Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB004367
Identification
Name: L-Threonylcarbamoyladenylate
Description:A threonine derivative that is L-threonine in which one of the amino hydrogens is substituted by and adenyloxycarbonyl group
Structure
Thumb
Synonyms:
  • L-Threonylcarbamoyl-AMP
  • L-Threonylcarbamoyladenylic acid
  • N-(Adenyloxycarbonyl)-L-threnine
  • TC-AMP
Chemical Formula: C15H21N6O11P
Average Molecular Weight: 492.3346
Monoisotopic Molecular Weight: 492.100592056
InChI Key: GHLUPQUHEIJRCU-DWVDDHQFSA-N
InChI:InChI=1S/C15H21N6O11P/c1-5(22)7(14(25)26)20-15(27)32-33(28,29)30-2-6-9(23)10(24)13(31-6)21-4-19-8-11(16)17-3-18-12(8)21/h3-7,9-10,13,22-24H,2H2,1H3,(H,20,27)(H,25,26)(H,28,29)(H2,16,17,18)/t5-,6-,7+,9-,10-,13-/m1/s1
CAS number: Not Available
IUPAC Name:(2S,3R)-2-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)methylidene}amino)-3-hydroxybutanoic acid
Traditional IUPAC Name: (2S,3R)-2-{[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy)(hydroxy)methylidene]amino}-3-hydroxybutanoic acid
SMILES:[H][C@](C)(O)[C@]([H])(N=C(O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O)C(O)=O
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.
Kingdom Organic compounds
Super ClassNucleosides, nucleotides, and analogues
Class Purine nucleotides
Sub ClassPurine ribonucleotides
Direct Parent Purine ribonucleoside monophosphates
Alternative Parents
Substituents
  • Purine ribonucleoside monophosphate
  • Purine nucleoside
  • Pentose phosphate
  • Pentose-5-phosphate
  • N-glycosyl compound
  • Glycosyl compound
  • Monosaccharide phosphate
  • 6-aminopurine
  • Alpha-amino acid or derivatives
  • Imidazopyrimidine
  • Purine
  • Beta-hydroxy acid
  • Monoalkyl phosphate
  • Sugar acid
  • Monosaccharide
  • N-substituted imidazole
  • Organic phosphate
  • Organic phosphoric acid derivative
  • Hydroxy acid
  • Phosphoric acid ester
  • Imidolactam
  • Alkyl phosphate
  • Pyrimidine
  • Azole
  • Imidazole
  • Tetrahydrofuran
  • Heteroaromatic compound
  • Amino acid or derivatives
  • Amino acid
  • 1,2-diol
  • Secondary alcohol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Organic 1,3-dipolar compound
  • Carboximidic acid derivative
  • Carboxylic acid derivative
  • Carboxylic acid
  • Propargyl-type 1,3-dipolar organic compound
  • Monocarboxylic acid or derivatives
  • Carbonyl group
  • Amine
  • Hydrocarbon derivative
  • Alcohol
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular Framework Aromatic heteropolycyclic compounds
External Descriptors
Physical Properties
State: Not Available
Charge:-2
Melting point: Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility2.7 mg/mLALOGPS
logP-2ALOGPS
logP-4.2ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)2.58ChemAxon
pKa (Strongest Basic)4.87ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count14ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area265.19 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity103.86 m3·mol-1ChemAxon
Polarizability42.07 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Cytoplasm
Reactions:
Pathways: Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0912200000-3c41643a52fce04f02a4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-4723c3a7dcbf79f77c3eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f79-2900000000-ef8f710b39e30b915a2cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00c0-3938700000-b577cc9ad622d46321a9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-003r-3912100000-9bf68d4a5ccdb3cfb250View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-4910000000-7a48959fa6b71f587873View in MoNA
References
References: Not Available
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
CHEBI ID73687
HMDB IDNot Available
Pubchem Compound ID56835784
Kegg IDC20641
ChemSpider ID28639397
Wikipedia IDNot Available
BioCyc IDNot Available