Caffeoylmalic acid

Caffeoylmalic acid is a hydroxycinnamic acid ester found in the leaves and flowers of Parietaria officinalis.[1] It is also found in Chelidonium majus[2] and Urtica dioica.[3]

Caffeoylmalic acid

Names
IUPAC name 2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxybutanedioic acid
Other names (+)-(E)-caffeoyl-L-malic acid
Identifiers
CAS Number	39015-77-5
3D model (JSmol)	Interactive image
ChemSpider	4816367
PubChem CID	6124299
InChI InChI=1S/C13H12O8/c14-8-3-1-7(5-9(8)15)2-4-12(18)21-10(13(19)20)6-11(16)17/h1-5,10,14-15H,6H2,(H,16,17)(H,19,20)/b4-2+ Key: PMKQSEYPLQIEAY-DUXPYHPUSA-N InChI=1/C13H12O8/c14-8-3-1-7(5-9(8)15)2-4-12(18)21-10(13(19)20)6-11(16)17/h1-5,10,14-15H,6H2,(H,16,17)(H,19,20)/b4-2+ Key: PMKQSEYPLQIEAY-DUXPYHPUBQ
SMILES C1=CC(=C(C=C1C=CC(=O)OC(CC(=O)O)C(=O)O)O)O
Properties
Chemical formula	C13H12O8
Molar mass	296.231 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. Caffeoylmalic and two pyrrole acids from Parietaria officinalis. Jaromir Budzianowski, Phytochemistry, 1990, Volume 29, Issue 10, pages 3299–3301, doi:10.1016/0031-9422(90)80203-S
2. Hydroxycinnamic Acid Derivatives, Caffeoylmalic and New Caffeoylaldonic Acid Esters, from Chelidonium majus. Hahn R and Nahrstedt A, Planta Med., February 1993, volume 59, issue 1, pages 71-75, PMID 17230338
3. Rheumatic Pain Treatment With Stinging Nettle (Urticae Folium/Herba). S. Chrubasik and P. Shvartzman (article)