Grundinformationen
- Standard-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- Summenformel
- C14H6N2O8
- Durchschnittliche Molmasse
- 330,21 g/mol
- Monoisotopische Masse
- 330,01241515
Überblick
Pyrroloquinoline quinone is a pyrroloquinoline having oxo groups at the 4- and 5-positions and carboxy groups at the 2-, 7- and 9-positions. It has a role as an antioxidant, a cofactor, a water-soluble vitamin (role) and an anti-inflammatory agent. It is a member of orthoquinones, a pyrroloquinoline cofactor and a tricarboxylic acid. It is a conjugate acid of a pyrroloquinoline quinone(3-).
Namen und Bezeichner
- Bevorzugter Name
- Pyrroloquinoline Quinone
- IUPAC
- 4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid
- Englischer Name
- Pyrroloquinoline quinone
- Summenformel
- C14H6N2O8
- Molmasse
- 330.21
Namen und Synonyme
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Datenbank-Bezeichner
- CAS
72909-34-3- PubChem CID
- 1024
- DTXSID
DTXSID3041162- ChEMBL
CHEMBL1235421- ChEBI
CHEBI:18315- UNII
- 47819QGH5L
- EC Number
- 839-691-6
- Nikkaji
- J126.218A
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -0,1
- Polarare Oberfläche (TPSA)
- 175 Ų
- H-Brücken-Donoren
- 4
- H-Brücken-Akzeptoren
- 9
- Frei drehbare Bindungen
- 3
- Schwere Atome
- 24
- Formalladung
- 0
- Komplexität
- 647
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 222 · 222 - 224°C
- Siedepunkt
- 1018.6 · 1018.6±65.0 °C(Predicted)
- Dichte
- 1.963 · 1.963±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- DMSO (Slightly), Methanol (Slightly)
- pka
- 1.88 · 1.88±0.20(Predicted)
- Aggregatzustand
- Solid
- Farbe
- Orange to Red
- Biologische Quelle
- synthetic
- BRN
- 3596812 · 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 und Regulatorisches
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 50% (1 of 2) of reports.
Warning
H302 (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.
Gefahrenhinweise
Sicherheitsdaten
- F
- 8
- wgk
- 3
- hs_code
- 29339900
- safety_code
- 22-24/25
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Pharmakologische Informationen
Anwendungen
BeschreibungPyrroloquinoline 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.
VerwendenPyrroloquinoline 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.
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