Xerocomic acid

Xerocomic acid
Identifiers
CAS Number	25287-88-1;
3D model (JSmol)	Interactive image;
ChemSpider	30776773;
PubChem CID	54730624;
CompTox Dashboard (EPA)	DTXSID601117270 ;
	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	356.286 g·mol−1
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-orange pigment found in fungi of the order Boletales (and is named after the genus Xerocomus). 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. 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.

Variants include isoxerocomic acid and O-methylxerocomic acid.^[1]

References

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

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

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