Cynarine
200px |
200px |
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 |
|
30964-13-7 Y |
ChEMBL |
ChEMBL2105478 N |
ChemSpider |
4445082 N |
Jmol 3D model |
Interactive image |
PubChem |
5281769 |
UNII |
85D81U9JAV N |
-
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 N
Key: YDDUMTOHNYZQPO-RVXRWRFUSA-N 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
|
-
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 |
|
C25H24O12 |
Molar mass |
516.46 g·mol−1 |
Vapor pressure |
{{{value}}} |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
N verify (what is YN ?) |
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.
See also
References
- ↑ Lua error in package.lua at line 80: module 'strict' not found.
- ↑ Lua error in package.lua at line 80: module 'strict' not found.
|
Aglycones |
Precursor
|
|
Monohydroxycinnamic acids
(Coumaric 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)
|
- Echinacoside
- Calceolarioside A, B, C and F
- Chiritoside A, B and C
- Cistanoside A, B, C, D, E, F, G an H
- Conandroside
- Myconoside
- Pauoifloside
- Plantainoside A
- Plantamajoside
- Tubuloside B
- Verbascoside (Isoverbascoside, 2'-Acetylverbascoside)
|
|
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
|
|
Tetramers
|
|
|
Conjugates with
coenzyme A (CoA) |
|
<templatestyles src="Asbox/styles.css"></templatestyles>