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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H26O2
Molecular Weight 286.4085
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BOLDENONE

SMILES

C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)C=C[C@]34C)[C@@H]1CC[C@@H]2O

InChI

InChIKey=RSIHSRDYCUFFLA-DYKIIFRCSA-N
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

HIDE SMILES / InChI

Molecular Formula C19H26O2
Molecular Weight 286.4085
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Boldenone (INN, BAN), also known as Δ1-testosterone, 1-dihydrotestosterone, or androsta-1,4-dien-3-one-17β-ol (train name Equipoise) is a long-acting injectable anabolic agent for horses, supplied in a vial providing 50 mg boldenone undecylenate per mL in sesame oil with 3% (w/v) benzyl alcohol as a preservative. The activity of boldenone is mainly anabolic, with a low androgenic potency. Boldenone will increase nitrogen retention, protein synthesis increases appetite and stimulates the release of erythropoietin in the kidneys. Boldenone was synthesized in an attempt to create a long-acting injectable methandrostenolone (Dianabol), for androgen deficiency disorders. Boldenone acts similar to methandrostenolone with fewer adverse androgenic effects. Although commonly compared to nandrolone, boldenone lacks progesterone receptor interaction and all the associated progestogenic side effects. Equipoise (Boldenone Undecylenate Injection) is recommended as an aid for treating debilitated horses when an improvement in weight, haircoat or general physical condition is desired. Debilitation often follows disease or may occur following overwork and overexertion. Boldenone improves the general state of debilitated horses, thus aiding in correcting weight losses and improving appetite. It is not a substitute for a well-balanced diet. Optimal results can be expected only when good management and feeding practices are utilized. Boldenone should be considered only as adjunctive therapy to other specific and supportive therapy for diseases, surgical cases, and traumatic injuries.

CNS Activity

Originator

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Equipoise
PubMed

PubMed

TitleDatePubMed
Hepatocellular adenomas associated with anabolic androgenic steroid abuse in bodybuilders: a report of two cases and a review of the literature.
2005 May
[Determination of eleven steroid hormones in animal muscle tissues and eggs using ultra-performance liquid chromatography-tandem mass spectrometry].
2008 Nov
The development of multiple drug use among anabolic-androgenic steroid users: six subjective case reports.
2008 Nov 28
Quantification of 19-nortestosterone sulphate and boldenone sulphate in urine from male horses using liquid chromatography/tandem mass spectrometry.
2008 Oct
Simultaneous doping analysis of main urinary metabolites of anabolic steroids in horse by ion-trap gas chromatography-tandem mass spectrometry.
2008 Sep
Acupuncture and exercise restore adipose tissue expression of sympathetic markers and improve ovarian morphology in rats with dihydrotestosterone-induced PCOS.
2009 Apr
Validation and application of a yeast bioassay for screening androgenic activity in calf urine and feed.
2009 Apr 1
Bicalutamide demonstrates biologic effectiveness in prostate cancer cell lines and tumor primary cultures irrespective of Her2/neu expression levels.
2009 Aug
17alpha- and 17beta-boldenone 17-glucuronides: synthesis and complete characterization by 1H and 13C NMR.
2009 Feb
Metabolism of androsta-1,4,6-triene-3,17-dione and detection by gas chromatography/mass spectrometry in doping control.
2009 Jan
Evaluation of equine urine reactivity towards phase II metabolites of 17-hydroxy steroids by liquid chromatography/tandem mass spectrometry.
2009 Jan
Characterization of SV-40 Tag rats as a model to study prostate cancer.
2009 Jan 26
Sudden unexpected death in a female fitness athlete, with a possible connection to the use of anabolic androgenic steroids (AAS) and ephedrine.
2009 Jan 30
Criteria to distinguish between natural situations and illegal use of boldenone, boldenone esters and boldione in cattle 2. Direct measurement of 17beta-boldenone sulpho-conjugate in calf urine by liquid chromatography--high resolution and tandem mass spectrometry.
2009 Oct
Analysis of anabolic steroids in hair: time courses in guinea pigs.
2009 Sep
Patents

Sample Use Guides

In Vivo Use Guide
The dosage for horses is 0.5 mg per pound of body weight intramuscularly. Treatment may be repeated at three week intervals.
Route of Administration: Intramuscular
In Vitro Use Guide
The rhAR preparation was diluted 150 in assay buffer (5 mM Na2HP04, 150 mM NaCl, pH 7.2, containing 0.16% w/v protease inhibitor mix and 0.1% bovine serum albumin). Aliquots of 0.5 mL were incubated at 04°C for 16 hours with a constant amount of 0.4 nM 3H-DHT and in the presence or absence of increasing concentrations of Boldenone . DHT was used in all experiments as standard. To separate bound and free ligand, the receptor preparation was incubated with 100 mkL of dextrancoated charcoal (4%) charcoal and 0.4% dextran in assay buffer) for 5 min before centrifugation at 2000 x g for 15 min at 4°C. 0.4 mL of the supernatant was transferred into scintillation vials, mixed with 3 mL Xylofluor and counted. Specific binding represents the relative difference of total binding and non specific binding observed in the presence of a 250 fold surplus of unlabelled DHT.
Substance Class Chemical
Created
by admin
on Mon Oct 21 20:19:20 UTC 2019
Edited
by admin
on Mon Oct 21 20:19:20 UTC 2019
Record UNII
5H7I2IP58X
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BOLDENONE
INN   MI  
INN  
Official Name English
NSC-79102
Code English
TESTOSTERONE IMPURITY H [EP]
Common Name English
BOLDENONE [INN]
Common Name English
BOLDENONE [MI]
Common Name English
PARENABOL
Brand Name English
VEBONOL
Brand Name English
DEHYDROTESTOSTERONE
Common Name English
Classification Tree Code System Code
CFR 21 CFR 522.204
Created by admin on Mon Oct 21 20:19:20 UTC 2019 , Edited by admin on Mon Oct 21 20:19:20 UTC 2019
NCI_THESAURUS C2360
Created by admin on Mon Oct 21 20:19:20 UTC 2019 , Edited by admin on Mon Oct 21 20:19:20 UTC 2019
DEA NO. 4000
Created by admin on Mon Oct 21 20:19:20 UTC 2019 , Edited by admin on Mon Oct 21 20:19:20 UTC 2019
Code System Code Type Description
WIKIPEDIA
BOLDENONE
Created by admin on Mon Oct 21 20:19:20 UTC 2019 , Edited by admin on Mon Oct 21 20:19:20 UTC 2019
PRIMARY
CAS
846-48-0
Created by admin on Mon Oct 21 20:19:20 UTC 2019 , Edited by admin on Mon Oct 21 20:19:20 UTC 2019
PRIMARY
PUBCHEM
13308
Created by admin on Mon Oct 21 20:19:20 UTC 2019 , Edited by admin on Mon Oct 21 20:19:20 UTC 2019
PRIMARY
ChEMBL
CHEMBL2106059
Created by admin on Mon Oct 21 20:19:20 UTC 2019 , Edited by admin on Mon Oct 21 20:19:20 UTC 2019
PRIMARY
INN
2464
Created by admin on Mon Oct 21 20:19:20 UTC 2019 , Edited by admin on Mon Oct 21 20:19:20 UTC 2019
PRIMARY
EVMPD
SUB05869MIG
Created by admin on Mon Oct 21 20:19:20 UTC 2019 , Edited by admin on Mon Oct 21 20:19:20 UTC 2019
PRIMARY
MERCK INDEX
M2597
Created by admin on Mon Oct 21 20:19:20 UTC 2019 , Edited by admin on Mon Oct 21 20:19:20 UTC 2019
PRIMARY Merck Index
ECHA (EC/EINECS)
212-686-0
Created by admin on Mon Oct 21 20:19:20 UTC 2019 , Edited by admin on Mon Oct 21 20:19:20 UTC 2019
PRIMARY
MESH
C013915
Created by admin on Mon Oct 21 20:19:20 UTC 2019 , Edited by admin on Mon Oct 21 20:19:20 UTC 2019
PRIMARY
NCI_THESAURUS
C75064
Created by admin on Mon Oct 21 20:19:20 UTC 2019 , Edited by admin on Mon Oct 21 20:19:20 UTC 2019
PRIMARY
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