Octanoyl-coa
Basic information
- CAS
1264-52-4- Standard SMILES
CCCCCCCC(=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
KQMZYOXOBSXMII-CECATXLMSA-N- Molecular formula
- C29H50N7O17P3S
- Average molar mass
- 893.7 g/mol
- Monoisotopic mass
- 893.21967532
Overview
Octanoyl-CoA is a medium-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of octanoic acid. It has a role as a mouse metabolite and an Escherichia coli metabolite. It is a saturated fatty acyl-CoA and a medium-chain fatty acyl-CoA. It is functionally related to an octanoic acid. It is a conjugate acid of an octanoyl-CoA(4-).
Names & identifiers
- Preferred name
- Octanoyl-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] octanethioate
- English name
- Octanoyl coenzyme A
- Molecular formula
- C29H50N7O17P3S
- Molecular weight
- 893.73
Names & synonyms
octanoyl-CoAoctanoyl-coenzyme A1264-52-4Coenzyme A, S-octanoateCHEBI:15533{[5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({[hydroxy({3-hydroxy-2,2-dimethyl-3-[(2-{[2-(octanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy})phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acidS-[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] octanethioate((5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-(((hydroxy(((hydroxy((3-hydroxy-2,2-dimethyl-3-((2-((2-(octanoylsulfanyl)ethyl)carbamoyl)ethyl)carbamoyl)propoxy))phosphoryl)oxy))phosphoryl)oxy)methyl)oxolan-3-yl)oxy)phosphonic acidS-(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) octanethioateRefChem:167828coenzyme A, octanoyl-Octanoyl coenzyme A
Properties
Computed structural properties
- XLogP
- -2.6
- Topological polar surface area
- 389 Ų
- Hydrogen bond donors
- 9
- Hydrogen bond acceptors
- 22
- Rotatable bonds
- 26
- Heavy atoms
- 57
- Formal charge
- 0
- Complexity
- 1,480
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
LipidsFatty Acyls [FA] -> Fatty esters [FA07] -> Fatty acyl CoAs [FA0705]
Collision Cross Section268.72 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
Physicochemical properties
- Density
- 1.71 · 1.71±0.1 g/cm3(Predicted)
- storage temp.
- 20 °C · −20°C
- pka
- 1.16 · 1.16±0.50(Predicted)
- WGK Germany
- 3 · 3
- F
- 10 · 10-21
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- F
- 10-21
- wgk
- 3
Chemistry & industry
Applications
UsesA potassium salt form of Octanoyl Coenzyme A (CAS# 1264-52-4) is an enzyme and an AMACR inhibitor, which is a promising novel drug target for prostate and other cancers.
Upstream & downstream products
Downstream products
Additional notes
DefinitionChEBI: A medium-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of octanoic acid.
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Related reactions
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Compound notes
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