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Human Metabolome Database Version 3.5

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Showing metabocard for 7a-Hydroxyandrost-4-ene-3,17-dione (HMDB06771)

Record Information
Version 3.5
Creation Date 2008-08-07 05:18:47 -0600
Update Date 2013-02-08 17:15:18 -0700
HMDB ID HMDB06771
Secondary Accession Numbers None
Metabolite Identification
Common Name 7a-Hydroxyandrost-4-ene-3,17-dione
Description 7alpha-Hydroxyandrost-4-ene-3,17-dione is an intermediate in androgen and estrogen metabolism. More specifically, it is an intermediate during the conversion of androst-4-ene-3,17-dione to testosterone or vice versa.
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 7alpha-Hydroxyandrost-4-ene-3,17-dione
  2. 7alpha-Hydroxyandrostenedione
Chemical Formula C19H26O3
Average Molecular Weight 302.4079
Monoisotopic Molecular Weight 302.188194698
IUPAC Name (1S,2R,9R,10R,11S,15S)-9-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-5,14-dione
Traditional IUPAC Name (1S,2R,9R,10R,11S,15S)-9-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-5,14-dione
CAS Registry Number 62-84-0
SMILES [H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@H](O)CC2=CC(=O)CC[C@]12C
InChI Identifier InChI=1S/C19H26O3/c1-18-7-5-12(20)9-11(18)10-15(21)17-13-3-4-16(22)19(13,2)8-6-14(17)18/h9,13-15,17,21H,3-8,10H2,1-2H3/t13-,14-,15+,17-,18-,19-/m0/s1
InChI Key LFWLQMQUJQUZBD-TYHLISGHSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Lipids
Class Steroids and Steroid Derivatives
Sub Class Androgens and Derivatives
Other Descriptors
  • 17-oxo steroid(ChEBI)
  • 3-oxo steroid(ChEBI)
  • 7alpha-hydroxy steroid(ChEBI)
  • Aliphatic Homopolycyclic Compounds
  • C19 steroids (androgens) and derivatives(KEGG)
  • C19 steroids (androgens) and derivatives(Lipidmaps)
  • Hydroxysteroids
  • Ketosteroids
  • androstanoid(ChEBI)
Substituents
  • Cyclic Alcohol
  • Cyclohexane
  • Cyclohexene
  • Decaline
  • Ketone
  • Secondary Alcohol
  • Sesquiterpene Backbone
Direct Parent Androgens and Derivatives
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
  • Food
Biofunction
  • Cell signaling
  • Fuel and energy storage
  • Fuel or energy source
  • Membrane integrity/stability
Application
  • Nutrients
  • Stabilizers
  • Surfactants and Emulsifiers
Cellular locations
  • Extracellular
  • Membrane
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 0.083 g/L ALOGPS
LogP 2.03 ALOGPS
LogP 2.62 ChemAxon
LogS -3.56 ALOGPS
pKa (strongest acidic) 17.14 ChemAxon
pKa (strongest basic) -0.61 ChemAxon
Hydrogen Acceptor Count 3 ChemAxon
Hydrogen Donor Count 1 ChemAxon
Polar Surface Area 54.37 A2 ChemAxon
Rotatable Bond Count 0 ChemAxon
Refractivity 85.2 ChemAxon
Polarizability 33.97 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 0 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biofluid Locations Not Available
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB024073
KNApSAcK ID Not Available
Chemspider ID 58986 Link_out
KEGG Compound ID C05296 Link_out
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB06771 Link_out
Metagene Link HMDB06771 Link_out
METLIN ID Not Available
PubChem Compound 65542 Link_out
PDB ID Not Available
ChEBI ID 27768 Link_out
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References Not Available