Umbilicaric acid

Umbilicaric acid
Names
	Preferred IUPAC name 2-Hydroxy-4-({2-hydroxy-4-[(4-hydroxy-2-methoxy-6-methylbenzoyl)oxy]-6-methylbenzoyl}oxy)-6-methylbenzoic acid
Identifiers
CAS Number	30666-92-3;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:144309;
ChemSpider	103874234;
PubChem CID	12444590;
UNII	N6HJ6CP5HM ;
CompTox Dashboard (EPA)	DTXSID901110297 ;
	InChI InChI=1S/C25H22O10/c1-11-5-14(26)8-19(33-4)22(11)25(32)35-16-7-13(3)21(18(28)10-16)24(31)34-15-6-12(2)20(23(29)30)17(27)9-15/h5-10,26-28H,1-4H3,(H,29,30) Key: RLRCNRNYRSKNOO-UHFFFAOYSA-N;
	SMILES CC1=CC(=CC(=C1C(=O)OC2=CC(=C(C(=C2)C)C(=O)OC3=CC(=C(C(=C3)C)C(=O)O)O)O)OC)O;
Properties
Chemical formula	C25H22O10
Molar mass	482.441 g·mol−1
Melting point	203 °C (397 °F; 476 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Umbilicaric acid is an organic polyphenolic carboxylic acid made by several species of lichen. It is named after Umbilicaria.^[1] Umbilicaric acid is a tridepside, containing three phenol rings in orsellinic acid moieties.^[2]

Identification of unbilicaric acid can be important in the identification of lichen species.^[2]

References

^ Posner, B.; Feige, G. B. (1992). "Studies on the chemistry of the lichen genus Umbilicaria Hoffm". Zeitschrift für Naturforschung C. 47 (1–2): 1–9. doi:10.1515/znc-1992-1-202.
^ ^a ^b Narui, Takao; Sawada, Keiko; Takatsuki, Satoshi; Okuyama, Toru; Culberson, Chicita F.; Culberson, William Louis; Shibata, Shoji (July 1998). "NMR assignments of depsides and tridepsides of the lichen family Umbilicariaceae". Phytochemistry. 48 (5): 815–822. Bibcode:1998PChem..48..815N. doi:10.1016/S0031-9422(97)00958-8.