Isoxerocomic acid

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Isoxerocomic acid
Isoxerocomic acid.svg
Names
Preferred IUPAC name
(E)-(3,4-Dihydroxyphenyl)[3-hydroxy-4-(4-hydroxyphenyl)-5-oxofuran-2(5H)-ylidene]acetic acid
Identifiers
3D model (JSmol)
  • InChI=1S/C18H12O8/c19-10-4-1-8(2-5-10)13-15(22)16(26-18(13)25)14(17(23)24)9-3-6-11(20)12(21)7-9/h1-7,19-22H,(H,23,24)/b16-14+
    Key: LTTYWERVHIDGQN-JQIJEIRASA-N
  • OC(=O)C(=C1\OC(=O)C(=C1O)C1=CC=C(O)C=C1)\C1=CC=C(O)C(O)=C1
Properties
C18H12O8
Molar mass 356.2831
Melting point 295 °C (563 °F; 568 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Isoxerocomic acid is a red-orange pigment found in Boletales. It is the precursor to variegatic acid, and is preceded by atromentic acid and atromentin.[2] As an example, it is isolated from Serpula lacrymans. It is soluble in methanol. It is the isomer of xerocomic acid and precursor to xerocomorubin.[2][3]

References[edit]

  1. ^ Buckingham, John. Dictionary of Natural Products, Supplement 4. CRC Press. p. 197. ISBN 978-0-412-60440-9.
  2. ^ a b Gill, M., and Steglich, W. (1987) Pigments of fungi (Macromycetes). Prog Chem Org Nat Prod 51: 1–317.
  3. ^ Pubchem. "Isoxerocomic acid | C18H12O8 - PubChem". pubchem.ncbi.nlm.nih.gov. Retrieved 2017-07-17.