4,5-ジオキソ-1H-ピロロ[2,3-f]キノリン-2,7,9-トリカルボン酸
補酵素PQQ · 4,5-ジオキソ-4,5-ジヒドロ-1H-ピロロ[2,3-f]キノリン-2,7,9-トリカルボン酸 · 4,5-ジオキソ-1H-ピロロ[2,3-f]キノリン-2,7,9-トリカルボン酸 · 4,5-ジヒドロ-4,5-ジオキソ-1H-ピロロ[2,3-f]キノリン-2,7,9-トリカルボン酸 · メトキサチン · ピロロキノリンキノン · 2,7-ジアザトリシクロ[6.3.1.04,12]ドデカ-1(12),2,4,6,8,10-ヘキサエン · ピロロキノリン
![4,5-ジオキソ-1H-ピロロ[2,3-f]キノリン-2,7,9-トリカルボン酸 の分子構造式](/img/chemical/1024.png)
識別子と物理属性
| CAS No. | 72909-34-3 |
|---|---|
| 分子式 | C14H6N2O8 |
| 平均分子量 | 330.21 g/mol |
| 単同位体質量 | 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 |
| 現地名 | 4,5-ジオキソ-1H-ピロロ[2,3-f]キノリン-2,7,9-トリカルボン酸 |
化学・物理的性質
| XLogP | -0.1 |
|---|---|
| 極性表面積 | 175 |
| 水素結合供与体数 | 4 |
| 水素結合受容体数 | 9 |
| 回転可能結合数 | 3 |
| 重原子数 | 24 |
| 形式電荷 | 0 |
| 複雑度 | 647 |
| 医薬品 | Pharmaceuticals -> Listed in ZINC15 |
| Physical Description | Solid |
| 融点 | 222 - 224°C |
| 沸点 | 1018.6±65.0 °C(Predicted) |
| 密度 | 1.963±0.06 g/cm3(Predicted) |
| 貯蔵条件 | 2-8°C |
| 溶解度 | DMSO（微量）、メタノール（微量） |
| pKa（酸解離定数） | 1.88±0.20(Predicted) |
| 外観・状態 | 個体 |
| 色 | オレンジから赤 |
| 由来生物 | synthetic |
| BRN | 3596812 |
| 安定性 | 光と温度に敏感 |
| 化粧品成分の機能 | スキンコンディショニング保湿剤肌を保護する抗酸化物質 |
| 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 |
化学的特性
Orange-Red Solid
安全性と法規制
| GHS 分類 | 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 |
| 水環境危害等級（WGK） | 3 |
| 税関コード | 29339900 |
| 安全措置（S） | 22-24/25 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
用途
ピロロキノリンキノン (Pyrroloquinoline quinone, PQQ) は、1964年にJ.G. Haugeらにより、細菌のグルコース脱水素酵素に含まれるニコチンアミドとフラビンに次ぐ3番目の酸化還元補酵素として見出された。 これらのPQQを含む酵素は、キノプロテインと呼ばれ、その一つであるグルコース脱水素酵素は、グルコースセンサーに用いられている。
説明
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.
使用
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.
一般的な説明
PQQ is pyrroloquinoline quinone. It is sometimes called methoxatin, pyrroloquinoline quinone disodium salt, and a longevity vitamin. It is a compound made by bacteria and is found in fruits and vegetables.PQQ in bacteria helps them digest alcohol and sugar, which makes energy. This energy helps them survive and grow. Animals and plants don’t use PQQ the same way that bacteria do, but it is a growth factor that helps plants and animals grow. It also seems to help them tolerate stress.