| Weight | 354.311 g/mol |
|---|---|
| Formula | C16H18O9 |
| Hydrogen Acceptors | 8 |
| Hydrogen Donors | 6 |
| Aromatic Rings | 1 |
| Rotatable Bonds | 4 |
CHLOROGENIC ACID (202650-88-2, 327-97-9)
3-Caffeoylquinic Acid · 3 Caffeoylquinic Acid
Score:
#1425 in Biochemistry
,
#3392 in Biology
,
#4234 in Chemistry
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- Inhibitory Effect of Curcumin, Chlorogenic Acid, Caffeic Acid, and Ferulic Acid on Tumor Promotion in Mouse Skin by 12-O-Tetradecanoylphorbol-13-acetate (Cancer Research, 1988)
- Chlorogenic Acid and Caffeic Acid Are Absorbed in Humans (Journal of Nutrition, 2001)
- Induction of Phenylalanine Deaminase by Light and its Relation to Chlorogenic Acid Synthesis in Potato Tuber Tissue (Plant Physiology, 1965)
- Engineering plants with increased levels of the antioxidant chlorogenic acid. (Nature Biotechnology, 2004)
- Coffee acutely modifies gastrointestinal hormone secretion and glucose tolerance in humans: glycemic effects of chlorogenic acid and caffeine (The American Journal of Clinical Nutrition, 2003)
- Interactions of human serum albumin with chlorogenic acid and ferulic acid. (Biochimica et Biophysica Acta, 2004)
-
Predict GHS Hazards for Any Chemical in silico.
Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more. - 3-Caffeoylquinic Acid
- 3 Caffeoylquinic Acid
-
SMILESC1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O
-
InChIKeyCWVRJTMFETXNAD-UHFFFAOYSA-N
- Pubchem - CHLOROGENIC ACID
- Wikipedia - chlorogenic acid
Chlorogenic acid (CGA) is the ester of caffeic acid and ()-quinic acid, functioning as an intermediate in lignin biosynthesis. The term "chlorogenic acids" refers to a related polyphenol family of esters, including hydroxycinnamic acids (caffeic acid, ferulic acid and p-coumaric acid) with quinic acid. Despite the "chloro" of the name, chlorogenic acids contain no chlorine.
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Synthesis
Reactant
+
4-Chlorocatechol
(Stille)
caffeic acid
+
Reactant
(Ester from carboxilic acid(SN2))
Reactant
+
quinic acid
(O-acylation)
4-Vinylbenzene-1,2-diol
+
Reactant
(Heck terminal vinyl)
Reactant
+
NSC229303
(Wittig)
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CHLOROGENIC ACID
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