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Coenzyme Q10

HCID 5281915
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
303-98-0
표준 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
분자식
C59H90O4
평균 분자량
863.3 g/mol
단동위원소 질량
862.68391135

개요

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.

이름 및 식별자

우선 이름
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
영어명
Coenzyme Q10-d6
분자식
C59H90O4
분자량
863.37

이름 및 동의어

Coenzyme Q10ubidecarenone303-98-0CoQ10ubiquinone-10Ubiquinone 50Ubiquinone 10Ubiquinone Q10UbidecarenonaBio-Quinone Q10Aqua Q10Unispheres Q 10
이름 더 보기
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

데이터베이스 식별자

CAS
303-98-0
PubChem CID
5281915
DTXSID
DTXSID6046054
ChEMBL
CHEMBL454801
ChEBI
CHEBI:46245
UNII
EJ27X76M46
EC Number
206-147-9
Nikkaji

물성

구조 계산 물성

XLogP
19.4
극성 표면적
52.6 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
4
회전 가능 결합 수
31
무거운 원자 수
63
형식 전하
0
복잡도
1,840

실험 및 물리화학적 성질

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 · 2건

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

306.8 Ų [M+Na]+

물리화학적 성질

저장 조건
-20 °C · Store at -20°C
용해도
Acetonitrile: soluble,DMSO: soluble,Methanol: soluble,
물리적 상태
고체
수용성
Water: soluble

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 3건

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.

유해성 정보

Regulatory Information · 1건

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

독성 정보

Hepatotoxicity · 1건

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 · 1건

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).

안전 데이터

신호 어
Warning

화학 및 산업

약리 정보

ATC Code · 2건

C - Cardiovascular system

QC - Cardiovascular system

Protein Binding · 1건

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 · 1건

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 · 1건

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 · 1건

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.

관련 반응

3건
반응 기록 만들기
HRID 339301 반응식
HRID 339301반응물로uspto-grants-2014_11
HRID 597849 반응식
HRID 597849생성물로반응물로uspto-grants-2011_03
HRID 1038292 반응식
HRID 1038292반응물로uspto-grants-2013_10

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
J11.405G、J24.300K
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 · 4건

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

용도 및 제조

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

공급사17 곳

济南百隆化学有限公司[email protected] · [email protected]
成都梓永智研生物科技有限公司17780686372 · [email protected]
上海尺水药物研究有限公司[email protected] 13564957716 · [email protected]
上海稳同科技有限公司02151600108 13062666369 · [email protected]
玺标(上海)科技有限公司18512111473 18512111473 · [email protected]
ChemeGen 中国18818260767 · [email protected]
湖北扬信医药科技有限公司15347293736 · [email protected]
TLC梯尔希(南京)药物研发有限公司18012923235 · [email protected]
上海一研生物科技有限公司021-69985186 13611928337 · [email protected]
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]
上海陶术生物科技股份有限公司13564774135 · [email protected]
合肥瑞科昇生物科技有限公司0551-66336380 18956014586 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
上海智溯科生物科技有限公司021-58056897 15399714481 · [email protected]
TargetMol中国(陶术生物)15002134094 · [email protected]
上海甄准生物科技有限公司18019219489 18901678489 · [email protected]
南京世洲生物科技有限公司17301488900 · [email protected]