Glutaryl-CoA (CHEM035178)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 05:33:11 UTC
Update Date2016-11-09 01:21:15 UTC
Accession NumberCHEM035178
Identification
Common NameGlutaryl-CoA
ClassSmall Molecule
Description
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Glutaryl-coenzyme AHMDB
Chemical FormulaC26H42N7O19P3S
Average Molecular Mass881.633 g/mol
Monoisotopic Mass881.147 g/mol
CAS Registry Number103192-48-9
IUPAC Name5-{[2-(3-{3-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido}propanamido)ethyl]sulfanyl}-5-oxopentanoic acid
Traditional Name5-({2-[3-(3-{[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-2-hydroxy-3-methylbutanamido)propanamido]ethyl}sulfanyl)-5-oxopentanoic acid
SMILESCC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC(=O)CCCC(O)=O
InChI IdentifierInChI=1S/C26H42N7O19P3S/c1-26(2,21(39)24(40)29-7-6-15(34)28-8-9-56-17(37)5-3-4-16(35)36)11-49-55(46,47)52-54(44,45)48-10-14-20(51-53(41,42)43)19(38)25(50-14)33-13-32-18-22(27)30-12-31-23(18)33/h12-14,19-21,25,38-39H,3-11H2,1-2H3,(H,28,34)(H,29,40)(H,35,36)(H,44,45)(H,46,47)(H2,27,30,31)(H2,41,42,43)/t14-,19-,20-,21?,25-/m1/s1
InChI KeySYKWLIJQEHRDNH-KRPIADGTSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as long-chain fatty acyl coas. These are acyl CoAs where the group acylated to the coenzyme A moiety is a long aliphatic chain of 13 to 21 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acyl thioesters
Direct ParentLong-chain fatty acyl CoAs
Alternative Parents
Substituents
  • Coenzyme a or derivatives
  • Purine ribonucleoside 3',5'-bisphosphate
  • Purine ribonucleoside bisphosphate
  • Purine ribonucleoside diphosphate
  • Ribonucleoside 3'-phosphate
  • Pentose phosphate
  • Pentose-5-phosphate
  • Beta amino acid or derivatives
  • Glycosyl compound
  • N-glycosyl compound
  • 6-aminopurine
  • Monosaccharide phosphate
  • Organic pyrophosphate
  • Pentose monosaccharide
  • Imidazopyrimidine
  • Purine
  • Monoalkyl phosphate
  • Aminopyrimidine
  • Imidolactam
  • N-acyl-amine
  • N-substituted imidazole
  • Organic phosphoric acid derivative
  • Monosaccharide
  • Pyrimidine
  • Alkyl phosphate
  • Fatty amide
  • Phosphoric acid ester
  • Tetrahydrofuran
  • Imidazole
  • Azole
  • Heteroaromatic compound
  • Carbothioic s-ester
  • Secondary alcohol
  • Thiocarboxylic acid ester
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Amino acid or derivatives
  • Sulfenyl compound
  • Thiocarboxylic acid or derivatives
  • Organoheterocyclic compound
  • Azacycle
  • Oxacycle
  • Carboxylic acid derivative
  • Organosulfur compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic nitrogen compound
  • Primary amine
  • Organopnictogen compound
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility3.62 g/LALOGPS
logP-0.48ALOGPS
logP-5.6ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)0.82ChemAxon
pKa (Strongest Basic)3.84ChemAxon
Physiological Charge-5ChemAxon
Hydrogen Acceptor Count19ChemAxon
Hydrogen Donor Count10ChemAxon
Polar Surface Area400.93 ŲChemAxon
Rotatable Bond Count24ChemAxon
Refractivity187.7 m³·mol⁻¹ChemAxon
Polarizability78.94 ųChemAxon
Number of Rings3ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
LC-MS/MSLC-MS/MS Spectrum - n/a 61V, negativesplash10-00kr-0005009000-eb3a971b38526182c8acSpectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 61V, negativesplash10-0a4i-0269300000-b433e45be2e4ddb9b3ddSpectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 61V, negativesplash10-05n1-0009700000-d04f275432ce90be4c03Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 61V, negativesplash10-0a4l-0691000000-1c9c9dcd3392e14e12d9Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 61V, negativesplash10-0f80-0009841000-c64bfcd1084f04509fc5Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 61V, negativesplash10-000i-0009000000-8ef4f57ae35ca24154acSpectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 61V, negativesplash10-014r-0001920000-f105e4c7bcf62b49d748Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 61V, negativesplash10-001i-0000100090-7e0c0d1ae140f9f6c57cSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 77V, negativesplash10-053r-0000920060-2e8ff86ba386000c087eSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 100V, negativesplash10-0a6r-1211920000-b87d792a259c80a7b01dSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 123V, negativesplash10-056r-9835710000-f9df91f65d08757ed109Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 146V, negativesplash10-004i-9512100000-6725b9c211e210ffa4f9Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 169V, negativesplash10-004i-9400000000-3b7b4c8aa8db05827423Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 200V, negativesplash10-004i-9300000000-a481ad1113e5856425adSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 232V, negativesplash10-004i-9200000000-484261819d8fe28a06bcSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 278V, negativesplash10-004i-9100000000-1ced5b391be9b0f5176cSpectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 61V, negativesplash10-001i-0001960370-e5f5990aef17b3100ae7Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 61V, negativesplash10-00di-0190000000-0bdc30775338012cc42fSpectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 61V, negativesplash10-0a4i-0900000000-816bc86479bd970ceed6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-1912000130-9b9c96863df04861fbeeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0913000000-43f2e61c32509ed14b97Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-1901000000-4ff7fbc1bd490ad4c020Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01q9-3911030350-425e74ceb7a0a4256402Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01si-2901010010-f93605fcb2512efdd305Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-057i-6900100000-74a35eb8b1b0810315e4Spectrum
MSMass Spectrum (Electron Ionization)Not AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0001339
FooDB IDFDB022563
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG ID35255
BioCyc IDNot Available
METLIN ID6173
PDB IDNot Available
Wikipedia LinkGlutaryl-CoA
Chemspider ID388388
ChEBI ID15524
PubChem Compound ID439252
Kegg Compound IDC00527
YMDB IDYMDB16137
ECMDB IDECMDB01339
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Corral I, Martinez Castrillo JC, Martinez-Pardo M, Gimeno A: [Glutaric aciduria type I: diagnosis in adulthood and phenotypic variability]. Neurologia. 2001 Oct;16(8):377-80.
2. Mahfoud A, Dominguez CL, Rizzo C, Ribes A: [In utero macrocephaly as clinical manifestation of glutaric aciduria type I. Report of a novel mutation]. Rev Neurol. 2004 Nov 16-30;39(10):939-42.
3. Hyman DB, Tanaka K: Specific glutaryl-CoA dehydrogenating activity is deficient in cultured fibroblasts from glutaric aciduria patients. J Clin Invest. 1984 Mar;73(3):778-84.