P. aeruginosa Metabolome Database: decanoyl-CoA (PAMDB110394)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information
Version	1.0
Update Date	1/22/2018 12:54:54 PM
Metabolite ID	PAMDB110394
Identification
Name:	decanoyl-CoA
Description:	An acyl-CoA(4−) species arising from deprotonation of the phosphate and diphosphate OH groups of decanoyl-CoA.
Structure	🔍MOL SDF PDB SMILES InChI View Structure Structure for decanoyl-CoA (PAMDB110394)
Synonyms:	a CoA derivative a CoA-activated compound' WIDTH 332);" onmouseout="return nd();">a coenzyme A-activated compound → an acyl-CoA → a 2,3,4-saturated fatty acyl CoA → a medium-chain 2,3,4-saturated fatty acyl CoA
	an ester → a thioester → a coenzyme A-activated compound → an acyl-CoA → a medium-chain acyl-CoA → a medium-chain 2,3,4-saturated fatty acyl CoA

Chemical Formula: C₃₁H₅₀N₇O₁₇P₃S Average Molecular Weight: 921.2509735655Monoisotopic Molecular Weight: 921.2509735655InChI Key: CNKJPHSEFDPYDB-HSJNEKGZSA-JInChI: InChI=1S/C31H54N7O17P3S/c1-4-5-6-7-8-9-10-11-22(40)59-15-14-33-21(39)12-13-34-29(43)26(42)31(2,3)17-52-58(49,50)55-57(47,48)51-16-20-25(54-56(44,45)46)24(41)30(53-20)38-19-37-23-27(32)35-18-36-28(23)38/h18-20,24-26,30,41-42H,4-17H2,1-3H3,(H,33,39)(H,34,43)(H,47,48)(H,49,50)(H2,32,35,36)(H2,44,45,46)/p-4/t20-,24-,25-,26+,30-/m1/s1CAS number: 1264-57-9IUPAC Name:{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-[({[({3-[(2-{[2-(decanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-4-hydroxyoxolan-3-yl]oxy}phosphonic acid Traditional IUPAC Name: [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-2-{[({3-[(2-{[2-(decanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-4-hydroxyoxolan-3-yl]oxyphosphonic acidSMILES:CCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(OP(=O)(OCC1(C(OP([O-])(=O)[O-])C(O)C(O1)N3(C2(=C(C(N)=NC=N2)N=C3))))[O-])[O-] Chemical Taxonomy Taxonomy DescriptionThis compound belongs to the class of chemical entities known as 2,3,4-saturated fatty acyl coas. These are acyl-CoAs carrying a 2,3,4-saturated fatty acyl chain. Kingdom Chemical entities Super ClassOrganic compounds Class Lipids and lipid-like molecules Sub ClassFatty Acyls Direct Parent 2,3,4-saturated fatty acyl CoAs Alternative Parents

Substituents

Coenzyme a or derivatives
Purine ribonucleoside 3',5'-bisphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside diphosphate
Pentose phosphate
Pentose-5-phosphate
Ribonucleoside 3'-phosphate
Beta amino acid or derivatives
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Organic pyrophosphate
6-aminopurine
Pentose monosaccharide
Imidazopyrimidine
Purine
Monoalkyl phosphate
Aminopyrimidine
Fatty amide
Imidolactam
Monosaccharide
N-acyl-amine
N-substituted imidazole
Organic phosphoric acid derivative
Alkyl phosphate
Phosphoric acid ester
Primary aromatic amine
Pyrimidine
Oxolane
Azole
Imidazole
Heteroaromatic compound
Amino acid or derivatives
Thiocarboxylic acid ester
Carboxamide group
Carbothioic s-ester
Secondary carboxylic acid amide
Secondary alcohol
Sulfenyl compound
Thiocarboxylic acid or derivatives
Organoheterocyclic compound
Azacycle
Oxacycle
Carboxylic acid derivative
Hydrocarbon derivative
Alcohol
Organic nitrogen compound
Amine
Organonitrogen compound
Carbonyl group
Organooxygen compound
Organosulfur compound
Organic oxygen compound
Organopnictogen compound
Primary amine
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework Aromatic heteropolycyclic compoundsExternal Descriptors

Fatty acyl CoAs (C05274 )

Physical PropertiesState: SolidCharge:-4 Melting point: Not AvailableExperimental Properties:

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	2.94 mg/mL	ALOGPS
logP	0.87	ALOGPS
logP	-3.2	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	0.83	ChemAxon
pKa (Strongest Basic)	4.95	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	363.63 Å²	ChemAxon
Rotatable Bond Count	28	ChemAxon
Refractivity	209.04 m³·mol^-1	ChemAxon
Polarizability	87.87 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	0	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological PropertiesCellular Locations: Not AvailableReactions:

decanoyl-CoA + acetyl-CoA → 3-oxododecanoyl-CoA + coenzyme A

Pathways:

Fatty Acid Elongation In Mitochondria pae00062
Fatty acid Metabolism pae00071

SpectraSpectra:

Spectrum Type	Description	Splash Key
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-1911101102-21a54e6ddc3bc3f0fa2f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0940200000-cde77193a5a7de49b086	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-1910102000-ef500961059789acea18	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0zpi-2912030303-cea2a707bb4d954482d6	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0fai-2901010000-90a07e7716a613da0fbb	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-057i-6900000000-a26ec16b7584e4b6f0cd	View in MoNA

ReferencesReferences:

Gregersen N, Kolvraa S, Mortensen PB: Acyl-CoA: glycine N-acyltransferase: in vitro studies on the glycine conjugation of straight- and branched-chained acyl-CoA esters in human liver. Biochem Med Metab Biol. 1986 Apr;35(2):210-8. [3707752 ]

Synthesis Reference: Not AvailableMaterial Safety Data Sheet (MSDS) Download (PDF) LinksExternal Links:

Resource	Link
ChEBI	61430
HMDB	HMDB06404
IAF1260	45478
KEGG	C05274
MetaboLights	MTBLC61430
PubChem	25244140

decanoyl-CoA (PAMDB110394)

Structure for decanoyl-CoA (PAMDB110394)