Record Information
Version1.0
Creation date2011-09-21 00:11:59 UTC
Update date2015-07-21 06:57:08 UTC
Primary IDFDB022314
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameSuccinyladenosine
DescriptionSuccinyladenosine (SAdo) is one of the dephosphorylated enzyme substrate that accumulates in body fluids of patients with adenylosuccinate lyase (ADSL) deficiency, the other being 5-amino-4-imidazole-N-succinocarboxamide riboside (SAICAr). ADSL is an inherited metabolic disease characterized by various degrees of psychomotor retardation. (PMID 15902552) The severity of the clinical presentation correlates with a low S-Ado/SAICAr ratio in body fluids. (PMID: 15571235) Normally Succinyladenosine is not found in blood or CSF but may be detected in trace amounts in urine. (OMIM 103050) [HMDB]
CAS Number4542-23-8
Structure
Thumb
Synonyms
SynonymSource
(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
(S)-N-(1,2-dicarboxyethyl)-Adenosinehmdb
N-(9-b-D-ribofuranosyl-9H-purin-6-yl)-L-Aspartatehmdb
N-(9-b-D-ribofuranosyl-9H-purin-6-yl)-L-Aspartic acidhmdb
N-(9-beta-delta-ribofuranosyl-9H-purin-6-yl)-L-Aspartatehmdb
N-(9-beta-delta-ribofuranosyl-9H-purin-6-yl)-L-Aspartic acidhmdb
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-Aspartatehmdb
N-9-ribofuranosyl-9H-purin-6-yl-Aspartic acidhmdb
Predicted Properties
PropertyValueSource
Water Solubility7.62 g/LALOGPS
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
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC14H17N5O8
IUPAC name(2S)-2-({9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-9H-purin-6-yl}amino)butanedioic acid
InChI IdentifierInChI=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
Isomeric SMILESOC[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
Average Molecular Weight383.3135
Monoisotopic Molecular Weight383.107712545
Classification
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
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
ChemSpider ID17216022
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID20849086
Pubchem Substance IDNot Available
ChEBI ID15422
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00912
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference