Neochlorogenic acid - Misplaced Pages

(Redirected from 5-O-caffeoylquinic acid)

Neochlorogenic acid
Names

Preferred IUPAC name (1R,3R,4S,5R)-3-{oxy}-1,4,5-trihydroxycyclohexane-1-carboxylic acid
Other names 5-O-Caffeoylquinic acid 3-O-Caffeoylquinic acid
Identifiers
CAS Number	906-33-2
3D model (JSmol)	Interactive image
ChEBI	CHEBI:16384
ChEMBL	ChEMBL249450
ChemSpider	4444237
ECHA InfoCard	100.011.816
PubChem CID	5280633
UNII	O4601UER1Z
CompTox Dashboard (EPA)	DTXSID301347903
InChI 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/s1Key: CWVRJTMFETXNAD-NXLLHMKUSA-N 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/s1Key: CWVRJTMFETXNAD-NXLLHMKUBY
SMILES O=C(O)2(O)C(O)(O)(OC(=O)\C=C\c1ccc(O)c(O)c1)C2
Properties
Chemical formula	C₁₆H₁₈O₉
Molar mass	354.311 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). N verify (what is ?) Infobox references

Chemical compound

Neochlorogenic acid is a natural polyphenol found in some dried fruits and other plant sources, such as peaches. It is an isomer of chlorogenic acid; both of these are members of the caffeoylquinic acid class of molecules.

References

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	Cinnamic acid
Monohydroxycinnamic acids (Coumaric acids)	p-Coumaric acid o-Coumaric acid m-Coumaric acid
Dihydroxycinnamic acids	Caffeic acid (3,4-dihydroxycinnamic acid) Umbellic acid (2,4-dihydroxycinnamic acid) 2,3-Dihydroxycinnamic acid 2,5-Dihydroxycinnamic acid 3,5-Dihydroxycinnamic acid
Trihydroxycinnamic acids	2,4,5-Trihydroxycinnamic acid 3,4,5-Trihydroxycinnamic acid
O-methylated forms	Ferulic acid 5-Hydroxyferulic acid Isoferulic acid Sinapinic acid
others	Plicatin A Plicatin B

Esters

glycoside-likes

Esters of
caffeic acid
with cyclitols

esters of quinic acid	Chlorogenic acid (3-caffeoylquinic acid) Cryptochlorogenic acid (4-O-caffeoylquinic acid) Neochlorogenic acid (5-O-Caffeoylquinic acid) Cynarine (1,5-dicaffeoylquinic acid) 3,4-dicaffeoylquinic acid 3,5-dicaffeoylquinic acid
esters of shikimic acid	Dactylifric acid (3-O-caffeoylshikimic acid)

Glycosides

Other esters
with caffeic acid

Caffeoyl phenylethanoid
glycoside (CPG)

Oligomeric forms

Dimers	Diferulic acids (DiFA) : 5,5′-Diferulic acid, 8-O-4′-Diferulic acid, 8,5′-Diferulic acid, 8,5′-DiFA (DC), 8,5′-DiFA (BF), 8,8′-Diferulic acid
Trimers	Triferulic acids : 5-5′,8′-O-4″-Triferulic acid
Tetramers	Tetraferulic acids

Conjugates with
coenzyme A (CoA)

This article about an aromatic compound is a stub. You can help Misplaced Pages by expanding it.