Record Information
Version1.0
Creation date2011-09-21 00:25:41 UTC
Update date2015-07-21 06:57:33 UTC
Primary IDFDB023170
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameBoldione
DescriptionBoldione is a direct precursor (prohormone) to the anabolic steroid boldenone (1,4-androstadiene-17beta-ol-3-one). It is advertised as a highly anabolic/androgenic compound promoting muscularity, enhancing strength and overall physical performance, and is available on the Internet and in health stores. Conflicting findings regarding the boldenone content of bovine faeces suggest it may be synthesized de novo in emitted faeces. Boldione is the oxidized form of boldenone, an this anabolic steroid is forbidden in EU countries in calves and bulls bred for meat production, and is illegally used as growth promoters, as they improve the growth and feed conversion in food producing animals. (PMID: 16449054, 16308875, 16244993) [HMDB]
CAS Number897-06-3
Structure
Thumb
Synonyms
SynonymSource
1,4-Androstadiene-3,17-dioneChEBI
1-DehydroandrostenedioneChEBI
ADDChEBI
ADTChEBI
AndrostadienedioneChEBI
Androst-1,4-diene-3,17-dioneMeSH
BoldioneChEBI
Androsta-1,4-diene-3, 17-dioneHMDB
Androsta-1,4-diene-3,17-dioneHMDB
Androstane-1,4-diene-3, 17-dioneHMDB
Androstra-1,4-diene-3,17-dioneHMDB
androsta-1,4-diene-3,17-dionehmdb
Predicted Properties
PropertyValueSource
Water Solubility0.017 g/LALOGPS
logP2.78ALOGPS
logP3.93ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)18.83ChemAxon
pKa (Strongest Basic)-5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity84.7 m³·mol⁻¹ChemAxon
Polarizability32.47 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC19H24O2
IUPAC name(1S,2R,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-diene-5,14-dione
InChI IdentifierInChI=1S/C19H24O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h7,9,11,14-16H,3-6,8,10H2,1-2H3/t14-,15-,16-,18-,19-/m0/s1
InChI KeyLUJVUUWNAPIQQI-QAGGRKNESA-N
Isomeric SMILES[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@]12C
Average Molecular Weight284.3927
Monoisotopic Molecular Weight284.177630012
Classification
Description Belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassAndrostane steroids
Direct ParentAndrogens and derivatives
Alternative Parents
Substituents
  • Androgen-skeleton
  • Oxosteroid
  • 17-oxosteroid
  • 3-oxosteroid
  • 3-oxo-delta-1,4-steroid
  • Delta-1,4-steroid
  • Cyclic ketone
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Biological role:

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSBoldione, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4i-0590000000-6541a31ec672647c2513Spectrum
Predicted GC-MSBoldione, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-0002-0920000000-c2ed6077391b4b85511aSpectrum
MS/MSLC-MS/MS Spectrum - LC-APPI-QQ , positivesplash10-0096-7900000000-0e538c3554828587687dSpectrum
MS/MSLC-MS/MS Spectrum - LC-APPI-QQ , positivesplash10-00dm-3900000000-5d42203f518a99185773Spectrum
MS/MSLC-MS/MS Spectrum - LC-APPI-QQ , positivesplash10-00dj-1900000000-19c879c287403c0ed2efSpectrum
MS/MSLC-MS/MS Spectrum - LC-APPI-QQ , positivesplash10-00dj-0910000000-004b73c2f16c9747052bSpectrum
MS/MSLC-MS/MS Spectrum - LC-APPI-QQ , positivesplash10-00y1-0960000000-9c049fde9edd83e377b4Spectrum
MS/MSLC-MS/MS Spectrum - LC-APPI-QQ , positivesplash10-000i-0090000000-59ad5b9288fa52be718cSpectrum
MS/MSLC-MS/MS Spectrum - LC-APPI-QQ , positivesplash10-004l-5900000000-c06d7a1d1deabe2ff1f6Spectrum
MS/MSLC-MS/MS Spectrum - LC-APPI-QQ , positivesplash10-05dl-4900000000-fa822a5bff16e6c79e5fSpectrum
MS/MSLC-MS/MS Spectrum - LC-APPI-QQ , positivesplash10-00di-2910000000-d9af7cc7fbe8d5314eb4Spectrum
MS/MSLC-MS/MS Spectrum - LC-APPI-QQ , positivesplash10-00di-1920000000-9967f8cfb367b47cc432Spectrum
MS/MSLC-MS/MS Spectrum - LC-APPI-QQ , positivesplash10-014i-0790000000-0d6677503a198b1035c0Spectrum
MS/MSLC-MS/MS Spectrum - LC-APPI-QQ , positivesplash10-014i-0090000000-696830f2bd076fad3e71Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-00di-0910000000-f76cb8acbe3dda64f678Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0090000000-97401279a4ed4f0109a4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kr-0390000000-086427ce5de936a67dfaSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gbl-3490000000-d0da828aadfb92f0e18eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0090000000-3bf930b2450afcd9c7b3Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0090000000-45c4760674e826b36a01Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fto-2190000000-493a7a2fafd41fe4def6Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0090000000-88e0917a0373fe627050Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0090000000-f15eb753b2ac78e32ce9Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0kaj-0390000000-5831bde5b618b84ffa7eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0090000000-07ee8f0bccd26372634cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0aor-0790000000-f0dab0651773a8d88ad7Spectrum
NMRNot Available
ChemSpider ID12893
ChEMBL IDCHEMBL1078534
KEGG Compound IDC20144
Pubchem Compound ID13472
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDDB07373
HMDB IDHMDB03422
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDANB
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference