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Dactylifric acid

Chemical compound From Wikipedia, the free encyclopedia

Dactylifric acid

Dactylifric acid (also known as dattelic acid or 5-O-caffeoylshikimic acid[2][3][4]) is an ester derived from caffeic acid and shikimic acid. It and its isomers are enzymic browning substrates found in dates (Phoenix dactylifera fruits).[3][5]

Quick Facts Names, Identifiers ...
Dactylifric acid
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Names
Preferred IUPAC name
(3R,4R,5R)-3-{[(2E)-3-(3,4-Dihydroxyphenyl)prop-2-enoyl]oxy}-4,5-dihydroxycyclohex-1-ene-1-carboxylic acid
Other names
Dattelic acid; 5-O-Caffeoylshikimic acid; trans-5-O-Caffeoylshikimic acid; 5-Caffeoylshikimic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • 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/h1-6,12-13,15,17-19,21H,7H2,(H,22,23)/b4-2+/t12-,13-,15-/m1/s1
    Key: QMPHZIPNNJOWQI-GDDAOPKQSA-N
  • C1[C@H]([C@@H]([C@@H](C=C1C(=O)O)O)O)OC(=O)/C=C/C2=CC(=C(C=C2)O)O
Properties
C16H16O8
Molar mass 336.296 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Some older sources identify dactylifric acid as 3-O-caffeoylshikimic acid.[5]

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Chemical structure of 3-O-caffeoylshikimic acid

References

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