Showing metabocard for 16alpha-Hydroxy DHEA 3-sulfate (BMDB0096239)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2020-03-10 17:03:29 UTC
Update Date2020-05-11 20:43:07 UTC
BMDB IDBMDB0096239
Secondary Accession Numbers
  • BMDB96239
Metabolite Identification
Common Name16alpha-Hydroxy DHEA 3-sulfate
Description16alpha-hydroxydehydroepiandrosterone 3-sulfate, also known as 16a-hydroxy-dhea 3-sulfuric acid or (3beta)-16alpha-hydroxy-17-oxoandrost-5-en-3-yl sulfate, belongs to the class of organic compounds known as sulfated steroids. These are sterol lipids containing a sulfate group attached to the steroid skeleton. 16alpha-hydroxydehydroepiandrosterone 3-sulfate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
16a-Hydroxydehydroepiandrosterone 3-sulfateGenerator
16a-Hydroxydehydroepiandrosterone 3-sulfuric acidGenerator
16a-Hydroxydehydroepiandrosterone 3-sulphateGenerator
16a-Hydroxydehydroepiandrosterone 3-sulphuric acidGenerator
16alpha-Hydroxydehydroepiandrosterone 3-sulfuric acidGenerator
16alpha-Hydroxydehydroepiandrosterone 3-sulphateGenerator
16alpha-Hydroxydehydroepiandrosterone 3-sulphuric acidGenerator
16α-Hydroxydehydroepiandrosterone 3-sulfateGenerator
16α-hydroxydehydroepiandrosterone 3-sulfuric acidGenerator
16α-Hydroxydehydroepiandrosterone 3-sulphateGenerator
16α-hydroxydehydroepiandrosterone 3-sulphuric acidGenerator
(3b)-16a-Hydroxy-17-oxoandrost-5-en-3-yl sulfateHMDB, Generator
(3b)-16a-Hydroxy-17-oxoandrost-5-en-3-yl sulfuric acidHMDB, Generator
(3b)-16a-Hydroxy-17-oxoandrost-5-en-3-yl sulphateHMDB, Generator
(3b)-16a-Hydroxy-17-oxoandrost-5-en-3-yl sulphuric acidHMDB, Generator
(3b,16a)-16-Hydroxy-17-oxoandrost-5-en-3-yl sulfateHMDB, Generator
(3b,16a)-16-Hydroxy-17-oxoandrost-5-en-3-yl sulfuric acidHMDB, Generator
(3b,16a)-16-Hydroxy-17-oxoandrost-5-en-3-yl sulphateHMDB, Generator
(3b,16a)-16-Hydroxy-17-oxoandrost-5-en-3-yl sulphuric acidHMDB, Generator
(3beta)-16alpha-Hydroxy-17-oxoandrost-5-en-3-yl sulfateHMDB, ChEBI
(3beta)-16alpha-Hydroxy-17-oxoandrost-5-en-3-yl sulfuric acidHMDB, Generator
(3beta)-16alpha-Hydroxy-17-oxoandrost-5-en-3-yl sulphateHMDB, Generator
(3beta)-16alpha-Hydroxy-17-oxoandrost-5-en-3-yl sulphuric acidHMDB, Generator
(3beta,16alpha)-16-Hydroxy-17-oxoandrost-5-en-3-yl sulfateHMDB, ChEBI
(3beta,16alpha)-16-Hydroxy-17-oxoandrost-5-en-3-yl sulfuric acidHMDB, Generator
(3beta,16alpha)-16-Hydroxy-17-oxoandrost-5-en-3-yl sulphateHMDB, Generator
(3beta,16alpha)-16-Hydroxy-17-oxoandrost-5-en-3-yl sulphuric acidHMDB, Generator
(3β)-16α-Hydroxy-17-oxoandrost-5-en-3-yl sulfateHMDB, Generator
(3β)-16α-hydroxy-17-oxoandrost-5-en-3-yl sulfuric acidHMDB, Generator
(3β)-16α-Hydroxy-17-oxoandrost-5-en-3-yl sulphateHMDB, Generator
(3β)-16α-hydroxy-17-oxoandrost-5-en-3-yl sulphuric acidHMDB, Generator
(3β,16α)-16-Hydroxy-17-oxoandrost-5-en-3-yl sulfateHMDB, Generator
(3β,16α)-16-hydroxy-17-oxoandrost-5-en-3-yl sulfuric acidHMDB, Generator
(3β,16α)-16-Hydroxy-17-oxoandrost-5-en-3-yl sulphateHMDB, Generator
(3β,16α)-16-hydroxy-17-oxoandrost-5-en-3-yl sulphuric acidHMDB, Generator
16a-Hydroxy-DHEA 3-sulfateHMDB, Generator
16a-Hydroxy-DHEA 3-sulfuric acidHMDB, Generator
16a-Hydroxy-DHEA 3-sulphateHMDB, Generator
16a-Hydroxy-DHEA 3-sulphuric acidHMDB, Generator
16alpha-Hydroxy-DHEA 3-sulfateHMDB, ChEBI
16alpha-Hydroxy-DHEA 3-sulfuric acidHMDB, Generator
16alpha-Hydroxy-DHEA 3-sulphateHMDB, Generator
16alpha-Hydroxy-DHEA 3-sulphuric acidHMDB, Generator
16α-Hydroxy-DHEA 3-sulfateHMDB, Generator
16α-hydroxy-DHEA 3-sulfuric acidHMDB, Generator
16α-Hydroxy-DHEA 3-sulphateHMDB, Generator
16α-hydroxy-DHEA 3-sulphuric acidHMDB, Generator
3b-Sulfooxy-16a-hydroxyandrost-5-en-17-oneHMDB, Generator
3b-Sulphooxy-16a-hydroxyandrost-5-en-17-oneHMDB, Generator
3beta-Sulfooxy-16alpha-hydroxyandrost-5-en-17-oneHMDB, ChEBI
3beta-Sulphooxy-16alpha-hydroxyandrost-5-en-17-oneHMDB, Generator
3β-Sulfooxy-16α-hydroxyandrost-5-en-17-oneHMDB, Generator
3β-sulphooxy-16α-hydroxyandrost-5-en-17-oneHMDB, Generator
(3beta,16alpha)-16-Hydroxy-3-(sulfooxy)androst-5-en-17-oneHMDB
(3β,16α)-16-Hydroxy-3-(sulfooxy)androst-5-en-17-oneHMDB
16alpha-Hydroxy DHEA 3-sulfateHMDB
16alpha-Hydroxy DHEA 3-sulphateHMDB
16alpha-Hydroxy DHEA sulfateHMDB
16alpha-Hydroxy DHEA sulphateHMDB
16alpha-Hydroxy-DHEA sulfateHMDB
16alpha-Hydroxy-DHEA sulphateHMDB
16alpha-Hydroxydehydroepiandrosterone 3-sulfateHMDB
16alpha-Hydroxydehydroisoandrosterone sulfateHMDB
16alpha-Hydroxydehydroisoandrosterone sulphateHMDB
16alpha-OH DHEASHMDB
16alpha-OH-DHEA-3SHMDB
16alpha-OH-DHEA-SHMDB
16alpha-OH-DHEASHMDB
16α-Hydroxy DHEA 3-sulfateHMDB
16α-Hydroxy DHEA 3-sulphateHMDB
16α-Hydroxy DHEA sulfateHMDB
16α-Hydroxy DHEA sulphateHMDB
16α-Hydroxy-DHEA sulfateHMDB
16α-Hydroxy-DHEA sulphateHMDB
16α-Hydroxydehydroisoandrosterone sulfateHMDB
16α-Hydroxydehydroisoandrosterone sulphateHMDB
16α-OH DHEASHMDB
16α-OH-DHEA-3SHMDB
16α-OH-DHEA-SHMDB
16α-OH-DHEASHMDB
3beta,16alpha-Dihydroxy-5-androsten-17-one 3-sulfateHMDB
3beta,16alpha-Dihydroxy-5-androsten-17-one 3-sulphateHMDB
3β,16α-Dihydroxy-5-androsten-17-one 3-sulfateHMDB
3β,16α-Dihydroxy-5-androsten-17-one 3-sulphateHMDB
(3beta,16alpha)-3,16-Dihydroxyandrost-5-en-17-one sulfateHMDB
(3beta,16alpha)-3,16-Dihydroxyandrost-5-en-17-one sulphateHMDB
(3β,16α)-3,16-Dihydroxyandrost-5-en-17-one sulfateHMDB
(3β,16α)-3,16-Dihydroxyandrost-5-en-17-one sulphateHMDB
3b,16a-Dihydroxyandrostenone sulfateHMDB
3b,16a-Dihydroxyandrostenone sulphateHMDB
3beta,16alpha-Dihydroxyandrost-5-en-17-one sulfateHMDB
3beta,16alpha-Dihydroxyandrost-5-en-17-one sulphateHMDB
3beta,16alpha-Dihydroxyandrostenone sulfateHMDB
3beta,16alpha-Dihydroxyandrostenone sulphateHMDB
3β,16α-Dihydroxyandrost-5-en-17-one sulfateHMDB
3β,16α-Dihydroxyandrost-5-en-17-one sulphateHMDB
3β,16α-Dihydroxyandrostenone sulfateHMDB
3β,16α-Dihydroxyandrostenone sulphateHMDB
Chemical FormulaC19H28O6S
Average Molecular Weight384.49
Monoisotopic Molecular Weight384.160659796
IUPAC Name[(1S,2R,5S,10R,11S,13R,15S)-13-hydroxy-2,15-dimethyl-14-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxidanesulfonic acid
Traditional Name[(1S,2R,5S,10R,11S,13R,15S)-13-hydroxy-2,15-dimethyl-14-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxidanesulfonic acid
CAS Registry NumberNot Available
SMILES
[H][C@@]12C[C@@H](O)C(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@H](CC[C@]12C)OS(O)(=O)=O
InChI Identifier
InChI=1S/C19H28O6S/c1-18-7-5-12(25-26(22,23)24)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(20)17(19)21/h3,12-16,20H,4-10H2,1-2H3,(H,22,23,24)/t12-,13+,14-,15-,16+,18-,19-/m0/s1
InChI KeyALBNSVAJDFJRKQ-DNKQKWOHSA-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
  • Androstane-skeleton
  • Hydroxysteroid
  • 17-oxosteroid
  • Oxosteroid
  • 16-alpha-hydroxysteroid
  • 16-hydroxysteroid
  • Delta-5-steroid
  • Sulfate-ester
  • Sulfuric acid monoester
  • Alkyl sulfate
  • Sulfuric acid ester
  • Organic sulfuric acid or derivatives
  • Cyclic alcohol
  • Secondary alcohol
  • Ketone
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Alcohol
  • Carbonyl group
  • Hydrocarbon derivative
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.12ALOGPS
logP2.55ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)-1.4ChemAxon
pKa (Strongest Basic)-3.5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area100.9 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity96.14 m³·mol⁻¹ChemAxon
Polarizability40.69 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, Positivesplash10-0cdl-0049000000-273a75dc3d6141b9788cView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0096-1049800000-47818e0e6c4513508f92View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0049000000-ae4f8e4741067f9517ceView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0091000000-5484c08bc6ae08337006View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0cdj-2690000000-0b46374982741b156bdcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0019000000-23a63b39a7b42e2be350View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udr-0059000000-03cbbc461804a913280aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0f80-6093000000-9277a26e795d1d7493ddView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0019000000-8ae59fa662a1ec302469View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0292000000-e74355bcadf5363f37a1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-3941000000-8caacde77c9e4e47392aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0009000000-5c281ab6096b4ad82924View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-1009000000-7f5e5a2d241c356bfa10View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-002b-5009000000-1642eed98c9ed3da713bView in MoNA
1D NMR13C NMR Spectrum (1D, 100 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 1000 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 200 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 300 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 500 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 600 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 700 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 800 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 900 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
Biospecimen Locations
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
PlacentaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0062611
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB034847
KNApSAcK IDNot Available
Chemspider ID24850136
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound20848951
PDB IDNot Available
ChEBI ID87774
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available