Androstenediol (CHEM016566)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 03:37:13 UTC
Update Date2016-11-09 01:15:25 UTC
Accession NumberCHEM016566
Identification
Common NameAndrostenediol
ClassSmall Molecule
DescriptionA 3beta-hydroxy steroid that is 3beta-hydroxyandrost-5-ene carrying an additional hydroxy group at position 17beta.
Contaminant Sources
  • FooDB Chemicals
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(3beta,17beta)-Androst-5-ene-3,17-diolChEBI
3beta,17beta-Dihydroxy-5-androsteneChEBI
3beta,17beta-Dihydroxyandrost-5-eneChEBI
5-AndrostenediolChEBI
Androst-5-en-3beta,17beta-diolChEBI
Androst-5-enediolChEBI
HermaphrodiolChEBI
Androst-5-ene-3beta,17beta-diolKegg
TetrabolKegg
(3b,17b)-Androst-5-ene-3,17-diolGenerator
(3Β,17β)-androst-5-ene-3,17-diolGenerator
3b,17b-Dihydroxy-5-androsteneGenerator
3Β,17β-dihydroxy-5-androsteneGenerator
3b,17b-Dihydroxyandrost-5-eneGenerator
3Β,17β-dihydroxyandrost-5-eneGenerator
Androst-5-en-3b,17b-diolGenerator
Androst-5-en-3β,17β-diolGenerator
Androst-5-ene-3b,17b-diolGenerator
Androst-5-ene-3β,17β-diolGenerator
AndrostenediolChEBI
Androst-5-ene-3,17-diolHMDB
b,17b-DiolHMDB
delta-5-AndrostenediolHMDB
Delta5-AndrostenediolHMDB
5 Androstene 3,17 diolMeSH, HMDB
Delta 5-AndrostenediolMeSH, HMDB
Parke davis brand OF androstenediolMeSH, HMDB
delta 5-Androstene-3 beta,17 beta-diolMeSH, HMDB
5 Androstene 3beta 17beta diolMeSH, HMDB
Androst 5 ene 3 beta,17 beta diolMeSH, HMDB
Androst-5-ene-3 beta,17 beta-diolMeSH, HMDB
5-Androstene-3beta-17beta-diolMeSH, HMDB
BisexovisterMeSH, HMDB
Delta 5 AndrostenediolMeSH, HMDB
5-Androstene-3,17-diolMeSH, HMDB
Androst 5 ene 3,17 diolMeSH, HMDB
delta 5 Androstene 3 beta,17 beta diolMeSH, HMDB
Chemical FormulaC19H30O2
Average Molecular Mass290.440 g/mol
Monoisotopic Mass290.225 g/mol
CAS Registry Number521-17-5
IUPAC Name(1S,2R,5S,10R,11S,14S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-5,14-diol
Traditional Name5-androstenediol
SMILES[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C
InChI IdentifierInChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h3,13-17,20-21H,4-11H2,1-2H3/t13-,14-,15-,16-,17-,18-,19-/m0/s1
InChI KeyQADHLRWLCPCEKT-LOVVWNRFSA-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
  • 17-hydroxysteroid
  • 3-beta-hydroxysteroid
  • 3-beta-hydroxy-delta-5-steroid
  • Hydroxysteroid
  • 3-hydroxysteroid
  • 3-hydroxy-delta-5-steroid
  • Delta-5-steroid
  • Cyclic alcohol
  • Secondary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • 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 Solubility0.055 g/LALOGPS
logP3.42ALOGPS
logP2.8ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)18.2ChemAxon
pKa (Strongest Basic)-0.77ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity85.48 m³·mol⁻¹ChemAxon
Polarizability34.68 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-004l-3920000000-6d05021a14366bfd40baSpectrum
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-004l-3920000000-6d05021a14366bfd40baSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-03ea-0190000000-3ceb1bf6f3d53ee5d7e5Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-014i-2126900000-1bc7293586fc53c1c457Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00dl-0090000000-551d3445a2c6cdfa61eeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05fr-0390000000-5cfc4d0f79fea1c885b8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-02bf-3890000000-e55a0a62bc36fe9049ecSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-d1deb080063b126f79ceSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0079-0090000000-4d0bb4d4f197bc1e6846Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0abc-1190000000-3f4cb9035ceae26a4876Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0090000000-9de0edc3a8b815dd7071Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0abd-1940000000-90cd37c3652265920678Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0aos-1900000000-76460d7bb552466d1504Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-c8c452fd99c6bb4f3631Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0090000000-1ce9bb01eb35f26908c4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-0090000000-aeda10893d01c46acf8cSpectrum
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 IDDB01524
HMDB IDHMDB0003818
FooDB IDFDB023228
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkAndrostenediol
Chemspider ID10188
ChEBI ID2710
PubChem Compound ID10634
Kegg Compound IDC04295
YMDB IDNot Available
ECMDB IDM2MDB005068
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10438974
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=10995038
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=17078923
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=20620158
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=31726369