Showing metabocard for Succinyladenosine (BMDB0000912)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:38:32 UTC
Update Date2020-05-11 20:38:17 UTC
BMDB IDBMDB0000912
Secondary Accession Numbers
  • BMDB00912
Metabolite Identification
Common NameSuccinyladenosine
DescriptionSuccinyladenosine belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. In cattle, succinyladenosine is involved in the metabolic pathway called the aspartate metabolism pathway. Succinyladenosine, with regard to humans, has been found to be associated with the diseases such as autism; succinyladenosine has also been linked to several inborn metabolic disorders including adenylosuccinate lyase deficiency and fumarase deficiency. Based on a literature review a significant number of articles have been published on Succinyladenosine.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(S)-N-(1,2-Dicarboxyethyl)-adenosineChEBI
6-(1,2-Dicarboxyethylamino)-9-beta-D-ribofuranosylpurineChEBI
N-(9-beta-D-Ribofuranosyl-9H-purin-6-yl)-L-aspartic acidChEBI
N-9-Ribofuranosyl-9H-purin-6-yl-aspartic acidChEBI
SuccinoadenosineChEBI
6-(1,2-Dicarboxyethylamino)-9-b-D-ribofuranosylpurineGenerator
6-(1,2-Dicarboxyethylamino)-9-β-D-ribofuranosylpurineGenerator
N-(9-b-D-Ribofuranosyl-9H-purin-6-yl)-L-aspartateGenerator
N-(9-b-D-Ribofuranosyl-9H-purin-6-yl)-L-aspartic acidGenerator
N-(9-beta-D-Ribofuranosyl-9H-purin-6-yl)-L-aspartateGenerator
N-(9-Β-D-ribofuranosyl-9H-purin-6-yl)-L-aspartateGenerator
N-(9-Β-D-ribofuranosyl-9H-purin-6-yl)-L-aspartic acidGenerator
N-9-Ribofuranosyl-9H-purin-6-yl-aspartateGenerator
6-(1,2-Dicarboxyethylamino)-9-beta-delta-ribofuranosylpurineHMDB
N-(9-beta-delta-Ribofuranosyl-9H-purin-6-yl)-L-aspartateHMDB
N-(9-beta-delta-Ribofuranosyl-9H-purin-6-yl)-L-aspartic acidHMDB
Chemical FormulaC14H17N5O8
Average Molecular Weight383.3135
Monoisotopic Molecular Weight383.107712545
IUPAC Name(2S)-2-({9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-9H-purin-6-yl}amino)butanedioic acid
Traditional Nameatp - adenosine triphosphate
CAS Registry Number4542-23-8
SMILES
OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C(N[C@@H](CC(O)=O)C(O)=O)N=CN=C12
InChI Identifier
InChI=1S/C14H17N5O8/c20-2-6-9(23)10(24)13(27-6)19-4-17-8-11(15-3-16-12(8)19)18-5(14(25)26)1-7(21)22/h3-6,9-10,13,20,23-24H,1-2H2,(H,21,22)(H,25,26)(H,15,16,18)/t5-,6+,9+,10+,13+/m0/s1
InChI KeyVKGZCEJTCKHMRL-VWJPMABRSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPurine nucleosides
Sub ClassNot Available
Direct ParentPurine nucleosides
Alternative Parents
Substituents
  • Purine nucleoside
  • Aspartic acid or derivatives
  • Glycosyl compound
  • N-glycosyl compound
  • 6-alkylaminopurine
  • 6-aminopurine
  • Alpha-amino acid or derivatives
  • Pentose monosaccharide
  • L-alpha-amino acid
  • Imidazopyrimidine
  • Purine
  • Aminopyrimidine
  • Secondary aliphatic/aromatic amine
  • N-substituted imidazole
  • Monosaccharide
  • Pyrimidine
  • Dicarboxylic acid or derivatives
  • Imidolactam
  • Heteroaromatic compound
  • Imidazole
  • Tetrahydrofuran
  • Azole
  • Amino acid or derivatives
  • Secondary alcohol
  • Amino acid
  • Carboxylic acid derivative
  • Carboxylic acid
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Secondary amine
  • Organic oxygen compound
  • Alcohol
  • Organic nitrogen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Amine
  • Organopnictogen compound
  • Organic oxide
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point233 - 238 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.3ALOGPS
logP-3.9ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)3.14ChemAxon
pKa (Strongest Basic)4.58ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area200.15 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity85.3 m³·mol⁻¹ChemAxon
Polarizability34.83 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
PlacentaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0000912
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022314
KNApSAcK IDNot Available
Chemspider ID17216022
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID5867
PubChem Compound20849086
PDB IDNot Available
ChEBI ID71169
References
Synthesis ReferenceBuck, Ildiko; Reese, Colin B. An unambiguous synthesis of adenylosuccinic acid and its constituent nucleoside. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1990), (11), 2937-42.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available