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Identification
Name Boldenone
Accession Number DB01541
Type small molecule
Groups illicit, experimental
Description

Boldenone is an anabolic steroid developed for veterinary use, mostly for treatment of horses. It is not indicated for use in humans in the US and is only available through veterinary clinics.
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  • 1-Dehydrotestosterone
  • 1,2-Dehydrotestosterone
  • 1,2-Didehydrotestosterone
  • 1,4-Androstadien-17beta-ol-3-one
  • 1,4-androstadiene-3-one-17beta-ol
  • 17-beta-Hydroxy-17-alpha-1,4-androstadien-3-one
  • 17-beta-Hydroxyandrosta-1,4-dien-3-one
  • 17beta-Boldenone
  • 17beta-Hydroxyandrosta-1,4-dien-3-one
  • 17beta-Hydroxyandrosta-1,4-diene-3-one
  • Boldenona [INN-Spanish]
  • Boldenonum [INN-Latin]
  • dehydrotestosterone
  • delta1-Testosterone
Synonyms
1-Dehydrotestosterone
1,2-Dehydrotestosterone
1,2-Didehydrotestosterone
1,4-Androstadien-17beta-ol-3-one
1,4-androstadiene-3-one-17beta-ol
17-beta-Hydroxy-17-alpha-1,4-androstadien-3-one
17-beta-Hydroxyandrosta-1,4-dien-3-one
17beta-Boldenone
17beta-Hydroxyandrosta-1,4-dien-3-one
17beta-Hydroxyandrosta-1,4-diene-3-one
Boldenona [INN-Spanish]
Boldenonum [INN-Latin]
dehydrotestosterone
delta1-Testosterone
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Salts Not Available
Brand names
Name Company
Equigan
Ganabol
Ultragan
Brand mixtures Not Available
Categories
  • Anabolic Agents
CAS number 846-48-0
Weight Average: 286.4085
Monoisotopic: 286.193280076
Chemical Formula C19H26O2
InChI Key InChIKey=RSIHSRDYCUFFLA-DYKIIFRCSA-N
InChI
InChI=1S/C19H26O2/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/h7,9,11,14-17,21H,3-6,8,10H2,1-2H3/t14-,15-,16-,17-,18-,19-/m0/s1
Plain Text
IUPAC Name
(1S,2R,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-5-one
SMILES
C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)C=C[C@]34C)[C@@H]1CC[C@@H]2O
Plain Text
Mass Spec Not Available
Taxonomy
Kingdom Organic
Classes
  • Steroids and Steroid Derivatives
Substructures
  • Steroids and Steroid Derivatives
  • Hydroxy Compounds
  • Alkanes and Alkenes
  • Alcohols and Polyols
  • Ketones
Pharmacology
Indication Not Available
Pharmacodynamics The activity of boldenone is mainly anabolic, with a low androgenic potency. The drug is commonly used in doping within bodybuilding, even though this use is illegal. If intended to assist in bodybuilding, the drug is taken as part of a steroid stack of other anabolic steroids, usually with a potent androgen like testosterone as the 'base' of the stack. Boldenone is an androgen that differs from 17b-testosterone (17b-T) by only one double bond at the 1-position, and the removal of the methyl group protecting the 17-OH group allows it to be orally active.
Mechanism of action Boldenone is a steroid hormone which has androgenic activity. Androgens bind to the androgen receptor, which regulates gene transcription.
Absorption Not Available
Volume of distribution Not Available
Protein binding Not Available
Metabolism Not Available
Route of elimination Not Available
Half life 14 days
Clearance Not Available
Toxicity Not Available
Affected organisms
  • Humans and other mammals
Pathways Not Available
Pharmacoeconomics
Manufacturers Not Available
Packagers Not Available
Dosage forms Not Available
Prices Not Available
Patents Not Available
Properties
State solid
Melting point 165 oC
Experimental Properties Not Available
Predicted Properties
Property Value Source
water solubility 2.59e-02 g/l ALOGPS
logP 3.08 ALOGPS
logP 3.36 ChemAxon Molconvert
logS -4 ALOGPS
pKa 19.38 ChemAxon Molconvert
hydrogen acceptor count 2 ChemAxon Molconvert
hydrogen donor count 1 ChemAxon Molconvert
polar surface area 37.3 ChemAxon Molconvert
rotatable bond count 0 ChemAxon Molconvert
refractivity 85.52 ChemAxon Molconvert
polarizability 33.26 ChemAxon Molconvert
References
Synthesis Reference Not Available
General Reference Not Available
External Links
Resource Link
KEGG Compound C14502 Link_out
PubChem Compound 13308 Link_out
PubChem Substance 46505583 Link_out
ChemSpider 12744 Link_out
ChEBI 34584 Link_out
ChEMBL 34584 Link_out
Wikipedia http://en.wikipedia.org/wiki/Boldenone Link_out
ATC Codes Not Available
AHFS Codes Not Available
PDB Entries Not Available
FDA label Not Available
MSDS Not Available
Interactions
Drug Interactions Not Available
Food Interactions Not Available
Targets

1. Androgen receptor

Pharmacological action: yes
Actions: agonist

The steroid hormones and their receptors are involved in the regulation of eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Activated, but not phosphorylated, by HIPK3

Organism class: human
UniProt ID: P10275 Link_out
Gene: AR Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

References:
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed
  3. Merlanti R, Gallina G, Capolongo F, Contiero L, Biancotto G, Dacasto M, Montesissa C: An in vitro study on metabolism of 17beta-boldenone and boldione using cattle liver and kidney subcellular fractions. Anal Chim Acta. 2007 Mar 14;586(1-2):177-83. Epub 2006 Dec 10. Pubmed
Comments
Drug created on July 31, 2007 07:10 / Updated on April 21, 2012 13:53