3-Pentadecylphenol
Hydroginkgol · 3-N-PENTADECYLPHENOL · 1-Hydroxy-3-pentadecylbenzene · NC 510 · NSC 9781 · Hydrocardanol · Cardanol C15:0 · Cardolite NC 510
Identifikatoren & physikalische Daten
| CAS No. | 501-24-6 |
|---|---|
| Summenformel | C21H36O |
| Durchschnittliche Molmasse | 304,5 g/mol |
| Monoisotopische Masse | 304,27661577 g/mol |
| SMILES | CCCCCCCCCCCCCCCc1cccc(O)c1 |
| InChIKey | PTFIPECGHSYQNR-UHFFFAOYSA-N |
| PubChem CID | 68146 |
| ChEMBL | CHEMBL34689 |
| ChEBI | CHEBI:174189 |
| EC No. | 207-921-9 |
| DTXSID | DTXSID9060108 |
| Lokaler Name | 3-Pentadecylphenol |
Chemische & physikalische Eigenschaften
| XLogP | 9,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 20,2 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 14 |
| Schwere Atome | 22 |
| Formalladung | 0 |
| Komplexität | 226 |
| Lipide | Lipids -> Polyketides [PK] -> Phenolic lipids [PK15] -> Alkyl phenols and derivatives [PK1501] |
| LogP (Verteilungskoeffizient) | 10.1 |
| Schmelzpunkt | 54.5 °C50-53 °C(lit.) |
| Physical Description | Solid |
| Siedepunkt | 190-195 °C1 mm Hg(lit.) |
| Dichte | 0.9096 (rough estimate) |
| Brechungsindex | 1.4960 (estimate) |
| Flammpunkt | >230 °F |
| Lagerbedingungen | 2-8°C |
| pKa (Säurekonstante) | 10.06±0.10(Predicted) |
| Aggregatzustand | powder to lump |
| Farbe | White to Gray to Brown |
| Hauptanwendungen | food and beverages |
| InChI | InChI=1S/C21H36O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-20-17-15-18-21(22)19-20/h15,17-19,22H,2-14,16H2,1H3 |
| InChIKey | PTFIPECGHSYQNR-UHFFFAOYSA-N |
| SMILES | C1(O)=CC=CC(CCCCCCCCCCCCCCC)=C1 |
| CAS Datenbank | 501-24-6(CAS DataBase Reference) |
| EPA chemische Informationen | Phenol, 3-pentadecyl- (501-24-6) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (93.3%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 45 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (93.3%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29071990 |
| R-Sätze (R) | 20/21/22-36/37/38 |
| Gefahrensymbole | Xn |
| Sicherheitshinweise (S) | 26-36 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3 |
Anwendungen & Verwendung
Beschreibung
3-Pentadecylphenol (PDP) is an amphiphilic compound and belongs to a large group of phenolic lipids which is composed of an aromatic headgroup related to phenol or dihydroxybenzene connected to a hydrophobic hydrocarbon chain. PDP is derived from the shell of the cashew nut (Anacardium occidentale L.) which contains oil internationally named “cashew nut shell liquid” (CNSL). PDP can effectively function as an antiobesity agent by inhibiting the activity of α-glucosidase enzyme and finally can regulate body weight in the animal. PDP has also quite promising antioxidant activity. Researchers believe that this compound as an amphiphilic compound should be inserted into the biomembranes and be the antioxidant agent[1]. In particular, phenolic lipids comprise a large group of compounds of natural abundance, which are found in plants, fungi, and bacteria and have different biological functions, like antibacterial, fungicides, and cytotoxic activity[2].
Verwenden
3-Pentadecylphenol may be used as a reference standard for the analysis of 3-pentadecylphenol as a bioactive compound in Aplotaxis auriculata rhizome by gas chromatography-mass spectrometry (GC-MS). It has been reported to have been used as a reference standard for the determination of 3-pentadecylphenol in Sakhalin-Ainu as well as Ryukyu lacquerwares and in Japanese ancient lacquerwares excavated from Jomon period ruins by pyrolysis GC-MS.