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Showing Compound Adenosine 2',3'-cyclic phosphate (FDB028321)

Record Information
Version1.0
Creation date2011-09-21 01:37:55 UTC
Update date2015-10-09 22:33:26 UTC
Primary IDFDB028321
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameAdenosine 2',3'-cyclic phosphate
DescriptionSedoheptulose, also known as D-altro-heptulose or volemulose, belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond. The Crassulaceae, or orpine family, is a family of dicotyledons. Sedoheptulose is an extremely weak basic (essentially neutral) compound (based on its pKa). In humans, sedoheptulose is involved in pentose phosphate pathway. They are found worldwide, but mostly occur in the northern hemisphere and southern Africa, typically in dry and/or cold areas where water may be scarce. It also plays an important role as a transitory compound in the cyclic regeneration of D-ribulose for carbon dioxide fixation in plant photosynthesis. Sedoheptulose is a seven-carbon ketose sugar originally found in Sedum spectabile, a common perennial garden plant. As a result, this sugar is often found to be part of the human diet. It is one of the few heptoses found in nature. Later it was shown to be widely distributed in the plants of the Crassulaceae family. The family includes about 1,400 species in 33 genera.
CAS Number634-01-5
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
beta-D-SedoheptuloseChEBI
D-Altro-heptuloseChEBI
D-SedoheptuloseChEBI
VolemuloseChEBI
b-D-SedoheptuloseGenerator
Β-D-sedoheptuloseGenerator
b-D-SedoheptulopyranoseHMDB
Β-D-sedoheptulopyranoseHMDB
D-AltroheptuloseHMDB
beta-D-SedoheptulopyranoseHMDB
beta-D-Altro-2-heptulopyranoseHMDB
Β-D-altro-2-heptulopyranoseHMDB
2',3'-CAMPHMDB
2',3'-Cyclic adenosine monophosphateHMDB
Adenosine cyclic 2',3'-monophosphateHMDB
Cyclic 2',3'-(hydrogen phosphate)-adenosineHMDB
Cyclic 2',3'-AMPHMDB
2',3'-Cyclic AMPMeSH, HMDB
2',3'-Cyclic AMP, monosodium saltMeSH, HMDB
Adenosine cyclic-2',3'-monophosphateMeSH, HMDB
2',3'-Cyclic AMP, sodium saltMeSH, HMDB
Adenosine cyclic 2,3 monophosphateMeSH, HMDB
Adenosine 2',3'-cyclic phosphoric acidGenerator
2',3'-cAMPhmdb
2',3'-Cyclic adenosine monoateHMDB
Adenosine 2',3'-cyclic ateHMDB
Adenosine 2',3'-cyclic phosphatehmdb
Adenosine cyclic 2',3'-monoateHMDB
Cyclic 2',3'-(hydrogen ate)-adenosineHMDB
cyclic 2',3'-(hydrogen phosphate)-Adenosinehmdb
Predicted Properties
PropertyValueSource
Water Solubility3.59 g/LALOGPS
logP-2.5ALOGPS
logP-3.8ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)1.76ChemAxon
pKa (Strongest Basic)4.99ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area154.84 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity70.29 m³·mol⁻¹ChemAxon
Polarizability28.38 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H12N5O6P
IUPAC name4-(6-amino-9H-purin-9-yl)-2-hydroxy-6-(hydroxymethyl)-tetrahydro-2H-2λ⁵-furo[3,4-d][1,3,2]dioxaphosphol-2-one
InChI IdentifierInChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7-6(4(1-16)19-10)20-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)
InChI KeyKMYWVDDIPVNLME-UHFFFAOYSA-N
Isomeric SMILESNC1=NC=NC2=C1N=CN2C1OC(CO)C2OP(O)(=O)OC12
Average Molecular Weight329.2059
Monoisotopic Molecular Weight329.052519653
Classification
Description Belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentC-glycosyl compounds
Alternative Parents
Substituents
  • Hexose monosaccharide
  • C-glycosyl compound
  • Oxane
  • Monosaccharide
  • Secondary alcohol
  • Hemiacetal
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

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
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSAdenosine 2',3'-cyclic phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00sl-4931000000-63bbe1c23904369ab6dcSpectrum
Predicted GC-MSAdenosine 2',3'-cyclic phosphate, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-4963000000-2b49ded7864dfe43fd63Spectrum
Predicted GC-MSAdenosine 2',3'-cyclic phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAdenosine 2',3'-cyclic phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-1904000000-0a4c1fe6e7f0f0e471dd2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-28f1776c8c08029a99822017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-2900000000-a28e89ce894806596ddd2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0059-0409000000-3004bf80483487c032f52017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0900000000-21e625f749ef757796252017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-053r-3900000000-4ed31a0af1579b8f5e052017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0009000000-a6a397633559c6672b082021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0209000000-eb0e5bb1205894657ee72021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-0902000000-b0c38d2925719c58ec192021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0009000000-24546b3fc8282cbfee152021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0109000000-c2871eb4df0f5c053bf62021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-053r-2900000000-d02a1a43356a83f685812021-09-22View Spectrum
NMRNot Available
ChemSpider ID1947
ChEMBL IDNot Available
KEGG Compound IDC02353
Pubchem Compound ID2024
Pubchem Substance IDNot Available
ChEBI ID27844
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB11616
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
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
2',3'-cyclic-nucleotide 3'-phosphodiesteraseCNPP09543
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference