Showing metabocard for 3b,16a-Dihydroxyandrostenone sulfate (BMDB0000386)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:29:46 UTC
Update Date2020-05-11 20:20:40 UTC
BMDB IDBMDB0000386
Secondary Accession Numbers
  • BMDB00386
Metabolite Identification
Common Name3b,16a-Dihydroxyandrostenone sulfate
Description3b,16a-Dihydroxyandrostenone 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. Based on a literature review a significant number of articles have been published on 3b,16a-Dihydroxyandrostenone sulfate.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
3b,16a-Dihydroxyandrostenone sulfuric acidGenerator
3b,16a-Dihydroxyandrostenone sulphateGenerator
3b,16a-Dihydroxyandrostenone sulphuric acidGenerator
16a-Hydroxydehydroepiandrosterone 3-sulfateHMDB
16a-Hydroxydehydroepiandrosterone 3-sulphateHMDB
16a-Hydroxydehydroisoandrosterone sulfateHMDB
16a-Hydroxydehydroisoandrosterone sulphateHMDB
3b,16a-Dihydroxy-5-androsten-17-one 3-sulfateHMDB
3b,16a-Dihydroxy-5-androsten-17-one 3-sulphateHMDB
3b,16a-Dihydroxy-androstenone sulfateHMDB
3b,16a-Dihydroxy-androstenone sulphateHMDB
[(1S,2S,10S,11S,13R,15R)-5-Hydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-4-en-13-yl]oxidanesulfonateGenerator, HMDB
[(1S,2S,10S,11S,13R,15R)-5-Hydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-4-en-13-yl]oxidanesulphonateGenerator, HMDB
[(1S,2S,10S,11S,13R,15R)-5-Hydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-4-en-13-yl]oxidanesulphonic acidGenerator, HMDB
Chemical FormulaC19H28O6S
Average Molecular Weight384.487
Monoisotopic Molecular Weight384.160659318
IUPAC Name[(1S,2S,10S,11S,13R,15R)-5-hydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-4-en-13-yl]oxidanesulfonic acid
Traditional Name[(1S,2S,10S,11S,13R,15R)-5-hydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-4-en-13-yl]oxidanesulfonic acid
CAS Registry Number4873-65-8
SMILES
[H][C@@]12C[C@H](C[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2CC(O)=CC(=O)[C@]12C)OS(O)(=O)=O
InChI Identifier
InChI=1S/C19H28O6S/c1-18-6-5-15-14(16(18)9-13(10-18)25-26(22,23)24)4-3-11-7-12(20)8-17(21)19(11,15)2/h8,11,13-16,20H,3-7,9-10H2,1-2H3,(H,22,23,24)/t11?,13-,14-,15+,16+,18-,19+/m1/s1
InChI KeyAWUIWQRSWWITFQ-LZRZFMTJSA-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-hydroxysteroid
  • Hydroxysteroid
  • 1-oxosteroid
  • Oxosteroid
  • Cyclohexenone
  • Sulfuric acid ester
  • Alkyl sulfate
  • Sulfate-ester
  • Sulfuric acid monoester
  • Organic sulfuric acid or derivatives
  • Vinylogous acid
  • Ketone
  • Enol
  • 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
logP-0.08ALOGPS
logP2.99ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)-1.4ChemAxon
pKa (Strongest Basic)-5.5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area100.9 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity96.94 m³·mol⁻¹ChemAxon
Polarizability40.66 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, Positivesplash10-0aov-0197000000-dcd3d4bb4f92953aa503View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0006-3054900000-d31fd2bdf5b8ba0ab984View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0039000000-d5b918ef4da951c31a35View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0191000000-506e4e07032a8caaca1eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pb9-0792000000-66daaeef17c3e7831183View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0019000000-a0e49da922398650eba6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udr-1069000000-216fe4cb715695bd9741View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0040-6092000000-03a6991e16b26a9ca548View 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 IDHMDB0000386
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022004
KNApSAcK IDNot Available
Chemspider ID17215945
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceEasterling, William E., Jr.; Simmer, Hans H.; Dignam, William J.; Frankland, Marjorie V.; Naftolin, Frederick. Neutral C19 steroids and steroid sulfates in human pregnancy. II. Dehydroepiandrosterone sulfate, 16a-hydroxydehydroepiandrosterone, and 16a-hydroxydehydroepiandrosterone sulfate in maternal and fetal blood of pregnancies with anencephalic and normal fetuses. Steroids (1966), 8(2), 157-78.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available