11-Hydroxyandrosterone (CHEM021829)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 18:13:32 UTC
Update Date2016-11-09 01:17:22 UTC
Accession NumberCHEM021829
Identification
Common Name11-Hydroxyandrosterone
ClassSmall Molecule
Description
Contaminant Sources
  • FooDB Chemicals
  • HMDB Contaminants - Urine
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
11beta-HydroxyandrosteroneKegg
11b-HydroxyandrosteroneGenerator
11Β-hydroxyandrosteroneGenerator
11-beta-HydroxyandrosteroneHMDB
11-Hydroxy-androsteroneHMDB
11-HydroxyetiocholanoloneHMDB, MeSH
11beta-Hydroxy-androsteroneHMDB
11 beta-HydroxyandrosteroneMeSH, HMDB
11 beta-Hydroxyandrosterone, (3alpha,5alpha)-isomerMeSH, HMDB
11 beta-Hydroxyandrosterone, (3alpha,5alpha,11alpha)-isomerMeSH, HMDB
11 beta-Hydroxyandrosterone, (3alpha,5beta)-isomerMeSH, HMDB
11 beta-Hydroxyandrosterone, (3alpha,5beta,11alpha)-isomerMeSH, HMDB
11 beta-Hydroxyandrosterone, (3alpha,5beta,11beta)-isomerMeSH, HMDB
11 beta-Hydroxyandrosterone, (3beta,5alpha,11beta)-isomerMeSH, HMDB
11 beta-Hydroxyandrosterone, (3beta,5beta,11beta)-isomerMeSH, HMDB
11 beta-HydroxyetiocholanoloneMeSH, HMDB
3alpha,11beta-Dihydroxy-5beta-androstan-17-oneMeSH, HMDB
Chemical FormulaC19H30O3
Average Molecular Mass306.440 g/mol
Monoisotopic Mass306.219 g/mol
CAS Registry Number57-61-4
IUPAC Name(1S,2S,5R,7S,10S,11S,15S,17S)-5,17-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-one
Traditional Name11-hydroxyandrosterone
SMILES[H][C@@]12CCC(=O)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12C
InChI IdentifierInChI=1S/C19H30O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h11-15,17,20-21H,3-10H2,1-2H3/t11-,12+,13-,14-,15-,17+,18-,19-/m0/s1
InChI KeyPIXFHVWJOVNKQK-PTXZMSDUSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassAndrostane steroids
Direct ParentAndrogens and derivatives
Alternative Parents
Substituents
  • Androgen-skeleton
  • 3-hydroxysteroid
  • Hydroxysteroid
  • 17-oxosteroid
  • Oxosteroid
  • 11-beta-hydroxysteroid
  • 11-hydroxysteroid
  • 3-alpha-hydroxysteroid
  • Cyclic alcohol
  • Ketone
  • Secondary alcohol
  • Organooxygen compound
  • Organic oxygen compound
  • Carbonyl group
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic 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 Solubility0.1 g/LALOGPS
logP2.4ALOGPS
logP2.46ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)14.89ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity85.4 m³·mol⁻¹ChemAxon
Polarizability35.22 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, Positivesplash10-03fs-0490000000-845f1333bf38189468d4Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-0019-1646900000-5f3db467d73d551ea523Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-052r-0092000000-7ee9333f2ca834b6dc41Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-059i-0190000000-ce3d130e38421477defcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a6r-4290000000-29cdb28119cfafcfecccSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0049000000-0583782d3fbeec16854dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4r-0097000000-81d91167799b4dbad7ecSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01rf-3090000000-758543fa8bec7808bdcfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0009000000-a47a32e502bdb7f0b448Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0019000000-1134d785f6f919e12d2bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-2059000000-3ef680fe7da1ffe71ae2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4r-0079000000-01b6a8fdd7a9d5002e49Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-3982000000-977ebfec91fc6f4060f5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014j-3920000000-7d1d2e192fc64a2e28fbSpectrum
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 IDHMDB0002984
FooDB IDFDB023089
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN ID3178
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID8461834
ChEBI ID34350
PubChem Compound ID10286365
Kegg Compound IDC14606
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Klyne, W.; Ridley, Sheila. Urinary steroids and related compounds. I. 11-Substituted derivatives of androsterone. Journal of the Chemical Society (1956), 4825-8.
2. Pucsok JM, Gyore I, Hollosi I, Soos E, Ali Ghasemi NR, Frenkl R: Urine steroid profile of judo competitors affected by acute physical exercises. J Chromatogr Sci. 2005 Sep;43(8):438-40.
3. Ball KD, Levell MJ, Pickup ME: The effect of ibuprofen on the excretion of steroid metabolites. Clin Chim Acta. 1982 Sep 1;124(1):23-9.
4. Norli HR, Esbensen K, Westad F, Birkeland KI, Hemmersbach P: Chemometric evaluation of urinary steroid profiles in doping control. J Steroid Biochem Mol Biol. 1995 Jul;54(1-2):83-8.
5. Akgun S, Ertel NH, Imperato-McGinley J, Sayli BS, Shackleton C: Familial male pseudohermaphroditism due to 5-alpha-reductase deficiency in a Turkish village. Am J Med. 1986 Aug;81(2):267-74.
6. Vierhapper H, Nowotny P, Waldhausl W: Stimulation of gonadal steroid synthesis by chronic excess of adrenocorticotropin in patients with adrenocortical insufficiency. J Clin Invest. 1986 Apr;77(4):1063-70.