Showing metabocard for Calusterone (BMDB0004627)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:09:52 UTC
Update Date2020-04-22 15:13:55 UTC
BMDB IDBMDB0004627
Secondary Accession Numbers
  • BMDB04627
Metabolite Identification
Common NameCalusterone
DescriptionCalusterone 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. Thus, calusterone is considered to be a steroid. Based on a literature review a small amount of articles have been published on Calusterone.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(7b,17b)-17-Hydroxy-7,17-dimethyl-androst-4-en-3-oneHMDB
17-beta-Hydroxy-7-beta,17-alpha-dimethylandrost-4-ene-3-oneHMDB
17-beta-Hydroxy-7-beta-17-dimethyl androst-4-en-3-oneHMDB
17-Dimethyl-17beta-hydroxy-7beta-androst-4-en-3-oneHMDB
17-Hydroxy-7,17-dimethylandrost-4-en-3-oneHMDB
17b-Hydroxy-7b,17-dimethyl-androst-4-en-3-oneHMDB
17b-Hydroxy-7b,17-dimethylandrost-4-en-3-oneHMDB
17beta-Dimethyl testosteroneHMDB
17beta-Hydroxy-7beta-17-dimethylandrost-4-en-3-oneHMDB
17beta-Hydroxy-7beta-17alpha-dimethylandrost-4-ene-3-oneHMDB
7-beta,17-alpha-Dimethyl testosteroneHMDB
7-beta,17-DimethyltestosteroneHMDB
7-beta-17-alpha-DimethyltestosteroneHMDB
7beta,17alpha-DimethyltestosteroneHMDB
7beta,17beta-DimethyltestosteroneHMDB
7beta-DimethyltestosteroneHMDB
CalusteronHMDB
CalusteronaHMDB
CalusteronumHMDB
DimethyltestosteroneHMDB
MethosarbHMDB
7 beta,17 alpha-DimethyltestosteroneMeSH, HMDB
Chemical FormulaC21H32O2
Average Molecular Weight316.4776
Monoisotopic Molecular Weight316.240230268
IUPAC Name(1S,2R,9S,10R,11S,14S,15S)-14-hydroxy-2,9,14,15-tetramethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one
Traditional Namecalusterone
CAS Registry Number17021-26-0
SMILES
[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@@H](C)CC2=CC(=O)CC[C@]12C
InChI Identifier
InChI=1S/C21H32O2/c1-13-11-14-12-15(22)5-8-19(14,2)16-6-9-20(3)17(18(13)16)7-10-21(20,4)23/h12-13,16-18,23H,5-11H2,1-4H3/t13-,16-,17-,18+,19-,20-,21-/m0/s1
InChI KeyIVFYLRMMHVYGJH-PVPPCFLZSA-N
Chemical Taxonomy
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
  • 3-oxo-delta-4-steroid
  • 3-oxosteroid
  • Hydroxysteroid
  • Oxosteroid
  • 17-hydroxysteroid
  • Delta-4-steroid
  • Cyclohexenone
  • Tertiary alcohol
  • Cyclic alcohol
  • Ketone
  • Cyclic ketone
  • Organooxygen compound
  • Alcohol
  • Carbonyl group
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
StatusExpected but not Quantified
Origin
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point128 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.55ALOGPS
logP3.93ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)19.56ChemAxon
pKa (Strongest Basic)-0.53ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity93.62 m³·mol⁻¹ChemAxon
Polarizability37.77 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, Positivesplash10-0f79-0292000000-d45cc06905f97c71acb7View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-1219000000-a3d8e93a3429c1b5b79eView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00kb-0095000000-24b926788859812bd140View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kb-0291000000-d17e4bd109b597541b52View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zi9-3490000000-b1ee70c1893fd95ab783View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0029000000-6f88574915ba36904edeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0059000000-88ccda88856d7b515ee6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kb-0090000000-6f3e258701147d991147View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0749000000-4e378b170e7e0e501a17View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-002f-3911000000-3d55560ae9987134faebView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000f-0900000000-1206f2feee3fa74b8674View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0009000000-be6e06313d0abca8e664View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0009000000-be6e06313d0abca8e664View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-0097000000-3e67e2b99b64bbb19ddeView in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0004627
DrugBank IDDB01564
Phenol Explorer Compound IDNot Available
FooDB IDFDB023386
KNApSAcK IDNot Available
Chemspider ID26239
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkCalusterone
METLIN IDNot Available
PubChem Compound28204
PDB IDNot Available
ChEBI ID554295
References
Synthesis ReferenceCampbell, J. Allan; Babcock, John C. The synthesis of some 7a- and 7b-methyl steroid hormones. Journal of the American Chemical Society (1959), 81 4069-74.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available