Boldenone

Boldenone

Systematic (IUPAC) name
(8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-6,7,8,9,10,11, 12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one
Clinical data
AHFS/Drugs.com	International Drug Names
Pregnancy cat.	X (US) X (AUS)
Legal status	Schedule III (US) POM (UK)
Routes	Intramuscular
Pharmacokinetic data
Half-life	14 days
Identifiers
CAS number	846-48-0 Y
ATC code	None
PubChem	CID 13308
DrugBank	DB01541
ChemSpider	12744 Y
UNII	5H7I2IP58X Y
ChEBI	CHEBI:34584 Y
Chemical data
Formula	C19H26O2
Mol. mass	286.409 g/mol
SMILES	eMolecules & PubChem
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 Y Key:RSIHSRDYCUFFLA-DYKIIFRCSA-N Y
Physical data
Melt. point	165 °C (329 °F)
Y(what is this?)  (verify)

Boldenone (1,4-androstadiene-3-one-17β-ol, available as the undecylenate ester), also known under the trade names Equipoise, Ganabol, Equigan and Ultragan, is an anabolic steroid developed for veterinary use, mostly for treatment of horses. In the US it is not indicated for use in humans and is only available through veterinary clinics.

Effects and side-effects

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), but in reality boldenone acts nothing like methandrostenolone. It has a very long half-life, and can show up on a steroid test for up to 1.5 years, due to the long undecylenate ester attached to the parent steroid. Trace amounts of the drug can easily be detected for months after discontinued use.

Although commonly compared to nandrolone, boldenone lacks progesterone receptor interaction and all the associated progestinic side effects.

Use in sports

Baseball

Boldenone is among the substances banned by Major League Baseball, as well as most other major athletic organizations.

Los Angeles Angels minor league outfielder Reynaldo Ruiz in September 2010 and Philadelphia Phillies minor league pitcher San Lazaro Solano in January 2011 each received a 50-game suspension for the 2011 season as a result of testing positive for a metabolite of boldenone.

Martial arts

Stephan Bonnar and Josh Barnett, mixed martial arts (MMA) fighters from the UFC and PRIDE Fighting Championships, have also tested positive for the banned substance. After the World Extreme Cagefighting show on January 20, 2006 Muay Thai turned MMA fighter Kit Cope also tested positive for Boldenone. Following the Strikeforce card on June 22, 2007 former PRIDE and UFC fighter Phil Baroni tested positive for Boldenone, as well as Stanozolol. Most recently, at a K-1 WGP event in Las Vegas on August 17, 2007 two fighters, Rickard Nordstrand and Zabit Samedov, both tested positive for Boldenone. It was also announced on August 21, 2008, that EliteXC Heavyweight Champion Antonio 'Bigfoot' Silva tested positive for the banned substance prior to his fight and victory over Justin Eilers.^{[citation needed]}

Alexandre Franca Nogueira has tested positive for the anabolic steroid Boldenone, the California State Athletic Commission said Monday in a statement, on July 7, 2008.

Antonio 'Bigfoot' Silva tested positive for boldenone metabolites following his title-winning victory over Justin Eilers at “Unfinished Business” on July 26.^{[citation needed]}

On Aug. 21, Silva was issued a yearlong suspension and $2,500 fine after his post-fight urine samples were returned from a World Anti-Doping Agency approved laboratory in Montreal, Canada.^{[citation needed]}

Australian Football League

Justin Charles of Richmond tested positive for the substance in 1997 and was suspended for 16 matches.

Major League Soccer

Jon Conway (goal keeper) and Jeff Parke (defender) of the New York Red Bulls both tested positive for the substance in 2008 and were suspended 10 games and fined 10% of their annual income. They are also the first to abuse MLS drug policy.

Boxing

Former three time champion James Toney tested positive for boldenone and stanozolol after a May 24 fight.^{[citation needed]} Toney also tested positive for stanozolol two years ago after a fight with John Ruiz costing him the World Boxing Association (WBA) heavyweight championship.^{[citation needed]}

Horse racing

Leading horse trainer Gai Waterhouse has been fined $10,000 after being found guilty on the 15th of May 2008 of presenting a horse to the races with a prohibited substance in its system. Her horse Perfectly Poised was found to have traces of the banned substance boldenone in its system after finishing second at Canterbury in April 2007.