HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Hydroxyzimtsure
4-Hydroxycinnamic acid · P-HYDROXYCINNAMIC ACID · TRANS-P-COUMARIC ACID · TRANS-4-COUMARIC ACID · P-CUMARIC ACID · PHCA · 3-(4-HYDROXYPHENYL)ACRYLIC ACID · 3-(4-Hydroxyphenyl)-2-propenoic acid
Identifikatoren & physikalische Daten
| CAS No. | 7400-08-0 |
|---|---|
| Summenformel | C9H8O3 |
| Durchschnittliche Molmasse | 164,16 g/mol |
| Monoisotopische Masse | 164,04734411 g/mol |
| SMILES | O=C(O)C=Cc1ccc(O)cc1 |
| InChIKey | NGSWKAQJJWESNS-UHFFFAOYSA-N |
| PubChem CID | 322 |
| EC No. | 231-000-0 |
| DTXSID | DTXSID6064660 |
| Lokaler Name | 4-Hydroxyzimtsure |
Chemische & physikalische Eigenschaften
| XLogP | 1,5 |
|---|---|
| Polarare Oberfläche (TPSA) | 57,5 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 12 |
| Formalladung | 0 |
| Komplexität | 178 |
| Schmelzpunkt | 214 °C (dec.)(lit.) |
| Siedepunkt | 251.61°C (rough estimate) |
| Dichte | 1.2132 (rough estimate) |
| Brechungsindex | 1.5380 (estimate) |
| Lagerbedingungen | Store below +30°C. |
| Löslichkeit | Acetone (Slightly), Chloroform (Slightly), Methanol (Slightly) |
| Aggregatzustand | Solid |
| pKa (Säurekonstante) | 4.65±0.10(Predicted) |
| Farbe | White to Off-White |
| Biologische Quelle | rabbit |
| Stabilität | Light Sensitive |
| Kosmetik-Inhaltsstoffe Funktionen | SKIN CONDITIONING |
| InChI | InChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12) |
| InChIKey | NGSWKAQJJWESNS-UHFFFAOYSA-N |
| SMILES | C(O)(=O)C=CC1=CC=C(O)C=C1 |
| LogP (Verteilungskoeffizient) | 1.790 |
| CAS Datenbank | 7400-08-0(CAS DataBase Reference) |
| NIST chemische Informationen | 2-Propenoic acid, 3-(4-hydroxyphenyl)-(7400-08-0) |
| EPA chemische Informationen | p-Hydroxycinnamic acid (7400-08-0) |
Sicherheit & Vorschriften
| Wassergefährdungsklasse (WGK) | 2 |
|---|---|
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 2918 29 00 |
| RTECS-Nr. | GD9095000 |
| R-Sätze (R) | 36/37/38 |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 26-36-36/37/39-22 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
Anwendungen & Verwendung
Verwenden
4-Hydroxycinnamic acid is the hydroxy derivative of Cinnamic Acid with antioxidant properties. It is a is a major component of lignocellulose. Studies suggest that 4-Hydroxycinnamic acid may reduce the risk of cancer by reducing the formation of carcinogenic nitrosamines. A recent study reports that 4-Hydroxycinnamic acid may act as a chemical castrator in bees by altering the epression of genes required for ovary development. This compound is common in pollen a major constituent of the worker bee diet, but it is not found in queen bees'royal jelly.