Dactylifric acid

Dactylifric acid

Names
IUPAC name 5-{[(2Z)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3,4-dihydroxycyclohex-1-ene-1-carboxylic acid
Other names 3-O-Caffeoylshikimic acid
Identifiers
CAS Number	6082-44-6
ChemSpider	29420736
Jmol interactive 3D	Image
InChI InChI=1S/C16H16O8/c17-10-3-1-8(5-11(10)18)2-4-14(20)24-13-7-9(16(22)23)6-12(19)15(13)21/h1-5,7,12-13,15,17-19,21H,6H2,(H,22,23)/b4-2+/t12-,13-,15-/m1/s1 Key: MRDAXWGGWWDUKL-GDDAOPKQSA-N InChI=1/C16H16O8/c17-10-3-1-8(5-11(10)18)2-4-14(20)24-13-7-9(16(22)23)6-12(19)15(13)21/h1-5,7,12-13,15,17-19,21H,6H2,(H,22,23)/b4-2+/t12-,13-,15-/m1/s1 Key: MRDAXWGGWWDUKL-GDDAOPKQBO
SMILES C1[C@H]([C@H]([C@@H](C=C1C(=O)O)OC(=O)/C=C/C2=CC(=C(C=C2)O)O)O)O
Properties
Chemical formula	C16H16O8
Molar mass	336.29 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Dactylifric acid is a caffeic acid glycoside (3-O-caffeoylshikimic acid). It and its isomers are enzymic browning substrates found in dates (Phoenix dactylifera fruits).^[1]

References

1. Maier, VP; Metzler, DM; Huber, AF (1964). "3-O-Caffeoylshikimic acid (dactylifric acid) and its isomers, a new class of enzymic browning substrates". Biochemical and Biophysical Research Communications 14: 124–8. doi:10.1016/0006-291x(64)90241-4. PMID 5836492.

External links

• 3-O-Caffeoylshikimic acid at the Human Metabolome database