{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({[hydroxy({3-hydroxy-2,2-dimethyl-3-[(2-{[2-(prop-2-enoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy})phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid
Basic information
- CAS
5776-58-9- Standard SMILES
C=CC(=O)SCCNC(=O)CCNC(=O)C(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
POODSGUMUCVRTR-UXYNFSPESA-N- Molecular formula
- C24H38N7O17P3S
- Average molar mass
- 821.6 g/mol
- Monoisotopic mass
- 821.12577494
Overview
Acrylyl-CoA is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).
Names & identifiers
- Preferred name
- {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({[hydroxy({3-hydroxy-2,2-dimethyl-3-[(2-{[2-(prop-2-enoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy})phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid
- IUPAC
- S-[2-[3-[[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] prop-2-enethioate
- English name
- Acryloyl-CoA
- Molecular formula
- C24H38N7O17P3S
- Molecular weight
- 821.58
Names & synonyms
SCHEMBL27616722DTXSID60973347Acryloyl-CoA; (Acyl-CoA); [M+H]+;{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({[hydroxy({3-hydroxy-2,2-dimethyl-3-[(2-{[2-(prop-2-enoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy})phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid5'-O-[{[(3,4-Dihydroxy-4-{[3-hydroxy-3-({2-[(prop-2-enoyl)sulfanyl]ethyl}imino)propyl]imino}-2,2-dimethylbutoxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]adenosine 3'-(dihydrogen phosphate)9-{5-O-[{[(3,4-Dihydroxy-4-{[3-hydroxy-3-({2-[(prop-2-enoyl)sulfanyl]ethyl}imino)propyl]imino}-2,2-dimethylbutoxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]-3-O-phosphonopentofuranosyl}-9H-purin-6-amineAcrylyl-CoAacryloyl-CoAAcrylyl-Coenzyme Aacryloyl-coenzyme ACoenzyme A, S-2-propenoateS-[2-[3-[[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] prop-2-enethioate
Properties
Computed structural properties
- XLogP
- -5
- Topological polar surface area
- 389 Ų
- Hydrogen bond donors
- 9
- Hydrogen bond acceptors
- 22
- Rotatable bonds
- 21
- Heavy atoms
- 52
- Formal charge
- 0
- Complexity
- 1,430
Physicochemical properties
- Density
- 1.86 · 1.86±0.1 g/cm3(Predicted)
- pka
- 1.16 · 1.16±0.50(Predicted)
- InChIKey
- BXZZJHDELFYRBE-IEXPHMLFSA-N
- SMILES
- SCCNC(=O)CCNC(=O)[C@H](OC(=O)C=C)C(COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](N2C3N=CN=C(N)C=3N=C2)[C@H](O)[C@@H]1OP(=O)(O)O)(C)C
- FDA UNII
- 7 BP6Q8B6 · PV7BP6Q8B6
Chemistry & industry
Applications
UsesAcrylyl-CoA can be used to determine clinical, biochemical, and genetic features of patients with short-chain enoyl-coA hydratase (ECHS1) deficiency. It can also be used to prepare fluorescent probe-based reactome array for detecting, immobilizing and isolating enzymes.
Additional notes
DefinitionChEBI: The S-acryloyl derivative of coenzyme A.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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