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Neochlorogenic acid

From Wikipedia, the free encyclopedia
Neochlorogenic acid
Names
Preferred IUPAC name
(1R,3R,4S,5R)-3-{[(2E)-3-(3,4-Dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylic acid
Other names
5-O-Caffeoylquinic acid
3-O-Caffeoylquinic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard100.011.816Edit this at Wikidata
UNII
  • InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14+,16-/m1/s1 checkY
    Key: CWVRJTMFETXNAD-NXLLHMKUSA-N checkY
  • InChI=1/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14+,16-/m1/s1
    Key: CWVRJTMFETXNAD-NXLLHMKUBY
  • O=C(O)[C@@]2(O)C[C@@H](O)[C@H](O)[C@H](OC(=O)\C=C\c1ccc(O)c(O)c1)C2
Properties
C16H18O9
Molar mass354.311 g·mol−1
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

Neochlorogenic acid is a naturalpolyphenol found in some dried fruits and other plant sources, such aspeaches.[1] It is anisomer ofchlorogenic acid; both of these are members of thecaffeoylquinic acid class of molecules.

References

[edit]
  1. ^Infante, Rodrigo; Contador, Loreto; Rubio, Pía; Aros, Danilo; Peña-Neira, Álvaro (July–September 2011)."Postharvest sensory and phenolic characterization of 'Elegant Lady' and 'Carson' peaches".Chilean Journal of Agricultural Research.71 (3):445–451.doi:10.4067/S0718-58392011000300016.
Aglycones
Precursor
Monohydroxycinnamic acids
(Coumaric acids)
Dihydroxycinnamic acids
Trihydroxycinnamic acids
O-methylated forms
others
Esters
glycoside-likes
Esters of
caffeic acid
with cyclitols
esters of
quinic acid
esters of
shikimic acid
Glycosides
Tartaric acid esters
Other esters
with caffeic acid
Caffeoyl phenylethanoid
glycoside (CPG)
Oligomeric forms
Dimers
Trimers
Tetramers
Conjugates with
coenzyme A (CoA)
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