Showing metabocard for 19-Oxoandrost-4-ene-3,17-dione (BMDB0006768)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:25:48 UTC
Update Date2020-04-22 15:18:31 UTC
BMDB IDBMDB0006768
Secondary Accession Numbers
  • BMDB06768
Metabolite Identification
Common Name19-Oxoandrost-4-ene-3,17-dione
Description19-Oxoandrost-4-ene-3,17-dione is an extremely weak basic (essentially neutral) compound (based on its pKa). Within cattle, 19-oxoandrost-4-ene-3,17-dione participates in a number of enzymatic reactions. In particular, 19-oxoandrost-4-ene-3,17-dione can be biosynthesized from 19-hydroxyandrost-4-ene-3,17-dione through its interaction with the enzyme cytochrome P450 19A1. In addition, 19-oxoandrost-4-ene-3,17-dione can be converted into estrone and formic acid; which is catalyzed by the enzyme cytochrome P450 19A1. In cattle, 19-oxoandrost-4-ene-3,17-dione is involved in the metabolic pathway called the androstenedione metabolism pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
SynonymsNot Available
Chemical FormulaC19H24O3
Average Molecular Weight300.398
Monoisotopic Molecular Weight300.172544633
IUPAC Name(1S,2S,10R,15S)-15-methyl-5,14-dioxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-2-carbaldehyde
Traditional Name(1S,2S,10R,15S)-15-methyl-5,14-dioxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-2-carbaldehyde
CAS Registry NumberNot Available
SMILES
[H]C12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C=O
InChI Identifier
InChI=1S/C19H24O3/c1-18-8-7-16-14(15(18)4-5-17(18)22)3-2-12-10-13(21)6-9-19(12,16)11-20/h10-11,14-16H,2-9H2,1H3/t14-,15?,16-,18-,19+/m0/s1
InChI KeyXRCFMDPVHKVRDJ-CSSMWNFUSA-N
Chemical Taxonomy
ClassificationNot classified
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
logP2.59ALOGPS
logP2.96ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)18.27ChemAxon
pKa (Strongest Basic)-5.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area51.21 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity84.4 m³·mol⁻¹ChemAxon
Polarizability33.28 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0069000000-4cf0f82f29d435064aaeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0g59-0191000000-13cd084dbfd20757dd23View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-4390000000-07c1a3f2313a8bcd7418View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0090000000-9682812a6c76b322e614View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0090000000-bcf61fd273859ebc35f3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00l6-1090000000-00fa9379a73ca4316f95View in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
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 ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available