Pyrroloquinoline Quinone
PQQ · PPQ · METHOXATIN · PYRROLOQUINOLINE · Coenzyme PQQ · 1H-Pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylicacid, 4,5-dihydro-4,5-dioxo- · PQQ Cofactor, Pyrroloquinoline quinone, 4,5-Dihydro-4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid · Pyrroloquinolinequinone,4,5-Dihydro-4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricChemicalbookarboxylicacid,Methoxatin,PQQ
Identifikatoren & physikalische Daten
| CAS No. | 72909-34-3 |
|---|---|
| Summenformel | C14H6N2O8 |
| Durchschnittliche Molmasse | 330,21 g/mol |
| Monoisotopische Masse | 330,01241515 g/mol |
| SMILES | O=C(O)c1cc(C(=O)O)c2c(n1)C(=O)C(=O)c1cc(C(=O)O)[nH]c1-2 |
| InChIKey | MMXZSJMASHPLLR-UHFFFAOYSA-N |
| PubChem CID | 1024 |
| ChEMBL | CHEMBL1235421 |
| ChEBI | CHEBI:18315 |
| EC No. | 839-691-6 |
| DTXSID | DTXSID3041162 |
Chemische & physikalische Eigenschaften
| XLogP | -0,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 175 |
| H-Brücken-Donoren | 4 |
| H-Brücken-Akzeptoren | 9 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 24 |
| Formalladung | 0 |
| Komplexität | 647 |
| Arzneimittel | Pharmaceuticals -> Listed in ZINC15 |
| Physical Description | Solid |
| Schmelzpunkt | 222 - 224°C |
| Siedepunkt | 1018.6±65.0 °C(Predicted) |
| Dichte | 1.963±0.06 g/cm3(Predicted) |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | DMSO (Slightly), Methanol (Slightly) |
| pKa (Säurekonstante) | 1.88±0.20(Predicted) |
| Aggregatzustand | Solid |
| Farbe | Orange to Red |
| Biologische Quelle | synthetic |
| BRN | 3596812 |
| Stabilität | Light and Temperature Sensitive |
| Kosmetik-Inhaltsstoffe Funktionen | SKIN CONDITIONINGHUMECTANTSKIN PROTECTINGANTIOXIDANT |
| InChI | InChI=1S/C14H6N2O8/c17-10-4-2-6(14(23)24)15-8(4)7-3(12(19)20)1-5(13(21)22)16-9(7)11(10)18/h1-2,15H,(H,19,20)(H,21,22)(H,23,24) |
| InChIKey | MMXZSJMASHPLLR-UHFFFAOYSA-N |
| SMILES | N1C2=C(C3NC(C(O)=O)=CC=3C(=O)C2=O)C(C(O)=O)=CC=1C(O)=O |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 50% (1 of 2) of reports.WarningH302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, 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 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (50%) |
| F | 8 |
| Wassergefährdungsklasse (WGK) | 3 |
| Zollcode | 29339900 |
| Sicherheitshinweise (S) | 22-24/25 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Beschreibung
Pyrroloquinoline quinone (PQQ) is a novel biofactor for which a proposition can be made for physiological importance. PQQ was first recognized as an enzyme cofactor in bacteria. It has recently been tentatively identified as a component of interstellar dust. Thus, PQQ may have been present throughout early biological conception and evolution. PQQ is also a potent plant growth factor. Consequently, for animals and humans, there has been constant exposure to PQQ. In animals, PQQ is reported to participate in a range of biological functions with apparent survival benefits (e.g., improved neonatal growth and reproductive performance). There are also benefits from PQQ supplementation related to cognitive, immune, and antioxidant functions, as well as protection from cardiac and neurological ischemic events. Although PQQ is not currently viewed as a vitamin, its involvement in cell signaling pathways, particularly those important to mitochondriogenesis in experimental animal models, may eventually provide a rationale for defining PQQ as vital to life. For humans, such evidence suggests there may be similar parallels or benefits from improving PQQ status.
Verwenden
Pyrroloquinoline quinone is an important growth factor for the body and a redox/cofactor found in a a class of enzymes called quinoproteins. It is a cofactor of microbial quinoprotein enzyme, and imidazopyrroline. it regulates the level of free radicals in the body, protects the body; anti-oxidative damage; enhances mitochondrial function; detoxification; disease, etc.