Pyrroloquinoline Quinone

HCID 1024CAS 72909-34-3

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

pyrroloquinoline quinone72909-34-3methoxatinCoenzyme pqqPqq coenzymePqq cofactorPyrrolo-quinoline quinone4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid2,7,9-Tricarboxypyrroloquinoline quinone4,5-dioxo-1H,4H,5H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid2,7,9-Tricarboxy-1H-pyrrolo(2,3-f)quinoline-4,5-dionepyrroloquinolinedione tricarboxylic acid
Weitere Namen anzeigen
PQQPPQPYRROLOQUINOLINE1H-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 acidPyrroloquinolinequinone,4,5-Dihydro-4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricChemicalbookarboxylicacid,Methoxatin,PQQPQQ98%PQQ CAS
DTXSID3041162CHEBI:1831547819QGH5L1H-Pyrrolo(2,3-f)quinoline-2,7,9-tricarboxylic acid, 4,5-dihydro-4,5-dioxo-2,4,6-tricarboxylic-pyrrolo[2,3-5,6]quinoline 8,9-quinoneCoenzyme, PQQCofactor, PQQPQQ, Coenzyme

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

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15
Physical DescriptionSolid

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)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

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

Hazard Classes and CategoriesAcute Tox. 4 (50%)

Sicherheitsdaten

F
8
wgk
3
hs_code
29339900
safety_code
22-24/25
Speicherklasse
11 - Combustible Solids

Chemie und Industrie

Pharmakologische Informationen

Metabolite PathwaysAlkaptonuria
Anwendungen · 2 Einträge

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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郑州阿尔法化工有限公司+86-18530059196 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shanghai Biolang Biotechnology Co., Ltd.+86-15970428662 +86-13397199602 · [email protected]
西安江林生物科技有限公司18292036798; 18292036798
河北创海生物科技有限公司+86-86-13131129325 · [email protected]

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