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Coenzyme Q10

HCID 5281915
ノートを作成反応を作成見積依頼を出す印刷プレビュー
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
303-98-0
標準SMILES
COC1=C(OC)C(=O)C(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)=C(C)C1=O
InChIKey
ACTIUHUUMQJHFO-UPTCCGCDSA-N
分子式
C59H90O4
平均分子量
863.3 g/mol
単同位体質量
862.68391135

概要

Coenzyme Q10 is a ubiquinone having a side chain of 10 isoprenoid units. In the naturally occurring isomer, all isoprenyl double bonds are in the E- configuration. It has a role as a ferroptosis inhibitor, an antioxidant and a human metabolite.

名称と識別子

優先名称
Coenzyme Q10
IUPAC
2-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaenyl]-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione
英語名
Coenzyme Q10-d6
分子式
C59H90O4
分子量
863.37

名称と別名

Coenzyme Q10ubidecarenone303-98-0CoQ10ubiquinone-10Ubiquinone 50Ubiquinone 10Ubiquinone Q10UbidecarenonaBio-Quinone Q10Aqua Q10Unispheres Q 10
名称をさらに表示
D6-Coenzyme Q102H6]-Coenzyme Q10Ubidecarenone-d6 (Coenzyme Q10-d6)(all-E)-2-(3,7,11,15,19,23,27,31,35,39-decamethyl-2,6,10,14,18,22,26,30,34,38-tetracontadecaenyl)-5,6-di(methoxy-d3)-3-methyl-2,5-cyclohexadiene-1,4-dione
UbidecarenonumPureSorb Q 40AdelirOristar ubqco-enzyme Q10Coenzyme q-199CoQ 10API-31510

データベース識別子

CAS
303-98-0
PubChem CID
5281915
DTXSID
DTXSID6046054
ChEMBL
CHEMBL454801
ChEBI
CHEBI:46245
UNII
EJ27X76M46
EC Number
206-147-9
Nikkaji
J11.405G、J24.300K

物性

構造計算による物性

XLogP
19.4
極性表面積
52.6 Ų
水素結合供与体数
0
水素結合受容体数
4
回転可能結合数
31
重原子数
63
形式電荷
0
複雑度
1,840

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15
LipidsLipids -> Prenol Lipids [PR] -> Quinones and hydroquinones [PR02] -> Ubiquinones [PR0201]
CosmeticsAntioxidant; Skin conditioning
SolubilitySparingly soluble
Dietary IngredientsCoenzyme Q10
Melting Point50-52ºC
Physical DescriptionSolid
Collision Cross Section · 2 件

306.6 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

306.8 Ų [M+Na]+

物理化学的性質

貯蔵温度
-20 °C · Store at -20°C
溶解性
Acetonitrile: soluble,DMSO: soluble,Methanol: soluble,
外見
A solid
水溶解度
Water: soluble

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 3 件

This chemical does not meet GHS hazard criteria for 100% (85 of 85) of all reports.

Not Classified

Aggregated GHS information provided per 85 reports by companies from 2 notifications to the ECHA C&L Inventory.

危険有害性情報

Regulatory Information · 1 件

2,5-Cyclohexadiene-1,4-dione, 2-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyl-2,6,10,14,18,22,26,30,34,38-tetracontadecaenyl]-5,6-dimethoxy-3-methyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesNot Classified

毒性情報

Hepatotoxicity · 1 件

Coenzyme Q10 is generally recognized as safe and has not been linked to elevations in serum aminotransferase, alkaline phosphatase, or bilirubin levels. Despite wide scale use for several decades, there have been no convincing reports of clinically apparent liver injury due to coenzyme Q10.

Adverse EffectsThe common adverse effects of CoQ10 are listed below.
Toxicity Summary · 1 件

CoQ10 is safe as a dietary supplement. Toxicity is unlikely up to a daily intake of 1200 mg/d, although typical dosages have been 100 to 200 mg/d. In preclinical studies, ubiquinol's No-Observed-Adverse-Effect Level (NOAEL) is 300 to 600 mg/kg (Sprague Dawley rats).

化学と産業

薬理情報

ATC Code · 2 件

C - Cardiovascular system

QC - Cardiovascular system

Protein Binding · 1 件

In the blood, ubidecarenone is split into the various lipoprotein particles including LDL and VLDL. The plasma concentration of ubidecarenone is highly dependent on the presence of plasma lipoproteins and about 95% of the administered form is found in the reduced form.

Pharmacodynamics · 1 件

Ubidecarenon has roles in many prysiological process including sulfide oxidation, regulation of mitochondrial permeability transition pore and translocation of protons and calcium ions accross biological membranes. Studies have shown its benefitial effect in treating cancer, statin myopathy, congestive heart failure and hypertension.

Mechanism of Action · 1 件

Ubidecarenone is an essential cofactor in the mitochondrial electron transport chain. Its functions are the acceptance of electrons from the complex I and II and this activity is vital for the production of ATP. It acts as a mobile redox agent shuttling electrons and protons in the electron transport chain. Ubidecarenone also presents antioxidant activity in mitochondria and cellular membranes, protecting against peroxidation of lipid membranes as well as inhibiting oxidation of LDL-cholesterol.

Biological Half-LifeThe pharmacokinetic properties may vary between different brands but studies have reported a half-life of ubidecarenone of 21.7 h.
Metabolism/Metabolites · 1 件

Studies indicate that there is no saturation process during the metabolism of ubidecarenone. It is metabolized in all tissues by the phosphorylation in the cells and transportation to the kidneys for further excretion by the urine. After exerting its action, ubidecarenone is reduced and forms hydroquinone which is capable of recycling and regenerates other antioxidants such as tocopherol and ascorbate. The later metabolism of hydroquinone generates the formation of Q acid I and Q acid II in free and conjugated forms.

サプライヤー

読み込み中…

公開中の見積依頼

読み込み中…

関連反応

3 件
反応記録を作成
HRID 339301 の反応式
HRID 339301反応物としてuspto-grants-2014_11
HRID 597849 の反応式
HRID 597849生成物として反応物としてuspto-grants-2011_03
HRID 1038292 の反応式
HRID 1038292反応物としてuspto-grants-2013_10

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
MeSH Pharmacological Classification
Organic substances that are required in small amounts for maintenance and growth, but which cannot be manufactured by the human body.
Absorption, Distribution and Excretion · 4 件

Ubidecarenone is absorbed from the small intestine into the lymphatics and then it can enter the blood. The hydrophobicity and large molecular weight limit its absorption making it very poor and variable depending on the food intake and the number of lipids presented in the food. The absorption is lower in the presence of an empty stomach and greater in presence of high lipid food diet. The daily dosage of ubidecarenone presents the reach of maximal serum concentration by reaching a plateau after three weeks. The pharmacokinetic properties may vary between different brands but studies have reported an AUC of 11.51 mcg h/ml and a Cmax of 0.32 mcg/ml at a time of 7.9 h.

The main elimination route of ubidecarenone is through the bile. After its oral administration, over 60% of the dose is excreted in the feces in the form of unchanged ubidecarenone and a small fraction of the metabolites. In the urine, ubidecarenone is bound to saposin B protein and represents only 8.3% of the total administered dose.

Ubidecarenone is distributed to the various tissues of the body and it is able to enter the brain. In preclinical studies with intravenous administration of ubidecarenone, it is reported a volume of distribution of 20.4 L/kg which reflects its ability to penetrate extensively into organs and tissues. AS a general rule, tissues with high-energy requirements or metabolic activity tend to presents higher amounts of ubidecarenone, these organs can be heart, kidney, liver and muscle.

In preclinical studies with intravenous administration of ubidecarenone, it is reported a total clearance of 1.18 ml h/kg which was indicative of a prolonged elimination.

Tissue LocationsBrain
Cellular LocationsCytoplasm
Metabolite Pathways2-ketoglutarate dehydrogenase complex deficiency

用途と製造

Use ClassificationCosmetics -> Antioxidant; Skin conditioning
General Manufacturing Information2,5-Cyclohexadiene-1,4-dione, 2-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyl-2,6,10,14,18,22,26,30,34,38-tetracontadecaen-1-yl]-5,6-dimethoxy-3-methyl-: ACTIVE