Record Information
Version1.0
Creation date2011-09-21 00:04:18 UTC
Update date2015-10-09 22:30:47 UTC
Primary IDFDB021872
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameCortexolone
DescriptionCortexolone 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. Cortexolone is an extremely weak basic (essentially neutral) compound (based on its pKa).
CAS Number152-58-9
Structure
Thumb
Synonyms
SynonymSource
11-Deoxy-17-hydroxy-corticosteroneHMDB
11-Deoxy-17-hydroxycorticosteroneHMDB
11-Deoxy-cortisolHMDB
11-DeoxycortisolHMDB
11-DeoxyhydrocortisoneHMDB
11-Desoxy-17-hydroxycorticosteroneHMDB
11-DesoxycortisolHMDB
11-DesoxyhydrocortisoneHMDB
11-Dioxy-cortisolHMDB
11-DioxycortisolHMDB
17,21-Dihydroxy-4-pregnene-3,20-dioneHMDB
17,21-Dihydroxypregn-4-ene-3,20-dioneHMDB
17,21-DihydroxyprogesteroneHMDB
17-Hydroxy-11-deoxycorticosteroneHMDB
17alpha-HydroxycortexoneHMDB
20-Dione 17,21-dihydroxypregn-4-ene-3HMDB
4-Pregnene-17alpha,21-diol-3,20-dioneHMDB
CortodoxoneHMDB
Reichstein SHMDB
Reichstein'S compound SHMDB
Reichstein'S substance SHMDB
11-deoxy-17-hydroxy-Corticosteronehmdb
11-deoxy-Cortisolhmdb
11-dioxy-Cortisolhmdb
17,21-dihydroxypregn-4-ene-3,20-dionehmdb
20-dione 17,21-Dihydroxypregn-4-ene-3hmdb
Reichstein's compound Shmdb
Reichstein's substance Shmdb
Predicted Properties
PropertyValueSource
Water Solubility0.025 g/LALOGPS
logP2.79ALOGPS
logP2.58ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)12.59ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity95.81 m³·mol⁻¹ChemAxon
Polarizability38.88 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC21H30O4
IUPAC name(2R,10R,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one
InChI IdentifierInChI=1S/C21H30O4/c1-19-8-5-14(23)11-13(19)3-4-15-16(19)6-9-20(2)17(15)7-10-21(20,25)18(24)12-22/h11,15-17,22,25H,3-10,12H2,1-2H3/t15-,16?,17?,19+,20+,21+/m1/s1
InChI KeyWHBHBVVOGNECLV-HMGFGKNBSA-N
Isomeric SMILES[H]C12CC[C@](O)(C(=O)CO)[C@@]1(C)CCC1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C
Average Molecular Weight346.4605
Monoisotopic Molecular Weight346.214409448
Classification
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
  • 21-hydroxysteroid
  • Progestogin-skeleton
  • Pregnane-skeleton
  • 20-oxosteroid
  • 3-oxo-delta-4-steroid
  • 3-oxosteroid
  • 17-hydroxysteroid
  • Oxosteroid
  • Delta-4-steroid
  • Cyclohexenone
  • Alpha-hydroxy ketone
  • Tertiary alcohol
  • Cyclic alcohol
  • Cyclic ketone
  • Ketone
  • Organic oxygen compound
  • Organooxygen compound
  • Primary alcohol
  • Carbonyl group
  • Hydrocarbon derivative
  • Alcohol
  • Organic oxide
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
OntologyNo ontology term
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-MSCortexolone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0apr-4697000000-14f2c17c86fce035a4e1Spectrum
Predicted GC-MSCortexolone, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-004r-2733900000-c32bf43490a69baa3320Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002b-0039000000-87b1084eceb70df1b098Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0bvj-0297000000-3406beb1da4b4b19363fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00ku-0590000000-5abafee5940d11aa42ecSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0019000000-d2a530dacb3a06454bc7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-3098000000-41ab989c032a52f9b68dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-6091000000-135d326dc71c0a21798aSpectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDC05488
Pubchem Compound ID53477676
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00015
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID45914
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDCortexolone
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
Cytochrome P450, family 21, subfamily A, polypeptide 2CYP21A2Q08AG9
Cytochrome P450 21-hydroxylaseP450-CYP21BQ16874
Pathways
NameSMPDB LinkKEGG Link
SteroidogenesisSMP00130 map00140
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference