Xerocomic acid

Xerocomic acid
Identifiers

CAS Number	25287-88-1
3D model (JSmol)	Interactive image
ChemSpider	30776773
PubChem CID	54730624
InChI InChI=1S/C18H12O8/c19-10-4-1-8(2-5-10)14(17(23)24)16-15(22)13(18(25)26-16)9-3-6-11(20)12(21)7-9/h1-7,19-22H,(H,23,24)/b16-14+ Key: LJVSOLKVNIGBDE-JQIJEIRASA-N
SMILES OC(=O)C(=C1\OC(=O)C(=C1O)C1=CC=C(O)C(O)=C1)\C1=CC=C(O)C=C1
Properties
Chemical formula	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).
Infobox references

Xerocomic acid is a red-organge pigment found in Boletales. It is the precursor to variegatic acid, and is preceded by atromentic acid and atromentin ^[1]. As an example, it is isolated from Serpula lacrymans. It is soluble in methanol. Variants include isoxeromoic acid, and O-methyl-xerocomic acid ^[1]. An oxidase acting on xerocomic acid is responsible for the "bluing" reaction seen in mushrooms. Condensation of two units of xerocomic acid form the pigments sclerocitri, badione A, and also norbadione A, which are found in the mushroom Scleroderma citrinum Pers..

References

1 2 Gill, M., and Steglich, W. (1987) Pigments of fungi (Macromycetes). Prog Chem Org Nat Prod 51: 1–317.

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