Thelephantins

Thelephantins are pigments found in the inedible mushroom Thelephora aurantiotincta. Three variants (thelephantin A, B, C) have been elucidated by high-resolution 2D nuclear magnetic resonance, MS, infrared and ultraviolet spectra as well as an acetylated congener of thelephantin A.[1][2]

Thelephantin A
Identifiers
3D model (JSmol)
ChemSpider
  • A: InChI=1S/C29H24O9/c1-2-3-22(33)37-27-23(16-4-10-19(30)11-5-16)26(35)28(38-29(36)18-8-14-21(32)15-9-18)24(25(27)34)17-6-12-20(31)13-7-17/h4-15,30-32,34-35H,2-3H2,1H3
    Key: CNDDIRNNJHDZCC-UHFFFAOYSA-N
  • B: InChI=1S/C31H28O9/c1-2-3-4-5-24(35)39-29-25(18-6-12-21(32)13-7-18)28(37)30(40-31(38)20-10-16-23(34)17-11-20)26(27(29)36)19-8-14-22(33)15-9-19/h6-17,32-34,36-37H,2-5H2,1H3
    Key: PVJPNBBVZSBLLI-UHFFFAOYSA-N
  • C: InChI=1S/C32H30O9/c1-17(2)18(3)16-25(36)40-30-26(19-4-10-22(33)11-5-19)29(38)31(41-32(39)21-8-14-24(35)15-9-21)27(28(30)37)20-6-12-23(34)13-7-20/h4-15,17-18,33-35,37-38H,16H2,1-3H3
    Key: IXNCXNGAGCSAMG-UHFFFAOYSA-N
  • A: CCCC(=O)OC1=C(C(=C(C(=C1O)C2=CC=C(C=C2)O)OC(=O)C3=CC=C(C=C3)O)O)C4=CC=C(C=C4)O
  • B: CCCCCC(=O)OC1=C(C(=C(C(=C1C2=CC=C(C=C2)O)O)OC(=O)C3=CC=C(C=C3)O)C4=CC=C(C=C4)O)O
  • C: CC(C)C(C)CC(=O)OC1=C(C(=C(C(=C1C2=CC=C(C=C2)O)O)OC(=O)C3=CC=C(C=C3)O)C4=CC=C(C=C4)O)O
Properties
C29H24O9
Molar mass 516.502 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References
  1. Quang DN1, Hashimoto T, Nukada M, Yamamoto I, Hitaka Y, Tanaka M, Asakawa Y.Thelephantins A, B and C: three benzoyl p-terphenyl derivatives from the inedible mushroom Thelephora aurantiotincta. Phytochemistry. 2003 Jan;62(1):109-13.
  2. Gill, M., and Steglich, W. (1987) Pigments of fungi (Macromycetes). Prog Chem Org Nat Prod 51: 1–317.
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