Cynarine

Cynarine
Names
	IUPAC name (1R,3R,4S,5R)-1,3-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4,5-dihydroxycyclohexane-1-carboxylic acid
	Other names 1,5-Dicaffeoylquinic acid; Cynarin; Cinarin; Cinarine
Identifiers
CAS Number	212891-05-9 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL2105478 ;
ChemSpider	4445082 ;
PubChem CID	5281769;
UNII	85D81U9JAV ;
CompTox Dashboard (EPA)	DTXSID301309674 ;
	InChI InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(24(34)35,11-19(30)23(20)33)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,33H,11-12H2,(H,34,35)/b7-3+,8-4+/t19-,20-,23+,25-/m1/s1 Key: YDDUMTOHNYZQPO-RVXRWRFUSA-N ; InChI=1/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(24(34)35,11-19(30)23(20)33)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,33H,11-12H2,(H,34,35)/b7-3+,8-4+/t19-,20-,23+,25-/m1/s1 Key: YDDUMTOHNYZQPO-RVXRWRFUBT;
	SMILES C1[C@H]([C@@H]([C@@H](C[C@]1(C(=O)O)OC(=O)/C=C/C2=CC(=C(C=C2)O)O)OC(=O)/C=C/C3=CC(=C(C=C3)O)O)O)O;
Properties
Chemical formula	C25H24O12
Molar mass	516.455 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Cynarine is a hydroxycinnamic acid and a biologically active chemical constituent of artichoke (Cynara cardunculus).^[1]

Chemically, it is an ester formed from quinic acid and two units of caffeic acid.

It inhibits taste receptors, making water (and other foods and drinks) seem sweet.^[2]

It is an ingredient of the drug Sulfad.

References

^ Panizzi, Luigi; Scarpati, Maria Luisa (1954). "Constitution of Cynarine, the Active Principle of the Artichoke". Nature. 174 (4440): 1062–3. doi:10.1038/1741062a0. PMID 13214078.
^ Feifer, Jason (May 2011). "A Matter of Taste". Men's Health. 26 (4): 140.