Showing metabocard for S-Acetyldihydrolipoamide-E (BMDB0006878)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (3) Show 3 proteinsXML
Record Information
Version1.0
Creation Date2016-09-30 23:27:07 UTC
Update Date2020-05-21 16:28:42 UTC
BMDB IDBMDB0006878
Secondary Accession Numbers
  • BMDB06878
Metabolite Identification
Common NameS-Acetyldihydrolipoamide-E
DescriptionS-Acetyldihydrolipoamide-E belongs to the class of organic compounds known as fatty amides. These are carboxylic acid amide derivatives of fatty acids, that are formed from a fatty acid and an amine. Thus, S-acetyldihydrolipoamide-e is considered to be a fatty amide. Based on a literature review very few articles have been published on S-Acetyldihydrolipoamide-E.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
8-S-AcetyldihydrolipoamideChEBI
Dihydrolipoyllysine-residue acetyltransferase]S-acetyldihydrolipoyllysineHMDB
Chemical FormulaC10H19NO2S2
Average Molecular Weight249.393
Monoisotopic Molecular Weight249.085720237
IUPAC Name8-(acetylsulfanyl)-6-sulfanyloctanamide
Traditional Name8-S-acetyldihydrolipoamide
CAS Registry NumberNot Available
SMILES
CC(=O)SCCC(S)CCCCC(N)=O
InChI Identifier
InChI=1S/C10H19NO2S2/c1-8(12)15-7-6-9(14)4-2-3-5-10(11)13/h9,14H,2-7H2,1H3,(H2,11,13)
InChI KeyWXCOTNFMLYTGPZ-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as fatty amides. These are carboxylic acid amide derivatives of fatty acids, that are formed from a fatty acid and an amine.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty amides
Direct ParentFatty amides
Alternative Parents
Substituents
  • Fatty amide
  • Carboxamide group
  • Primary carboxylic acid amide
  • Thiocarboxylic acid ester
  • Carbothioic s-ester
  • Sulfenyl compound
  • Thiocarboxylic acid or derivatives
  • Alkylthiol
  • Carboxylic acid derivative
  • Carbonyl group
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.49ALOGPS
logP1.24ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)10.06ChemAxon
pKa (Strongest Basic)-0.58ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area60.16 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity67.23 m³·mol⁻¹ChemAxon
Polarizability27.81 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9520000000-69d3dd2c0fb35a09a40eView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0l3r-2390000000-505da9922f406629961eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05cr-3970000000-cc3ec97184b82e801947View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0kk9-9400000000-5a4de4b7148728d86afbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-074j-1490000000-752a8225d9d8c0f7b015View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-006x-9780000000-18b1e21830fcd3117bfdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-bc1ab1e0a03f30f870d7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0gb9-0490000000-2e23dadf862c86f5506aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-5960000000-c4503c60da932f377034View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9200000000-4c9e81472727ea87088bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0090000000-3f52d189c9f520524a28View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-9560000000-fe21c84846a737aa792bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-006x-9000000000-cf0fb5bec2c2b1c037bfView in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0006878
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB024131
KNApSAcK IDNot Available
Chemspider ID21865772
KEGG Compound IDC16255
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound24906332
PDB IDNot Available
ChEBI ID50623
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Pyruvate dehydrogenase protein X component
General function:
Energy production and conversion
Specific function:
Required for anchoring dihydrolipoamide dehydrogenase (E3) to the dihydrolipoamide transacetylase (E2) core of the pyruvate dehydrogenase complexes of eukaryotes. This specific binding is essential for a functional PDH complex.
Gene Name:
PDHX
Uniprot ID:
P22439
Molecular weight:
53886.0
Reactions
S-Acetyldihydrolipoamide-E + Coenzyme A → Dihydrolipoamide + Acetyl-CoAdetails
Enzyme Details
2. Pyruvate dehydrogenase E1 component subunit alpha, somatic form, mitochondrial
General function:
Energy production and conversion
Specific function:
The pyruvate dehydrogenase complex catalyzes the overall conversion of pyruvate to acetyl-CoA and CO(2), and thereby links the glycolytic pathway to the tricarboxylic cycle.
Gene Name:
PDHA1
Uniprot ID:
A7MB35
Molecular weight:
43388.0
Reactions
Pyruvic acid + Lipoamide → S-Acetyldihydrolipoamide-E + Carbon dioxidedetails
Enzyme Details
3. Pyruvate dehydrogenase E1 component subunit beta, mitochondrial
General function:
Energy production and conversion
Specific function:
The pyruvate dehydrogenase complex catalyzes the overall conversion of pyruvate to acetyl-CoA and CO(2), and thereby links the glycolytic pathway to the tricarboxylic cycle.
Gene Name:
PDHB
Uniprot ID:
P11966
Molecular weight:
39126.0
Reactions
Pyruvic acid + Lipoamide → S-Acetyldihydrolipoamide-E + Carbon dioxidedetails