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Showing Compound Adenosine 3',5'-diphosphate (FDB021887)

Record Information
Version1.0
Creation date2011-09-21 00:04:34 UTC
Update date2024-11-29 22:28:08 UTC
Primary IDFDB021887
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameAdenosine 3',5'-diphosphate
DescriptionAdenosine 3',5'-diphosphate, also known as 3-phosphoadenosine 5-phosphate or 3'-phosphoadenylate, belongs to the class of organic compounds known as purine ribonucleoside 3',5'-bisphosphates. These are purine ribobucleotides with one phosphate group attached to 3' and 5' hydroxyl groups of the ribose moiety. Adenosine 3',5'-diphosphate is a strong basic compound (based on its pKa). Adenosine 3',5'-diphosphate exists in all living species, ranging from bacteria to humans. Outside of the human body, Adenosine 3',5'-diphosphate has been detected, but not quantified in, several different foods, such as scarlet beans, tronchuda cabbages, horseradish tree, shallots, and lindens. This could make adenosine 3',5'-diphosphate a potential biomarker for the consumption of these foods. An adenosine bisphosphate having two monophosphate groups at the 3'- and 5'-positions.
CAS Number1053-73-2
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
3'-PhosphoadenylateChEBI
Adenosine 3',5'-bisphosphateChEBI
PAPChEBI
Phosphoadenosine phosphateChEBI
3'-Phosphoadenylic acidGenerator
Adenosine 3',5'-bisphosphoric acidGenerator
Phosphoadenosine phosphoric acidGenerator
Adenosine 3',5'-diphosphoric acidGenerator
3'-Phosphoryl-AMPHMDB
3,5-ADPHMDB
3,5-DiphosphoadenosineHMDB
3-Phosphoadenosine 5-phosphateHMDB
5-(Dihydrogen phosphate) 3-adenylateHMDB
5-(Dihydrogen phosphate)3'-adenylic acidHMDB
Adenosine 3,5-bisHMDB
Adenosine 3,5-bisphosphateHMDB
Adenosine 3'-phosphate-5'-phosphate, disodium saltHMDB
3'-Phosphoadenosine 5'-phosphateHMDB
Adenosine 3'-phosphate-5'-phosphate, monosodium saltHMDB
3',5'-ADPHMDB
Adenosine 3'-phosphate-5'-phosphateHMDB
3-Oadenosine 5-ateHMDB
3,5-DioadenosineHMDB
3'-OadenylateChEBI
3'-Oadenylic acidGenerator
3'-Oryl-AMPHMDB
5-(Dihydrogen ate) 3-adenylateHMDB
5-(Dihydrogen ate)3'-adenylic acidHMDB
5-(dihydrogen phosphate) 3-Adenylatehmdb
5-(dihydrogen phosphate)3'-Adenylic acidhmdb
Adenosine 3,5-bisateHMDB
Adenosine 3,5-diphosphic acidhmdb
Adenosine 3',5'-bisateChEBI
Adenosine 3',5'-bisic acidGenerator
adenosine 3',5'-bisphosphatehmdb
Oadenosine ateChEBI
Oadenosine ic acidGenerator
Predicted Properties
PropertyValueSource
Water Solubility3.33 g/LALOGPS
logP-1.6ALOGPS
logP-4.8ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)0.7ChemAxon
pKa (Strongest Basic)3.92ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area232.6 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity84.94 m³·mol⁻¹ChemAxon
Polarizability34.28 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC10H15N5O10P2
IUPAC name{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}phosphonic acid
InChI IdentifierInChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(25-27(20,21)22)4(24-10)1-23-26(17,18)19/h2-4,6-7,10,16H,1H2,(H2,11,12,13)(H2,17,18,19)(H2,20,21,22)/t4-,6-,7-,10-/m1/s1
InChI KeyWHTCPDAXWFLDIH-KQYNXXCUSA-N
Isomeric SMILESNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H]1O
Average Molecular Weight427.2011
Monoisotopic Molecular Weight427.029414749
Classification
Description Belongs to the class of organic compounds known as purine ribonucleoside 3',5'-bisphosphates. These are purine ribobucleotides with one phosphate group attached to 3' and 5' hydroxyl groups of the ribose moiety.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPurine nucleotides
Sub ClassPurine ribonucleotides
Direct ParentPurine ribonucleoside 3',5'-bisphosphates
Alternative Parents
Substituents
  • Purine ribonucleoside 3',5'-bisphosphate
  • Purine ribonucleoside monophosphate
  • Pentose phosphate
  • Ribonucleoside 3'-phosphate
  • Pentose-5-phosphate
  • Glycosyl compound
  • N-glycosyl compound
  • 6-aminopurine
  • Pentose monosaccharide
  • Monosaccharide phosphate
  • Imidazopyrimidine
  • Purine
  • Aminopyrimidine
  • Monoalkyl phosphate
  • Organic phosphoric acid derivative
  • N-substituted imidazole
  • Phosphoric acid ester
  • Monosaccharide
  • Imidolactam
  • Pyrimidine
  • Alkyl phosphate
  • Imidazole
  • Azole
  • Tetrahydrofuran
  • Heteroaromatic compound
  • Secondary alcohol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Amine
  • Alcohol
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties
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
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSAdenosine 3',5'-diphosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0002-9332100000-c2cf1343058e5c460684Spectrum
Predicted GC-MSAdenosine 3',5'-diphosphate, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0002-9141400000-8e8cf251eecd6d39cf02Spectrum
Predicted GC-MSAdenosine 3',5'-diphosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAdenosine 3',5'-diphosphate, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAdenosine 3',5'-diphosphate, TMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAdenosine 3',5'-diphosphate, TMS_1_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAdenosine 3',5'-diphosphate, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAdenosine 3',5'-diphosphate, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAdenosine 3',5'-diphosphate, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAdenosine 3',5'-diphosphate, TBDMS_1_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 10V, positivesplash10-000i-0913100000-4559e980fc823f06cda12020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 20V, positivesplash10-000i-0910000000-164b37f4075a5627b64d2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 40V, positivesplash10-000i-1900000000-0f28c9a19c771609202d2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-003r-3900000000-fc11f9ff14bc678ffb892021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-057i-2913300000-fdb650a7ed3a1d7dc1192021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0059-9700000000-e0ed082bd1249fa162f62021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-000i-1900000000-a2612ac21c9094d3d4b12021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-000i-0900000000-a48b75d77591f32a31a62021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-000i-0910000000-164b37f4075a5627b64d2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-000i-0913100000-5a86462d5152e2e074f02021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-004i-0101900000-c682799b7471e544d5a72021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0902300000-77268ef9fe8672f81e9f2015-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-6986eb10675f363acf422015-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-1900000000-493254661a51349997bd2015-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-7801900000-b4b0af4deca129a6a12c2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0059-9800000000-4a1ffcf05d9938fe121e2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9200000000-fb4a5bf16d0e5bcaa1e02015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-63709bad7395f9f33acc2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0900100000-1be0541745ea8310e7172021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-003r-4901000000-46fabb89b3c8f5f65bc82021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0000900000-e292158e80c5681369df2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0019-0923500000-c2fa14d2158399b30f0c2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001r-1779000000-aed0b018efcf2528cabd2021-09-22View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Spectrum
ChemSpider ID140102
ChEMBL IDCHEMBL574817
KEGG Compound IDC00054
Pubchem Compound ID159296
Pubchem Substance IDNot Available
ChEBI ID17985
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00061
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID33684
KNApSAcK IDNot Available
HET IDA3P
Food Biomarker OntologyNot Available
VMH 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
Enzymes
NameGene NameUniProt ID
Sulfotransferase family cytosolic 2B member 1SULT2B1O00204
Sulfotransferase 1A1SULT1A1P50225
Sulfotransferase 1A2SULT1A2P50226
Sulfotransferase 1A3/1A4SULT1A3P50224
Galactosylceramide sulfotransferaseGAL3ST1Q99999
Estrogen sulfotransferaseSULT1E1P49888
Heparan sulfate glucosamine 3-O-sulfotransferase 3A1HS3ST3A1Q9Y663
L-aminoadipate-semialdehyde dehydrogenase-phosphopantetheinyl transferaseAASDHPPTQ9NRN7
Carbohydrate sulfotransferase 3CHST3Q7LGC8
Carbohydrate sulfotransferase 1CHST1O43916
Carbohydrate sulfotransferase 7CHST7Q9NS84
Bile salt sulfotransferaseSULT2A1Q06520
Carbohydrate sulfotransferase 11CHST11Q9NPF2
Carbohydrate sulfotransferase 13CHST13Q8NET6
Carbohydrate sulfotransferase 12CHST12Q9NRB3
Heparan sulfate glucosamine 3-O-sulfotransferase 3B1HS3ST3B1Q9Y662
Heparan sulfate glucosamine 3-O-sulfotransferase 1HS3ST1O14792
Heparan sulfate glucosamine 3-O-sulfotransferase 4HS3ST4Q9Y661
Heparan sulfate glucosamine 3-O-sulfotransferase 5HS3ST5Q8IZT8
Heparan sulfate glucosamine 3-O-sulfotransferase 2HS3ST2Q9Y278
Protein-tyrosine sulfotransferase 2TPST2O60704
Carbohydrate sulfotransferase 14CHST14Q8NCH0
Heparan-sulfate 6-O-sulfotransferase 1HS6ST1O60243
Heparan-sulfate 6-O-sulfotransferase 2HS6ST2Q96MM7
Heparan-sulfate 6-O-sulfotransferase 3HS6ST3Q8IZP7
Carbohydrate sulfotransferase 15CHST15Q7LFX5
Tyrosylprotein sulfotransferase 1TPST1A4D2M0
Pathways
NameSMPDB LinkKEGG Link
Sulfate/Sulfite MetabolismSMP00041 map00920
Metabolism and Physiological Effects of O-SulfotyrosineSMP0126811 Not Available
Metabolism and Physiological Effects of Phenol sulphate SMP0126844 Not Available
Metabolism and Physiological Effects of p-Cresol sulphateSMP0126850 Not Available
Metabolism and Physiological Effects of Androsterone sulfateSMP0127012 Not Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference