17alpha,21-Dihydroxy-5beta-pregnane-3,11,20-trione (CHEM036226)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 07:19:51 UTC
Update Date2016-11-09 01:21:27 UTC
Accession NumberCHEM036226
Identification
Common Name17alpha,21-Dihydroxy-5beta-pregnane-3,11,20-trione
ClassSmall Molecule
DescriptionA 4,5-dihydrocortisone that has beta- configuration at position 5.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
17alpha,21-Dihydroxy-5beta-pregnane-3,11,20-trioneChEBI
4,5beta-DihydrocortisoneChEBI
5-DihydrocortisoneChEBI
5beta-Pregnane-17alpha,21-diol-3,11,20-trioneChEBI
17Α,21-dihydroxy-5β-pregnane-3,11,20-trioneGenerator
4,5b-DihydrocortisoneGenerator
4,5Β-dihydrocortisoneGenerator
5b-Pregnane-17a,21-diol-3,11,20-trioneGenerator
5Β-pregnane-17α,21-diol-3,11,20-trioneGenerator
5 beta-DihydrocortisoneMeSH
5 beta-Pregnan-17 alpha,21-dihydroxy-3,11,20-trioneMeSH
17,21-Dihydroxy-5-beta-pregnane-3,11,20-trioneHMDB
17,21-Dihydroxy-5b-pregnane-3,11,20-trioneHMDB
4,5-b-DihydrocortisoneHMDB
4,5-beta-DihydrocortisoneHMDB
Chemical FormulaC21H30O5
Average Molecular Mass362.460 g/mol
Monoisotopic Mass362.209 g/mol
CAS Registry Number68-54-2
IUPAC Name(1S,2S,7R,10S,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,17-dione
Traditional Namedihydrocortisone
SMILES[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])CC(=O)CC[C@]12C
InChI IdentifierInChI=1S/C21H30O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h12,14-15,18,22,26H,3-11H2,1-2H3/t12-,14+,15+,18-,19+,20+,21+/m1/s1
InChI KeyYCLWEYIBFOLMEM-FNLRALKVSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassHydroxysteroids
Direct Parent21-hydroxysteroids
Alternative Parents
Substituents
  • Progestogin-skeleton
  • 21-hydroxysteroid
  • 20-oxosteroid
  • Pregnane-skeleton
  • 3-oxosteroid
  • 11-oxosteroid
  • Oxosteroid
  • 17-hydroxysteroid
  • 3-oxo-5-beta-steroid
  • Cyclic alcohol
  • Tertiary alcohol
  • Alpha-hydroxy ketone
  • Ketone
  • Cyclic ketone
  • Alcohol
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxide
  • Organic oxygen compound
  • Primary alcohol
  • Carbonyl group
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
  • 4,5-dihydrocortisone (CHEBI:18093 )
  • C21 steroids (gluco/mineralocorticoids, progestogens) and derivatives (C05469 )
  • C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives (LMST02030095 )
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 Solubility0.13 g/LALOGPS
logP1.91ALOGPS
logP1.71ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)12.58ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area91.67 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity95.65 m³·mol⁻¹ChemAxon
Polarizability39.44 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-2449000000-14ceeff5bbd1c13b7e36Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-000x-3112900000-7460382ced837d90ee15Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dj-0009000000-1ca98bf934bbbf28c549Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-005j-0039000000-d0efecc8909f14856551Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ap0-2293000000-ea08c2efe1da926a70afSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0009000000-ca13efcaddb50d024434Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-1009000000-a0cbd44bca206fc3a34cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9076000000-a26d1916728aa73e66bfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0w4i-0009000000-0465f379e1cdb554bf1aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0009000000-dee407a2d99539f7c10fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-1079000000-59ae3fe0eed3768243f6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01r2-0009000000-5176fb797bda66d30605Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03xs-0902000000-a871af6d09358801e5b6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03xu-4980000000-b0b898b8b2b5585e1af9Spectrum
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 IDNot Available
HMDB IDHMDB0006758
FooDB IDFDB024062
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID58997
ChEBI ID18093
PubChem Compound ID65554
Kegg Compound IDC05469
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available