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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2007-04-12 20:43:31 UTC
Update Date2021-09-14 15:38:59 UTC
HMDB IDHMDB0006032
Secondary Accession Numbers
  • HMDB06032
Metabolite Identification
Common NameImidazoleacetic acid ribotide
DescriptionImidazoleacetic acid ribotide (IAA-RP) is an endogenous ligand that stimulates imidazol(in)e receptors. Experimental data suggest that IAA-RP may participate in transsynaptic signaling in brain, because it exists in brainstem neurons, exhibits depolarization-induced Ca2+-dependent release from P2 synaptosomal elements, has relatively high affinity for membrane-bound I-R sites, and produces physiological effects on exogenous application. IAA-RP is rapidly metabolized by phosphatases and ecto-5'-nucleotidases. (PMID: 15365189 ).
Structure
Data?1582752372
Synonyms
ValueSource
1-(5-Phosphoribosyl)imidazole-4-acetateChEBI
1-(5-Phosphoribosyl)imidazole-4-acetic acidGenerator
Imidazoleacetate ribotideGenerator
IAA-RPMeSH
1-(5-Phosphoribosyl)imidazol-4-ylacetic acidChEBI, HMDB
1-(5-Phosphoribosyl)imidazol-4-ylacetateGenerator, HMDB
1-(5-O-phosphono-b-D-Ribofuranosyl)-1H-imidazole-4-acetic acidHMDB
1-(5-O-phosphono-beta-delta-Ribofuranosyl)-1H-imidazole-4-acetic acidHMDB
1-b-D-Ribofuranosyl-imidazole-4-acetic acid 5'-(dihydrogen phosphate)HMDB
1-b-D-Ribofuranosyl-imidazole-4-acetic acid 5'-phosphateHMDB
1-beta-delta-Ribofuranosyl-imidazole-4-acetic acid 5'-(dihydrogen phosphate)HMDB
1-beta-delta-Ribofuranosyl-imidazole-4-acetic acid 5'-phosphateHMDB
1-Ribosylimidazole-4-acetic acid 5'-phosphateHMDB
Imidazole-4-acetic acid ribotideHMDB
[1-(5-Phosphoribofuranosyl)imidazol-4-yl]acetic acidHMDB
[1-(5-Phosphoribosyl)imidazol-4-yl]acetic acidHMDB
[1-(5-Phosphoribosyl)imidazol-4-yl]acetateGenerator, HMDB
Imidazoleacetic acid ribotideMeSH
Chemical FormulaC10H15N2O9P
Average Molecular Weight338.2079
Monoisotopic Molecular Weight338.0515166
IUPAC Name2-{1-[(3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-1H-imidazol-4-yl}acetic acid
Traditional Name{1-[(3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]imidazol-4-yl}acetic acid
CAS Registry Number2888-19-9
SMILES
O[C@@H]1[C@@H](COP(O)(O)=O)OC([C@@H]1O)N1C=NC(CC(O)=O)=C1
InChI Identifier
InChI=1S/C10H15N2O9P/c13-7(14)1-5-2-12(4-11-5)10-9(16)8(15)6(21-10)3-20-22(17,18)19/h2,4,6,8-10,15-16H,1,3H2,(H,13,14)(H2,17,18,19)/t6-,8-,9-,10?/m1/s1
InChI KeyRDQUQBHPMYFYMX-XIWVQZPPSA-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
  • Glycosyl compound
  • N-glycosyl compound
  • 6-aminopurine
  • Imidazopyrimidine
  • Purine
  • Aminopyrimidine
  • Imidolactam
  • Pyrimidine
  • Monosaccharide
  • N-substituted imidazole
  • Azole
  • Heteroaromatic compound
  • Imidazole
  • Tetrahydrofuran
  • Secondary alcohol
  • Dialkyl ether
  • Ether
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Organic oxygen compound
  • Amine
  • Hydrocarbon derivative
  • Alcohol
  • Organic nitrogen compound
  • Organopnictogen compound
  • Primary amine
  • Primary alcohol
  • Organonitrogen compound
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility2.74 g/LALOGPS
logP10(-1.7) g/LALOGPS
logP10(-3.6) g/LChemAxon
logS10(-2.1) g/LALOGPS
pKa (Strongest Acidic)1.22ChemAxon
pKa (Strongest Basic)5.9ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area171.57 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity67.42 m³·mol⁻¹ChemAxon
Polarizability28.94 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+179.14531661259
DarkChem[M-H]-173.80831661259
DeepCCS[M+H]+165.28330932474
DeepCCS[M-H]-162.88730932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Imidazoleacetic acid ribotideO[C@@H]1[C@@H](COP(O)(O)=O)OC([C@@H]1O)N1C=NC(CC(O)=O)=C13819.9Standard polar33892256
Imidazoleacetic acid ribotideO[C@@H]1[C@@H](COP(O)(O)=O)OC([C@@H]1O)N1C=NC(CC(O)=O)=C12119.2Standard non polar33892256
Imidazoleacetic acid ribotideO[C@@H]1[C@@H](COP(O)(O)=O)OC([C@@H]1O)N1C=NC(CC(O)=O)=C12981.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Imidazoleacetic acid ribotide,1TMS,isomer #1C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)OC(N2C=NC(CC(=O)O)=C2)[C@@H]1O2780.7Semi standard non polar33892256
Imidazoleacetic acid ribotide,1TMS,isomer #2C[Si](C)(C)O[C@H]1C(N2C=NC(CC(=O)O)=C2)O[C@H](COP(=O)(O)O)[C@H]1O2826.1Semi standard non polar33892256
Imidazoleacetic acid ribotide,1TMS,isomer #3C[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)C=N12814.9Semi standard non polar33892256
Imidazoleacetic acid ribotide,1TMS,isomer #4C[Si](C)(C)OP(=O)(O)OC[C@H]1OC(N2C=NC(CC(=O)O)=C2)[C@H](O)[C@@H]1O2909.7Semi standard non polar33892256
Imidazoleacetic acid ribotide,2TMS,isomer #1C[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]2O)C=N12751.4Semi standard non polar33892256
Imidazoleacetic acid ribotide,2TMS,isomer #2C[Si](C)(C)O[C@H]1C(N2C=NC(CC(=O)O)=C2)O[C@H](COP(=O)(O)O)[C@H]1O[Si](C)(C)C2747.5Semi standard non polar33892256
Imidazoleacetic acid ribotide,2TMS,isomer #3C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)OC(N2C=NC(CC(=O)O)=C2)[C@@H]1O2817.2Semi standard non polar33892256
Imidazoleacetic acid ribotide,2TMS,isomer #4C[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O[Si](C)(C)C)C=N12778.3Semi standard non polar33892256
Imidazoleacetic acid ribotide,2TMS,isomer #5C[Si](C)(C)O[C@H]1C(N2C=NC(CC(=O)O)=C2)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@H]1O2870.6Semi standard non polar33892256
Imidazoleacetic acid ribotide,2TMS,isomer #6C[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]2O)C=N12814.5Semi standard non polar33892256
Imidazoleacetic acid ribotide,2TMS,isomer #7C[Si](C)(C)OP(=O)(OC[C@H]1OC(N2C=NC(CC(=O)O)=C2)[C@H](O)[C@@H]1O)O[Si](C)(C)C2877.0Semi standard non polar33892256
Imidazoleacetic acid ribotide,3TMS,isomer #1C[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N12720.7Semi standard non polar33892256
Imidazoleacetic acid ribotide,3TMS,isomer #2C[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)C=N12770.7Semi standard non polar33892256
Imidazoleacetic acid ribotide,3TMS,isomer #3C[Si](C)(C)O[C@H]1C(N2C=NC(CC(=O)O)=C2)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2794.9Semi standard non polar33892256
Imidazoleacetic acid ribotide,3TMS,isomer #4C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)OC(N2C=NC(CC(=O)O)=C2)[C@@H]1O2829.9Semi standard non polar33892256
Imidazoleacetic acid ribotide,3TMS,isomer #5C[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)C=N12811.4Semi standard non polar33892256
Imidazoleacetic acid ribotide,3TMS,isomer #6C[Si](C)(C)O[C@H]1C(N2C=NC(CC(=O)O)=C2)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H]1O2871.6Semi standard non polar33892256
Imidazoleacetic acid ribotide,3TMS,isomer #7C[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]2O)C=N12800.9Semi standard non polar33892256
Imidazoleacetic acid ribotide,4TMS,isomer #1C[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N12784.2Semi standard non polar33892256
Imidazoleacetic acid ribotide,4TMS,isomer #1C[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N12721.2Standard non polar33892256
Imidazoleacetic acid ribotide,4TMS,isomer #1C[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N13539.9Standard polar33892256
Imidazoleacetic acid ribotide,4TMS,isomer #2C[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)C=N12788.8Semi standard non polar33892256
Imidazoleacetic acid ribotide,4TMS,isomer #2C[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)C=N12737.1Standard non polar33892256
Imidazoleacetic acid ribotide,4TMS,isomer #2C[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)C=N13337.7Standard polar33892256
Imidazoleacetic acid ribotide,4TMS,isomer #3C[Si](C)(C)O[C@H]1C(N2C=NC(CC(=O)O)=C2)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2835.2Semi standard non polar33892256
Imidazoleacetic acid ribotide,4TMS,isomer #3C[Si](C)(C)O[C@H]1C(N2C=NC(CC(=O)O)=C2)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2701.8Standard non polar33892256
Imidazoleacetic acid ribotide,4TMS,isomer #3C[Si](C)(C)O[C@H]1C(N2C=NC(CC(=O)O)=C2)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C3328.5Standard polar33892256
Imidazoleacetic acid ribotide,4TMS,isomer #4C[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)C=N12823.4Semi standard non polar33892256
Imidazoleacetic acid ribotide,4TMS,isomer #4C[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)C=N12761.2Standard non polar33892256
Imidazoleacetic acid ribotide,4TMS,isomer #4C[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)C=N13468.8Standard polar33892256
Imidazoleacetic acid ribotide,5TMS,isomer #1C[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N12807.7Semi standard non polar33892256
Imidazoleacetic acid ribotide,5TMS,isomer #1C[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N12684.2Standard non polar33892256
Imidazoleacetic acid ribotide,5TMS,isomer #1C[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N13177.4Standard polar33892256
Imidazoleacetic acid ribotide,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)OC(N2C=NC(CC(=O)O)=C2)[C@@H]1O3041.4Semi standard non polar33892256
Imidazoleacetic acid ribotide,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@H]1C(N2C=NC(CC(=O)O)=C2)O[C@H](COP(=O)(O)O)[C@H]1O3078.6Semi standard non polar33892256
Imidazoleacetic acid ribotide,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)C=N13080.7Semi standard non polar33892256
Imidazoleacetic acid ribotide,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H]1OC(N2C=NC(CC(=O)O)=C2)[C@H](O)[C@@H]1O3150.3Semi standard non polar33892256
Imidazoleacetic acid ribotide,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N13218.3Semi standard non polar33892256
Imidazoleacetic acid ribotide,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@H]1C(N2C=NC(CC(=O)O)=C2)O[C@H](COP(=O)(O)O)[C@H]1O[Si](C)(C)C(C)(C)C3198.5Semi standard non polar33892256
Imidazoleacetic acid ribotide,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)OC(N2C=NC(CC(=O)O)=C2)[C@@H]1O3283.3Semi standard non polar33892256
Imidazoleacetic acid ribotide,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N13234.5Semi standard non polar33892256
Imidazoleacetic acid ribotide,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)O[C@H]1C(N2C=NC(CC(=O)O)=C2)O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H]1O3317.6Semi standard non polar33892256
Imidazoleacetic acid ribotide,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O)C=N13289.1Semi standard non polar33892256
Imidazoleacetic acid ribotide,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1OC(N2C=NC(CC(=O)O)=C2)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C3333.8Semi standard non polar33892256
Imidazoleacetic acid ribotide,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N13408.8Semi standard non polar33892256
Imidazoleacetic acid ribotide,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N13453.2Semi standard non polar33892256
Imidazoleacetic acid ribotide,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@H]1C(N2C=NC(CC(=O)O)=C2)O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C3466.0Semi standard non polar33892256
Imidazoleacetic acid ribotide,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)OC(N2C=NC(CC(=O)O)=C2)[C@@H]1O3494.2Semi standard non polar33892256
Imidazoleacetic acid ribotide,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N13477.5Semi standard non polar33892256
Imidazoleacetic acid ribotide,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)O[C@H]1C(N2C=NC(CC(=O)O)=C2)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]1O3524.4Semi standard non polar33892256
Imidazoleacetic acid ribotide,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O)C=N13491.2Semi standard non polar33892256
Imidazoleacetic acid ribotide,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N13649.7Semi standard non polar33892256
Imidazoleacetic acid ribotide,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N13409.8Standard non polar33892256
Imidazoleacetic acid ribotide,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N13728.9Standard polar33892256
Imidazoleacetic acid ribotide,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N13648.5Semi standard non polar33892256
Imidazoleacetic acid ribotide,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N13390.7Standard non polar33892256
Imidazoleacetic acid ribotide,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N13594.2Standard polar33892256
Imidazoleacetic acid ribotide,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@H]1C(N2C=NC(CC(=O)O)=C2)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C3679.9Semi standard non polar33892256
Imidazoleacetic acid ribotide,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@H]1C(N2C=NC(CC(=O)O)=C2)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C3318.8Standard non polar33892256
Imidazoleacetic acid ribotide,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@H]1C(N2C=NC(CC(=O)O)=C2)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C3599.8Standard polar33892256
Imidazoleacetic acid ribotide,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N13661.4Semi standard non polar33892256
Imidazoleacetic acid ribotide,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N13420.8Standard non polar33892256
Imidazoleacetic acid ribotide,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)CC1=CN(C2O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N13699.3Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Imidazoleacetic acid ribotide GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-9622000000-07b4b17f1a1ad8050f8b2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Imidazoleacetic acid ribotide GC-MS (3 TMS) - 70eV, Positivesplash10-00lr-3913320000-d825e0822aeba9470cc82017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Imidazoleacetic acid ribotide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Imidazoleacetic acid ribotide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazoleacetic acid ribotide 10V, Positive-QTOFsplash10-0adi-0916000000-8ac088c646a69f3ebb612017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazoleacetic acid ribotide 20V, Positive-QTOFsplash10-0a6r-1900000000-c1259bc5491344653f922017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazoleacetic acid ribotide 40V, Positive-QTOFsplash10-004i-6900000000-88cf23a9404395cb56dc2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazoleacetic acid ribotide 10V, Negative-QTOFsplash10-004r-6719000000-a878fa2d4fa77733382e2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazoleacetic acid ribotide 20V, Negative-QTOFsplash10-004i-9300000000-c2e99300d58257e2d11a2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazoleacetic acid ribotide 40V, Negative-QTOFsplash10-004i-9000000000-c1a945dcf895b2caca652017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazoleacetic acid ribotide 10V, Negative-QTOFsplash10-00kr-2009000000-ef22e4150f9d194c213b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazoleacetic acid ribotide 20V, Negative-QTOFsplash10-004i-9100000000-705a000bdd895f74aaab2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazoleacetic acid ribotide 40V, Negative-QTOFsplash10-004i-9000000000-0f29586b7272f82102532021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazoleacetic acid ribotide 10V, Positive-QTOFsplash10-0076-0595000000-5579b97c98df01da201c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazoleacetic acid ribotide 20V, Positive-QTOFsplash10-053r-5910000000-9164e0425ee1da3393632021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazoleacetic acid ribotide 40V, Positive-QTOFsplash10-0560-7920000000-4d6cbc4f1980bf64bcaa2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023810
KNApSAcK IDNot Available
Chemspider ID13148709
KEGG Compound IDC04437
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound16019958
PDB IDNot Available
ChEBI ID16805
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceMatulic-Adamic, Jasenka; Watanabe, Kyoichi A. Nucleosides. 163. Synthesis of ribosides and ribotides of imidazole-4(5)-acetic acid and 1-methylimidazole-4(5)-acetic acid. Korean Journal of Medicinal Chemistry (1991), 1(1), 54-64.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Prell GD, Martinelli GP, Holstein GR, Matulic-Adamic J, Watanabe KA, Chan SL, Morgan NG, Haxhiu MA, Ernsberger P: Imidazoleacetic acid-ribotide: an endogenous ligand that stimulates imidazol(in)e receptors. Proc Natl Acad Sci U S A. 2004 Sep 14;101(37):13677-82. Epub 2004 Sep 13. [PubMed:15365189 ]