Showing metabocard for 5a-Dihydrotestosterone sulfate (BMDB0006278)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:21:09 UTC
Update Date2020-05-11 20:24:40 UTC
BMDB IDBMDB0006278
Secondary Accession Numbers
  • BMDB06278
Metabolite Identification
Common Name5a-Dihydrotestosterone sulfate
Description5a-Dihydrotestosterone sulfate, also known as DHT-sulfate or DHT-sulfuric acid, belongs to the class of organic compounds known as sulfated steroids. These are sterol lipids containing a sulfate group attached to the steroid skeleton. Based on a literature review a significant number of articles have been published on 5a-Dihydrotestosterone sulfate.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(5alpha,17beta)-3-Oxoandrostan-17-yl hydrogen sulfateChEBI
5alpha-Dihydrotestosterone 17-sulfateChEBI
DHT-SulfateChEBI
DHT-SulphateChEBI
Dihydrotestosterone sulfateChEBI
Dihydrotestosterone sulphateChEBI
(5a,17b)-3-Oxoandrostan-17-yl hydrogen sulfateGenerator
(5a,17b)-3-Oxoandrostan-17-yl hydrogen sulfuric acidGenerator
(5a,17b)-3-Oxoandrostan-17-yl hydrogen sulphateGenerator
(5a,17b)-3-Oxoandrostan-17-yl hydrogen sulphuric acidGenerator
(5alpha,17beta)-3-Oxoandrostan-17-yl hydrogen sulfuric acidGenerator
(5alpha,17beta)-3-Oxoandrostan-17-yl hydrogen sulphateGenerator
(5alpha,17beta)-3-Oxoandrostan-17-yl hydrogen sulphuric acidGenerator
(5Α,17β)-3-oxoandrostan-17-yl hydrogen sulfateGenerator
(5Α,17β)-3-oxoandrostan-17-yl hydrogen sulfuric acidGenerator
(5Α,17β)-3-oxoandrostan-17-yl hydrogen sulphateGenerator
(5Α,17β)-3-oxoandrostan-17-yl hydrogen sulphuric acidGenerator
5a-Dihydrotestosterone 17-sulfateGenerator
5a-Dihydrotestosterone 17-sulfuric acidGenerator
5a-Dihydrotestosterone 17-sulphateGenerator
5a-Dihydrotestosterone 17-sulphuric acidGenerator
5alpha-Dihydrotestosterone 17-sulfuric acidGenerator
5alpha-Dihydrotestosterone 17-sulphateGenerator
5alpha-Dihydrotestosterone 17-sulphuric acidGenerator
5Α-dihydrotestosterone 17-sulfateGenerator
5Α-dihydrotestosterone 17-sulfuric acidGenerator
5Α-dihydrotestosterone 17-sulphateGenerator
5Α-dihydrotestosterone 17-sulphuric acidGenerator
DHT-Sulfuric acidGenerator
DHT-Sulphuric acidGenerator
Dihydrotestosterone sulfuric acidGenerator
Dihydrotestosterone sulphuric acidGenerator
5a-Dihydrotestosterone sulfuric acidGenerator
5a-Dihydrotestosterone sulphateGenerator
5a-Dihydrotestosterone sulphuric acidGenerator
5alpha-Dihydrotestosterone sulfateHMDB
5alpha-Dihydrotestosterone sulphateHMDB
Chemical FormulaC19H30O5S
Average Molecular Weight370.504
Monoisotopic Molecular Weight370.18139476
IUPAC Name[(1S,2S,7S,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]oxidanesulfonic acid
Traditional Name5α-dihydrotestosterone sulfate
CAS Registry NumberNot Available
SMILES
[H][C@@]12CC[C@H](OS(O)(=O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)CC[C@]12C
InChI Identifier
InChI=1S/C19H30O5S/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(24-25(21,22)23)19(15,2)10-8-16(14)18/h12,14-17H,3-11H2,1-2H3,(H,21,22,23)/t12-,14-,15-,16-,17-,18-,19-/m0/s1
InChI KeyKYVPWJSGFKNNLD-ABEVXSGRSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as sulfated steroids. These are sterol lipids containing a sulfate group attached to the steroid skeleton.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassSulfated steroids
Direct ParentSulfated steroids
Alternative Parents
Substituents
  • Sulfated steroid skeleton
  • Androgen-skeleton
  • Androstane-skeleton
  • 3-oxosteroid
  • Oxosteroid
  • 3-oxo-5-alpha-steroid
  • Sulfuric acid ester
  • Sulfuric acid monoester
  • Sulfate-ester
  • Alkyl sulfate
  • Organic sulfuric acid or derivatives
  • Cyclic ketone
  • Ketone
  • Organooxygen compound
  • Carbonyl group
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
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
logP0.27ALOGPS
logP3.47ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)-1.3ChemAxon
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area80.67 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity93.59 m³·mol⁻¹ChemAxon
Polarizability40.41 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, Positivesplash10-054o-0359000000-149485897a60b61396e3View 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, Positivesplash10-00di-0039000000-dbc19fa747f37f721203View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0191000000-bb7a78b507be8c3547bcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-002f-3595000000-0842465a9970bd04f71bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0029000000-b2c6c394ba2ce2ee8c15View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-1092000000-887ce248e8af99737137View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00ei-6090000000-c03f985254acf33f9b4fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0009000000-0295bc1386cdfbdd92bfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0009000000-0295bc1386cdfbdd92bfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000t-9011000000-eaffe80174b9298493e9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0009000000-f30493f615f831a2b06fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0mb9-0982000000-fbfefafbafb34eb8849dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-1910000000-7cd7f432c40e91f1db59View in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
KidneyExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
LiverExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0006278
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023873
KNApSAcK IDNot Available
Chemspider ID18915389
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG ID2794980
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound18665256
PDB IDNot Available
ChEBI ID138026
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available