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

Pyrroloquinoline Quinone

HCID 1024CAS 72909-34-3

基本情報

標準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
分子式
C14H6N2O8
平均分子量
330.21 g/mol
単同位体質量
330.01241515

概要

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-).

名称と識別子

優先名称
Pyrroloquinoline Quinone
IUPAC
4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid
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
英語名
Pyrroloquinoline quinone
分子式
C14H6N2O8
分子量
330.21

名称と別名

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
名称をさらに表示
補酵素PQQ4,5-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ピロロ[4,3,2-de]キノリン4,5-ジオキソ-1H,4H,5H-ピロロ[2,3-f]キノリン-2,7,9-トリカルボン酸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

データベース識別子

CAS
72909-34-3
PubChem CID
1024
DTXSID
DTXSID3041162
ChEMBL
CHEMBL1235421
ChEBI
CHEBI:18315
UNII
47819QGH5L
EC Number
839-691-6
Nikkaji
J126.218A

物性

構造計算による物性

XLogP
-0.1
極性表面積
175 Ų
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

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15
Physical DescriptionSolid

物理化学的性質

融点
222 · 222 - 224°C
沸点
1018.6 · 1018.6±65.0 °C(Predicted)
比重(密度)
1.963 · 1.963±0.06 g/cm3(Predicted)
貯蔵温度
2 · 2-8°C
溶解性
DMSO(微量)、メタノール(微量)
酸解離定数(Pka)
1.88 · 1.88±0.20(Predicted)

化学的性質

化学的特性Orange-Red Solid

安全と法規制

GHS分類

GHS Classification · 5 件

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.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 4 (50%)

安全データ

F
8
wgk
3
hs_code
29339900
safety_code
22-24/25
ストレージクラス
11 - Combustible Solids

化学と産業

薬理情報

Metabolite PathwaysAlkaptonuria
応用分野 · 4 件

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.

サプライヤー50 社

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]

関連反応

2 件

関連ノート

読み込み中…