Showing metabocard for 11-Hydroxyandrosterone (BMDB0002984)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:02:21 UTC
Update Date2020-05-11 20:56:03 UTC
BMDB IDBMDB0002984
Secondary Accession Numbers
  • BMDB02984
Metabolite Identification
Common Name11-Hydroxyandrosterone
Description11-Hydroxyandrosterone 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. Thus, 11-hydroxyandrosterone is considered to be a steroid. Based on a literature review a significant number of articles have been published on 11-Hydroxyandrosterone.
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 Weight306.4397
Monoisotopic Molecular Weight306.219494826
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
CAS Registry Number57-61-4
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 Identifier
InChI=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
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-03fs-0490000000-845f1333bf38189468d4View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-0019-1646900000-5f3db467d73d551ea523View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-052r-0092000000-7ee9333f2ca834b6dc41View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-059i-0190000000-ce3d130e38421477defcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a6r-4290000000-29cdb28119cfafcfecccView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0049000000-0583782d3fbeec16854dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4r-0097000000-81d91167799b4dbad7ecView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01rf-3090000000-758543fa8bec7808bdcfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0009000000-a47a32e502bdb7f0b448View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0019000000-1134d785f6f919e12d2bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-2059000000-3ef680fe7da1ffe71ae2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4r-0079000000-01b6a8fdd7a9d5002e49View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-3982000000-977ebfec91fc6f4060f5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014j-3920000000-7d1d2e192fc64a2e28fbView in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen Locations
  • Ovary
  • Testis
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
OvaryExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
TestisExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0002984
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023089
KNApSAcK IDNot Available
Chemspider ID8461834
KEGG Compound IDC14606
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID3178
PubChem Compound10286365
PDB IDNot Available
ChEBI ID34350
References
Synthesis ReferenceKlyne, W.; Ridley, Sheila. Urinary steroids and related compounds. I. 11-Substituted derivatives of androsterone. Journal of the Chemical Society (1956), 4825-8.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available