1,2,2,3,3,4,4,5,5,6,6-Undecafluorocyclohexane-1-sulfonyl fluoride (CHEM011977)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 03:47:44 UTC
Update Date2016-11-09 01:14:29 UTC
Accession NumberCHEM011977
Identification
Common Name1,2,2,3,3,4,4,5,5,6,6-Undecafluorocyclohexane-1-sulfonyl fluoride
ClassSmall Molecule
DescriptionA 3',5'-cyclic purine nucleotide that is the 2'-butanoate ester and 6-N-butanoyl derivative of 3',5'-cyclic AMP.
Contaminant Sources
  • HPV EPA Chemicals
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
3',5'-Cyclic AMP dibutyrateChEBI
BT2CAMPChEBI
BucladesinaChEBI
BucladesinumChEBI
DbcAMPChEBI
Dibutyryl 3',5'-cyclic AMPChEBI
Dibutyryl adenosine 3',5'-cyclic phosphateChEBI
Dibutyryl adenosine 3',5'-monophosphateChEBI
Dibutyryl campChEBI
Dibutyryl cyclic 3',5'-adenylic acidChEBI
Dibutyryl cyclic adenosine 3',5'-monophosphateChEBI
Dibutyryl cyclic AMPChEBI
Dibutyryl-3',5'-AMPChEBI
Dibutyryladenosine 3',5'-cyclic monophosphateChEBI
Dibutyryladenosine cyclic monophosphateChEBI
N(6),2'-O-Dibutyryl campChEBI
N(6),2'-O-Dibutyryl cyclic AMPChEBI
N(6),O(2')-Dibutyryl adenosine 3',5'-cyclic monophosphateChEBI
N(6),O(2')-Dibutyryl campChEBI
N(6),O(2')-Dibutyryl cyclic 3',5'-AMPChEBI
N(6),O(2')-Dibutyryl cyclic AMPChEBI
N(6),O(2')-Dibutyryl-3',5'-cyclic AMPChEBI
N(6),O(2')-Dibutyryladenosine 3',5'-monophosphateChEBI
3',5'-Cyclic AMP dibutyric acidGenerator
Dibutyryl adenosine 3',5'-cyclic phosphoric acidGenerator
Dibutyryl adenosine 3',5'-monophosphoric acidGenerator
Dibutyryl cyclic 3',5'-adenylateGenerator
Dibutyryl cyclic adenosine 3',5'-monophosphoric acidGenerator
Dibutyryladenosine 3',5'-cyclic monophosphoric acidGenerator
Dibutyryladenosine cyclic monophosphoric acidGenerator
N(6),O(2')-Dibutyryl adenosine 3',5'-cyclic monophosphoric acidGenerator
N(6),O(2')-Dibutyryladenosine 3',5'-monophosphoric acidGenerator
[(4Ar,6R,7R,7ar)-6-[6-(butanoylamino)purin-9-yl]-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-D][1,3,2]dioxaphosphinin-7-yl] butanoic acidGenerator
(But)(2) campMeSH
Bucladesine, sodium saltMeSH
Monosodium salt bucladesineMeSH
AMP, Dibutyryl cyclicMeSH
N',o' dibutyryl campMeSH
Bucladesine, monosodium saltMeSH
Bucladesine, barium (1:1) saltMeSH
Dibutyryl adenosine 3,5 monophosphateMeSH
Disodium salt bucladesineMeSH
N(6),0(2')-Dibutyryl cyclic AMPMeSH
Sodium salt bucladesineMeSH
Adenosine-3',5'-monophosphate, dibutyrylMeSH
Bucladesine, disodium saltMeSH
Cyclic AMP, dibutyrylMeSH
Dibutyryl adenosine 3',5' monophosphateMeSH
Dibutyryl adenosine-3',5'-monophosphateMeSH
BucladesineMeSH
N',o'-dibutyryl-campMeSH
Chemical FormulaC18H24N5O8P
Average Molecular Mass469.391 g/mol
Monoisotopic Mass469.136 g/mol
CAS Registry Number355-03-3
IUPAC NameN-{9-[(4aR,6R,7R,7aR)-7-(butanoyloxy)-2-hydroxy-2-oxo-hexahydro-2λ⁵-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-9H-purin-6-yl}butanimidic acid
Traditional NameDibutyryl cAMP
SMILES[H][C@@]12COP(O)(=O)O[C@@]1([H])[C@@]([H])(OC(=O)CCC)[C@@]([H])(O2)N1C=NC2=C(N=C(O)CCC)N=CN=C12
InChI IdentifierInChI=1S/C18H24N5O8P/c1-3-5-11(24)22-16-13-17(20-8-19-16)23(9-21-13)18-15(30-12(25)6-4-2)14-10(29-18)7-28-32(26,27)31-14/h8-10,14-15,18H,3-7H2,1-2H3,(H,26,27)(H,19,20,22,24)/t10-,14-,15-,18-/m1/s1
InChI KeyCJGYSWNGNKCJSB-YVLZZHOMSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 3',5'-cyclic purine nucleotides. These are purine nucleotides in which the oxygen atoms linked to the C3 and C5 carbon atoms of the ribose moiety are both bonded the same phosphorus atom of the phosphate group.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPurine nucleotides
Sub ClassCyclic purine nucleotides
Direct Parent3',5'-cyclic purine nucleotides
Alternative Parents
Substituents
  • 3',5'-cyclic purine ribonucleotide
  • Pentose phosphate
  • Glycosyl compound
  • N-glycosyl compound
  • Monosaccharide phosphate
  • Imidazopyrimidine
  • Purine
  • N-arylamide
  • Fatty acid ester
  • Monosaccharide
  • N-substituted imidazole
  • Organic phosphoric acid derivative
  • Pyrimidine
  • Fatty amide
  • Imidolactam
  • Fatty acyl
  • Heteroaromatic compound
  • Azole
  • Tetrahydrofuran
  • Imidazole
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Organic oxide
  • Organic nitrogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.11 g/LALOGPS
logP0.04ALOGPS
logP2.03ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)1.85ChemAxon
pKa (Strongest Basic)0.48ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area167.48 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity108.81 m³·mol⁻¹ChemAxon
Polarizability45.03 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-053s-1549300000-9b8cd7f212b67853b000Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-2923000000-44bd9d56f31c957e6db3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-2952000000-3f529b9f3b6dd54875e4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0gbi-6196800000-a237566f4976f9489f25Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-5592000000-b9a663fcfc2f2dba6defSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fai-9330000000-dac53ed1b6f7a07597edSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB13242
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkBucladesine
Chemspider IDNot Available
ChEBI ID50095
PubChem Compound IDNot Available
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=15231695
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=20353690
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=23335001
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=27022216
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=29963999