アデノシン3'-りん酸5'-[二りん酸β-[(R)-3-ヒドロキシ-4-[[3-[[2-(ヘキサデカノイルチオ)エチル]アミノ]-3-オキソプロピル]アミノ]-2,2-ジメチル-4-オキソブチル]]

palmitoyl CoA

HCID 644109

ノート反応

部分構造検索類似構造を探す

基本情報

CAS: 1763-10-6
標準SMILES: CCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(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
InChIKey: MNBKLUUYKPBKDU-BBECNAHFSA-N
分子式: C37H66N7O17P3S
平均分子量: 1,005.9 g/mol
単同位体質量: 1,005.34487583

名称と識別子

優先名称: palmitoyl CoA
IUPAC: S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] hexadecanethioate
現地名: アデノシン3'-りん酸5'-[二りん酸β-[(R)-3-ヒドロキシ-4-[[3-[[2-(ヘキサデカノイルチオ)エチル]アミノ]-3-オキソプロピル]アミノ]-2,2-ジメチル-4-オキソブチル]]
英語名: PALMITOYL COENZYME A POTASSIUM SALT
分子式: C37H66N7O17P3S
分子量: 1005.95

名称と別名

palmitoyl-CoApalmitoyl coenzyme Apalmitoyl CoAhexadecanoyl CoA1763-10-6Coenzyme A, S-hexadecanoateDTXSID701027137Coenzyme A, PalmitoylCHEBI:15525Palmityl CoAS-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] hexadecanethioateCoA, Palmitoyl

名称をさらに表示

コエンザイムA=S-ヘキサデカノアートパルミチル補酵素AS-パルミトイルCoA補酵素AS-パルミタートS-ヘキサデカノイル補酵素Aヘキサデカノイル-CoAヘキサデカノイルCoAアデノシン3'-りん酸5'-[二りん酸β-[(R)-3-ヒドロキシ-4-[[3-[[2-(ヘキサデカノイルチオ)エチル]アミノ]-3-オキソプロピル]アミノ]-2,2-ジメチル-4-オキソブチル]]パルミトイルCoAS-パルミチル-CoAパルミチルCoAパルミトイル補酵素AS-パルミチル補酵素AパルミトイルコエンザイムAヘキサデカノイルコエンザイムA{[(2R,3S,4R,5R)-5-(6-アミノ-9H-プリン-9-イル)-2-({[({[(3R)-3-[(2-{[2-(ヘキサデカノイルスルファニル)エチル]カルバモイル}エチル)カルバモイル]-3-ヒドロキシ-2,2-ジメチルプロポキシ](ヒドロキシ)ホスホリル}オキシ)(ヒドロキシ)ホスホリル]オキシ}メチル)-4-ヒドロキシオキソラン-3-イル]オキシ}ホスホン酸アデノシン3′-りん酸5′-[二りん酸β-[(R)-3-ヒドロキシ-4-[[3-[[2-(ヘキサデカノイルチオ)エチル]アミノ]-3-オキソプロピル]アミノ]-2,2-ジメチル-4-オキソブチル]]Palmityl-CoAPalmityl coenzyme AS-palmitoylcoenzyme ACoenzyme A S-palmitateCoenzyme A S-hexadecanoatePALMITOYL COENZYME A, K SALTcoenzyme A palmitoyl derivativePALMITOYL COENZYME A POTASSIUM SALT

CoA, PalmitylCoA, Hexadecanoyl3'-phosphoadenosine 5'-(3-{(3R)-4-[(3-{[2-(hexadecanoylsulfanyl)ethyl]amino}-3-oxopropyl)amino]-3-hydroxy-2,2-dimethyl-4-oxobutyl} dihydrogen diphosphate)3'-phosphoadenosine 5'-(3-((3R)-4-((3-((2-(hexadecanoylsulfanyl)ethyl)amino)-3-oxopropyl)amino)-3-hydroxy-2,2-dimethyl-4-oxobutyl) dihydrogen diphosphate)S-(2-(3-(((2R)-4-((((2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl)methoxy-hydroxyphosphoryl)oxy-hydroxyphosphoryl)oxy-2-hydroxy-3,3-dimethylbutanoyl)amino)propanoylamino)ethyl) hexadecanethioateRefChem:389178DTXCID001511375217-177-7

データベース識別子

CAS: 1763-10-6
PubChem CID: 644109
DTXSID: DTXSID701027137
ChEBI: CHEBI:15525
EC Number: 217-177-7
Nikkaji: J207.891K

物性

構造計算による物性

XLogP: 1.7
極性表面積: 389 Å²
水素結合供与体数: 9
水素結合受容体数: 22
回転可能結合数: 34
重原子数: 65
形式電荷: 0
複雑度: 1,620

実験および物理化学的性質

Physical DescriptionSolid

Collision Cross Section296.2 Å² [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]；296.46 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

物理化学的性質

貯蔵温度: 0 °C · Store at 0°C
比重(密度): 1.54 · 1.54±0.1 g/cm3(Predicted)
酸解離定数(Pka): 1.16 · 1.16±0.50(Predicted)

化学的性質

化学的特性White powder

化学と産業

薬理情報

Tissue LocationsBrain；Erythrocyte；Fibroblasts；Heart；Kidney；Liver；Lung；Neuron；Pancreas；Placenta；Skeletal Muscle

Cellular LocationsExtracellular；Membrane

Metabolite Pathways · 1 件

Cardiolipin Biosynthesis CL(16:0/16:0/16:0/16:0)；Cardiolipin Biosynthesis CL(16:0/16:0/16:0/16:1(9Z))；Cardiolipin Biosynthesis CL(16:0/16:0/16:0/18:0)；Cardiolipin Biosynthesis CL(16:0/16:0/16:0/18:1(11Z))；Cardiolipin Biosynthesis CL(16:0/16:0/16:0/18:1(9Z))；Cardiolipin Biosynthesis CL(16:0/16:0/16:0/18:2(9Z,12Z))；Cardiolipin Biosynthesis CL(16:0/16:0/16:0/20:4(5Z,8Z,11Z,14Z))；Cardiolipin Biosynthesis CL(16:0/16:0/16:0/22:5(4Z,7Z,10Z,13Z,16Z))；Cardiolipin Biosynthesis CL(16:0/16:0/16:0/22:5(7Z,10Z,13Z,16Z,19Z))；Cardiolipin Biosynthesis CL(16:0/16:0/16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z))；Total 2697 pathways, visit the HMDB page for details

調製方法 · 1 件

純化方法Possible impurities are palmitic acid, S-palmitoyl thioglycolic acid and S-palmitoyl glutathione. These are removed by placing ca 200mg in a centrifuge tube and extracting with Me2CO (20mL), followed by two successive extractions with Et2O (15mL) to remove S-palmitoyl thioglycolic acid and palmitic acid. The residue is dissolved in H2O (4 x 4 mL), adjusted to pH 5 and centrifuged to remove insoluble S-palmitoyl glutathione and other insoluble impurities. To the clear supernatant is added 5% HClO4 (6mL) whereby S-palmitoyl CoA precipitates. The precipitate is washed with 0.8% HClO4 (10mL) and finally with Me2CO (3x 5mL) and dried in vacuo. It is stable for at least one year in dry form at 0o in a desiccator (dark). Solutions are stable for several months at -15o. Its solubility in H2O is 4%. The adenine content is used as the basis of purity with max at 260 and 232nm ( 6.4 x 106 and 9.4 x 106 cm2/mol, respectively). Higher absorption at 232nm would indicate other thio ester impurities, e.g. S-palmitoyl glutathione, which absorb highly at this wavelength. Also the phosphate content should be determined, and acid phosphate can be titrated potentiometrically. [Seubert Biochemical Preparations 7 80 1960, Srer et al. Biochim Biophys Acta 33 31 1959, Kornberg & Pricer J Biol Chem 204 329 , 345 1953, Beilstein 26 III/IV 3665.]