Density 1.902 g/cm3
Melting point 300 °C (572 °F; 573 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Norbadione A is a pigment found in the bay bolete mushroom (Boletus badius). A polyphenol, norbadione A is related to a family of mushroom pigments known as pulvinic acids. The molecule has also been reported as a potassium salt from the mushrooms Pisolithus tinctorius (horse dung fungus) and Chalciporus piperatus.

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