조효소 A

Coenzyme A

HCID 87642CAS 85-61-0
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기본 정보

표준 SMILES
CC(C)(COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)(O)O)[C@@H](O)C(=O)NCCC(=O)NCCS
InChIKey
RGJOEKWQDUBAIZ-IBOSZNHHSA-N
분자식
C21H36N7O16P3S
평균 분자량
767.5 g/mol
단동위원소 질량
767.11520896

개요

Coenzyme A is a thiol comprising a panthothenate unit in phosphoric anhydride linkage with a 3',5'-adenosine diphosphate unit; and an aminoethanethiol unit. It has a role as a coenzyme, a mouse metabolite and an Escherichia coli metabolite. It is a secondary carboxamide, a member of 6-aminopurines, a nucleotide derivative and a thiol. It is functionally related to a 3'-phosphate-adenosine-5'-diphosphate. It is a conjugate acid of a coenzyme A(4-).

이름 및 식별자

우선 이름
Coenzyme A
IUPAC
[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-[[3-oxo-3-(2-sulfanylethylamino)propyl]amino]butyl] hydrogen phosphate
현지명
조효소 A
영어명
Coenzyme A
분자식
C21H36N7O16P3S
분자량
767.53

이름 및 동의어

coenzyme ACoASH85-61-0CoA-SHZeelHSCoACOENZYME_ASAA04E81UXDTXSID90483023'-phosphoadenosine-(5')diphospho(4')pantatheineCHEBI:15346[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-[[3-oxo-3-(2-sulfanylethylamino)propyl]amino]butyl] hydrogen phosphate
이름 더 보기
보조효소A조효소A코엔자임에이COACOENZYME A HYDRATECoalipLucinaAluzimeThiol-CoASHUIRUJIECONENZYME A
3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-oxo-3-[(2-sulfanylethyl)amino]propyl}amino)butyl] dihydrogen diphosphate}NSC20274(((2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl)methoxy-hydroxyphosphoryl) ((3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-((3-oxo-3-(2-sulfanylethylamino)propyl)amino)butyl) hydrogen phosphate((2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl)methyl (hydroxy-((3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-((3-oxo-3-(2-sulfanylethylamino)propyl)amino)butoxy)phosphoryl) hydrogen phosphate[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methyl [hydroxy-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-[[3-oxo-3-(2-sulfanylethylamino)propyl]amino]butoxy]phosphoryl] hydrogen phosphate3'-phosphoadenosine 5'-(3-((3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-((3-oxo-3-((2-sulfanylethyl)amino)propyl)amino)butyl) dihydrogen diphosphate)RefChem:127396DTXCID7028277

데이터베이스 식별자

CAS
85-61-0
PubChem CID
87642
DTXSID
DTXSID9048302
ChEMBL
CHEMBL1213327
ChEBI
CHEBI:15346
UNII
SAA04E81UX
EC Number
201-619-0
Nikkaji
J192.630F

물성

구조 계산 물성

XLogP
-5.8
극성 표면적
348 Ų
수소 결합 공여자 수
10
수소 결합 수용자 수
21
회전 가능 결합 수
18
무거운 원자 수
48

실험 및 물리화학적 성질

Chemical ClassesBiological Agents -> Other Biomolecules
DrugsPharmaceuticals -> Listed in ZINC15
CosmeticsEmollient; Solvent
Physical Description · 2건

White solid; [Merck Index] White powder; [Avanti Polar Lipids MSDS]

Solid

Collision Cross Section · 2건

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

241.54 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

물리화학적 성질

밀도
1.96 · 1.96±0.1 g/cm3(Predicted)
저장 조건
-20 °C · Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
용해도
PBS (pH 7.2): 10 mg/ml
물리적 상태
결정성 고체
산도 계수 (pKa)
9.6 · 9.6 (thiol); pK 6.4 (secondary phosphate); pK 4.0 (adenine NH3+)
색상
White to light yellow

화학적 성질

yellowish lyophilisate

안전 및 규제

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 6.2% (2 of 32) of reports.

Warning

H315 (93.8%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 32 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory InformationCoenzyme A: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazards SummaryRapidly oxidizes in air forming the catalytically inactive disulfide; [Merck Index] May cause irritation; [Avanti Polar Lipids MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (93.8%)

안전 데이터

wgk
3
tsca
TSCA listed
HS 번호
2933299090
safety_code
24/25
F 고인화성물질
1-10
스토리지 클래스
11 - Combustible Solids

화학 및 산업

약리 정보

Tissue LocationsAdipose Tissue
Cellular LocationsEndoplasmic reticulum
Metabolite Pathways2-aminoadipic 2-oxoadipic aciduria

용도 및 제조

UsesEssential cofactor in acetyl transfer reactions found in mammalian cells and many microorganisms; [Merck Index]
Use ClassificationCosmetics -> Emollient; Solvent
General Manufacturing InformationCoenzyme A: ACTIVE
응용 분야 · 3건

개요Coenzyme A (CoA) is an essential cofactor functioning as an acyl group carrier and carbonyl-activating group for the citric acid cycle and fatty acid metabolism. About 4% of cellular enzymes utilize CoA as a substrate. It is synthesized from pantothenic acid in a 5-step process that requires ATP. The pantothenate kinase step of the CoA biosynthetic pathway has been identified as a target for the development of antibacterial compounds.

용도A hydrated form of Coenzyme A (CoA) is a useful biochemical research chemical, used in the preparation of high-yielding cell-free protein synthesis platforms.

일반 설명Coenzyme A (CoA) is a cofactor with a molecular weight of 797 Da. Its biological structure is formed from pantothenic acid (vitamin B5), cysteine and adenosine triphosphate through an evolutionarily conserved pathway. CoA is primarily involved in cellular oxidative pathways, including fatty acid beta-oxidation, carbohydrate, amino acid oxidation, and the Krebs cycle; as well as in lipid synthesis, protein modification, and membrane transport. CoA serves as a carrier for the activation of acyl groups, which can be transferred to amides, esters, or acid anhydrides. CoA can also be regulate a variety of metabolic processes at different levels as substrates, allosteric regulators, and through post-translational modifications of histones and other non-histone proteins. It is an essential cofactor in all organisms.

상·하류 제품 정보

공급사50 곳

北京华美互利生物化工010-56205725 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
湖北博杰生物科技有限公司0713-2060728 15629612610
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
上海康朗生物科技有限公司021-61998208 18217752821 · [email protected]
추가 설명 · 1건

정의ChEBI: Coenzyme A is a thiol comprising a panthothenate unit in phosphoric anhydride linkage with a 3',5'-adenosine diphosphate unit; and an aminoethanethiol unit. It has a role as an Escherichia coli metabolite, a mouse metabolite and a coenzyme. It is functionally related to an ADP. It is a conjugate acid of a coenzyme A(4-).

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