Guanadrel sulfate (CHEM018315)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 05:09:05 UTC
Update Date2016-11-09 01:15:46 UTC
Accession NumberCHEM018315
Identification
Common NameGuanadrel sulfate
ClassSmall Molecule
DescriptionA sulfate salt resulting from the reaction of 2 eq. guanadrel with 1 eq. sulfuric acid. A postganglionic adrenergic blocking agent formerly used for the management of hypertension, it has been largely superseded by other drugs less likely to cause orthostatic hypotension (dizzy spells on standing up or stretching).
Contaminant Sources
  • HMDB Contaminants - Urine
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
AnarelChEBI
Bis{amino[(1,4-dioxaspiro[4.5]dec-2-ylmethyl)amino]methaniminium} sulfateChEBI
CL 1388RChEBI
CL-1388RChEBI
HylorelChEBI
U 28288DChEBI
U-28,288DChEBI
Bis{amino[(1,4-dioxaspiro[4.5]dec-2-ylmethyl)amino]methaniminium} sulfuric acidGenerator
Bis{amino[(1,4-dioxaspiro[4.5]dec-2-ylmethyl)amino]methaniminium} sulphateGenerator
Bis{amino[(1,4-dioxaspiro[4.5]dec-2-ylmethyl)amino]methaniminium} sulphuric acidGenerator
Guanadrel sulfuric acidGenerator
Guanadrel sulphateGenerator
Guanadrel sulphuric acidGenerator
2-(1,4-dioxaspiro[4.5]Decan-3-ylmethyl)guanidine;sulfateGenerator
2-(1,4-dioxaspiro[4.5]Decan-3-ylmethyl)guanidine;sulphateGenerator
2-(1,4-dioxaspiro[4.5]Decan-3-ylmethyl)guanidine;sulphuric acidGenerator
Guanadrel sulfateMeSH
GuanadrelMeSH
Chemical FormulaC20H40N6O8S
Average Molecular Mass524.630 g/mol
Monoisotopic Mass524.263 g/mol
CAS Registry Number22195-34-2
IUPAC Namebis(N-({1,4-dioxaspiro[4.5]decan-2-yl}methyl)guanidine); sulfuric acid
Traditional Namebis(guanadrelum); sulfuric acid
SMILESOS(O)(=O)=O.NC(=N)NCC1COC2(CCCCC2)O1.NC(=N)NCC1COC2(CCCCC2)O1
InChI IdentifierInChI=1S/2C10H19N3O2.H2O4S/c2*11-9(12)13-6-8-7-14-10(15-8)4-2-1-3-5-10;1-5(2,3)4/h2*8H,1-7H2,(H4,11,12,13);(H2,1,2,3,4)
InChI KeyRTEVGQJRTFFMLL-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as ketals. These are acetals derived from ketones by replacement of the oxo group by two hydrocarbyloxy groups R2C(OR)2 ( R not Hydrogen ). This term, once abandoned, has been reinstated as a subclass of acetals.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassEthers
Direct ParentKetals
Alternative Parents
Substituents
  • Ketal
  • Sulfuric acid
  • Organic sulfuric acid or derivatives
  • Meta-dioxolane
  • Guanidine
  • Oxacycle
  • Organoheterocyclic compound
  • Carboximidamide
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Imine
  • Aliphatic heteropolycyclic compound
Molecular FrameworkNot Available
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 Solubility1.73 g/LALOGPS
logP-0.18ALOGPS
logP0.68ChemAxon
logS-2.1ALOGPS
pKa (Strongest Basic)12.02ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area80.36 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity66.83 m³·mol⁻¹ChemAxon
Polarizability23.47 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0000090000-3dc83ac78f4d896381ddSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0000090000-3dc83ac78f4d896381ddSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-0000090000-3dc83ac78f4d896381ddSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0000090000-8366537f406f62b92bb4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0000090000-8366537f406f62b92bb4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-0000090000-8366537f406f62b92bb4Spectrum
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 IDDBSALT000889
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 LinkGuanadrel
Chemspider IDNot Available
ChEBI ID5556
PubChem Compound ID68552
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=2000792
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=4984036
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=4984037
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=6351026
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=6621504
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=6762533