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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2007-05-22 20:04:38 UTC
Update Date2021-09-14 15:40:23 UTC
HMDB IDHMDB0006259
Secondary Accession Numbers
  • HMDB06259
Metabolite Identification
Common Name6beta-Hydroxytestosterone
DescriptionDG(O-16:0/18:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(O-16:0/18:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.
Structure
Data?1582752377
Synonyms
ValueSource
2-Octadecanoyl-1-hexadecyl-sn-glycerolHMDB
(6beta,17beta)-6,17-Dihydroxyandrost-4-en-3-oneChEBI
4-Androsten-6beta,17beta-diol-3-oneChEBI
6beta,17beta-Dihydroxy-4-androsten-3-oneChEBI
6beta,17beta-Dihydroxyandrost-4-en-3-oneChEBI
(6b,17b)-6,17-Dihydroxyandrost-4-en-3-oneGenerator
(6β,17β)-6,17-dihydroxyandrost-4-en-3-oneGenerator
6b-HydroxytestosteroneGenerator
6β-hydroxytestosteroneGenerator
4-Androsten-6b,17b-diol-3-oneGenerator
4-Androsten-6β,17β-diol-3-oneGenerator
6b,17b-Dihydroxy-4-androsten-3-oneGenerator
6β,17β-dihydroxy-4-androsten-3-oneGenerator
6b,17b-Dihydroxyandrost-4-en-3-oneGenerator
6β,17β-dihydroxyandrost-4-en-3-oneGenerator
6 beta Hydroxy testosteroneHMDB
6,17-Dihydroxy-(6b,17b)-androst-4-en-3-oneHMDB
6,17-Dihydroxy-(6beta,17beta)-androst-4-en-3-oneHMDB
6,17-Dihydroxyandrost-4-en-3-one (acd/name 4.0)HMDB
6 beta-Hydroxytestosterone, (17beta)-isomerMeSH, HMDB
6 beta-HydroxytestosteroneMeSH, HMDB
6 beta-Hydroxytestosterone, (6alpha,17beta)-isomerMeSH, HMDB
Chemical FormulaC19H28O3
Average Molecular Weight304.4238
Monoisotopic Molecular Weight304.203844762
IUPAC Name(1S,2R,8R,10R,11S,14S,15S)-8,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one
Traditional Name6β-hydroxytestosterone
CAS Registry Number62-99-7
SMILES
[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C[C@@H](O)C2=CC(=O)CC[C@]12C
InChI Identifier
InChI=1S/C19H28O3/c1-18-7-5-11(20)9-15(18)16(21)10-12-13-3-4-17(22)19(13,2)8-6-14(12)18/h9,12-14,16-17,21-22H,3-8,10H2,1-2H3/t12-,13-,14-,16+,17-,18+,19-/m0/s1
InChI KeyXSEGWEUVSZRCBC-ZVBLRVHNSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1-alkyl,2-acylglycerols. These are glycerides consisting of two fatty acyl chains covalently bonded to a glycerol molecule at the 1- and 2-positions through an ether and an ester linkage, respectively.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerolipids
Sub ClassDiradylglycerols
Direct Parent1-alkyl,2-acylglycerols
Alternative Parents
Substituents
  • 1-alkyl,2-acylglycerol
  • Fatty acid ester
  • Glycerol ether
  • Fatty acyl
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Ether
  • Dialkyl ether
  • Carboxylic acid derivative
  • Organic oxide
  • Primary alcohol
  • Organooxygen compound
  • Organic oxygen compound
  • Alcohol
  • Carbonyl group
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point172 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.095 g/LALOGPS
logP2.09ALOGPS
logP2.13ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)14.55ChemAxon
pKa (Strongest Basic)-0.88ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity85.95 m³·mol⁻¹ChemAxon
Polarizability34.69 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+174.51431661259
DarkChem[M-H]-171.84331661259
DeepCCS[M-2H]-210.44830932474
DeepCCS[M+Na]+185.22430932474
AllCCS[M+H]+177.832859911
AllCCS[M+H-H2O]+174.732859911
AllCCS[M+NH4]+180.632859911
AllCCS[M+Na]+181.432859911
AllCCS[M-H]-180.432859911
AllCCS[M+Na-2H]-180.532859911
AllCCS[M+HCOO]-180.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
6beta-Hydroxytestosterone[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C[C@@H](O)C2=CC(=O)CC[C@]12C3412.1Standard polar33892256
6beta-Hydroxytestosterone[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C[C@@H](O)C2=CC(=O)CC[C@]12C2708.4Standard non polar33892256
6beta-Hydroxytestosterone[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C[C@@H](O)C2=CC(=O)CC[C@]12C3007.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
6beta-Hydroxytestosterone,1TMS,isomer #1C[C@]12CC[C@H]3[C@@H](C[C@@H](O)C4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2O[Si](C)(C)C2884.3Semi standard non polar33892256
6beta-Hydroxytestosterone,1TMS,isomer #2C[C@]12CC[C@H]3[C@@H](C[C@@H](O[Si](C)(C)C)C4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2O2871.5Semi standard non polar33892256
6beta-Hydroxytestosterone,1TMS,isomer #3C[C@]12CC[C@H]3[C@@H](C[C@@H](O)C4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2O2776.8Semi standard non polar33892256
6beta-Hydroxytestosterone,2TMS,isomer #1C[C@]12CC[C@H]3[C@@H](C[C@@H](O[Si](C)(C)C)C4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2O[Si](C)(C)C2835.4Semi standard non polar33892256
6beta-Hydroxytestosterone,2TMS,isomer #2C[C@]12CC[C@H]3[C@@H](C[C@@H](O)C4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2O[Si](C)(C)C2787.6Semi standard non polar33892256
6beta-Hydroxytestosterone,2TMS,isomer #3C[C@]12CC[C@H]3[C@@H](C[C@@H](O[Si](C)(C)C)C4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2O2747.9Semi standard non polar33892256
6beta-Hydroxytestosterone,3TMS,isomer #1C[C@]12CC[C@H]3[C@@H](C[C@@H](O[Si](C)(C)C)C4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2O[Si](C)(C)C2729.4Semi standard non polar33892256
6beta-Hydroxytestosterone,3TMS,isomer #1C[C@]12CC[C@H]3[C@@H](C[C@@H](O[Si](C)(C)C)C4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2O[Si](C)(C)C2789.1Standard non polar33892256
6beta-Hydroxytestosterone,3TMS,isomer #1C[C@]12CC[C@H]3[C@@H](C[C@@H](O[Si](C)(C)C)C4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2O[Si](C)(C)C3081.3Standard polar33892256
6beta-Hydroxytestosterone,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@H]1CC[C@H]2[C@@H]3C[C@@H](O)C4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C3134.3Semi standard non polar33892256
6beta-Hydroxytestosterone,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@@H]1C[C@H]2[C@@H]3CC[C@H](O)[C@@]3(C)CC[C@@H]2[C@@]2(C)CCC(=O)C=C123104.6Semi standard non polar33892256
6beta-Hydroxytestosterone,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)[C@H](O)C[C@H]1[C@@H]3CC[C@H](O)[C@@]3(C)CC[C@@H]123061.3Semi standard non polar33892256
6beta-Hydroxytestosterone,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@H]1CC[C@H]2[C@@H]3C[C@@H](O[Si](C)(C)C(C)(C)C)C4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C3306.8Semi standard non polar33892256
6beta-Hydroxytestosterone,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)[C@H](O)C[C@H]1[C@@H]3CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@]3(C)CC[C@@H]123321.9Semi standard non polar33892256
6beta-Hydroxytestosterone,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1[C@@H]3CC[C@H](O)[C@@]3(C)CC[C@@H]123236.8Semi standard non polar33892256
6beta-Hydroxytestosterone,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1[C@@H]3CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@]3(C)CC[C@@H]123454.9Semi standard non polar33892256
6beta-Hydroxytestosterone,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1[C@@H]3CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@]3(C)CC[C@@H]123423.0Standard non polar33892256
6beta-Hydroxytestosterone,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1[C@@H]3CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@]3(C)CC[C@@H]123396.0Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 6beta-Hydroxytestosterone GC-MS (Non-derivatized) - 70eV, Positivesplash10-002r-0490000000-fbce40562e85113343e02017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6beta-Hydroxytestosterone GC-MS (2 TMS) - 70eV, Positivesplash10-001i-3201900000-19a880626afdcb624da42017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6beta-Hydroxytestosterone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6beta-Hydroxytestosterone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6beta-Hydroxytestosterone 10V, Positive-QTOFsplash10-00kr-0092000000-489bed8773fcd0c13de62016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6beta-Hydroxytestosterone 20V, Positive-QTOFsplash10-00kr-0090000000-f07fc698e115a5f1c7cb2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6beta-Hydroxytestosterone 40V, Positive-QTOFsplash10-0pvl-3490000000-3c10f54e817114fb8e5a2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6beta-Hydroxytestosterone 10V, Negative-QTOFsplash10-0udi-0049000000-2030860ac7b87d34beb02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6beta-Hydroxytestosterone 20V, Negative-QTOFsplash10-0udr-0097000000-0f7ab0e063794ee5cfd22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6beta-Hydroxytestosterone 40V, Negative-QTOFsplash10-00dr-1190000000-d45875a741e3ea1e75262016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6beta-Hydroxytestosterone 10V, Positive-QTOFsplash10-0a4i-0019000000-9b79f62ea088c74b3a3d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6beta-Hydroxytestosterone 20V, Positive-QTOFsplash10-0a6r-1794000000-57b269ff6c81d8c47be72021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6beta-Hydroxytestosterone 40V, Positive-QTOFsplash10-0a4i-3910000000-eed8482fba4fd9079a6f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6beta-Hydroxytestosterone 10V, Negative-QTOFsplash10-0udi-0009000000-93986d59045cc7fce5512021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6beta-Hydroxytestosterone 20V, Negative-QTOFsplash10-0udi-0009000000-93986d59045cc7fce5512021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6beta-Hydroxytestosterone 40V, Negative-QTOFsplash10-0gbi-0092000000-1bd122937767d0574fc22021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
  • Endoplasmic reticulum
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB027921
KNApSAcK IDNot Available
Chemspider ID18558308
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound18603089
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceFuruta Takashi; Suzuki Atsushi; Matsuzawa Mitsuhiro; Shibasaki Hiromi; Kasuya Yasuji Syntheses of stable isotope-labeled 6 beta-hydroxycortisol, 6 beta-hydroxycortisone, and 6 beta-hydroxytestosterone. Steroids (2003), 68(7-8), 693-703.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Testino SA Jr, Ozarowski J, Thurston AW, Arrendale RF, Patonay G: Determination of testosterone and 6beta-hydroxytestosterone by gas chromatography-selected ion monitoring-mass spectrometry for the characterization of cytochrome p450 3A activity. J Chromatogr B Biomed Sci Appl. 1999 Oct 29;734(1):73-81. [PubMed:10574192 ]