Boldenone undecylenate

Boldenone undecylenate
Clinical data
Trade names	Boldane, Equipoise, Parenabol, others
Other names	Boldenone undecenoate; Ba 29038; Boldenone 17β-undec-10-enoate; Δ1-Testosterone 17β-undec-10-enoate; 1-Dehydrotestosterone 17β-undec-10-enoate; Androsta-1,4-dien-17β-ol-3-one 17β-undec-10-enoate
Pregnancy; category	AU: X (High risk);
Routes of; administration	Intramuscular injection
Drug class	Androgen; Anabolic steroid; Androgen ester
ATC code	None;
Legal status
Legal status	CA: Schedule IV; UK: POM (Prescription only); US: Schedule III;
Pharmacokinetic data
Elimination half-life	Intramuscular: 14 days
Identifiers
	IUPAC name [(8R,9S,10R,13S,14S,17S)-10,13-Dimethyl-3-oxo-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl] undec-10-enoate;
CAS Number	13103-34-9;
PubChem CID	11954310;
DrugBank	DBSALT001616;
ChemSpider	10128605;
UNII	ZS6D2ITA30;
ChEMBL	ChEMBL2106059;
CompTox Dashboard (EPA)	DTXSID00156854 ;
ECHA InfoCard	100.032.734
Chemical and physical data
Formula	C30H44O3
Molar mass	452.679 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2OC(=O)CCCCCCCCC=C)CCC4=CC(=O)C=C[C@]34C;
	InChI InChI=1S/C30H44O3/c1-4-5-6-7-8-9-10-11-12-28(32)33-27-16-15-25-24-14-13-22-21-23(31)17-19-29(22,2)26(24)18-20-30(25,27)3/h4,17,19,21,24-27H,1,5-16,18,20H2,2-3H3/t24-,25-,26-,27-,29-,30-/m0/s1; Key:AHMMSNQYOPMLSX-CNQKSJKFSA-N;

Boldenone undecylenate, or boldenone undecenoate, sold under the brand names Equipoise and Parenabol among others, is an androgen and anabolic steroid (AAS) medication which is used in veterinary medicine, mainly in horses.^[2]^[3]^[4]^[5]^[6] It was formerly used in humans as well.^[6] It is given by injection into muscle.^[6]

Side effects of boldenone undecylenate include symptoms of masculinization like acne, increased hair growth, voice changes, and increased sexual desire.^[6] The drug is a synthetic androgen and anabolic steroid and hence is an agonist of the androgen receptor (AR), the biological target of androgens like testosterone and dihydrotestosterone (DHT).^[6]^[7] It has strong anabolic effects and moderate androgenic effects, weak estrogenic effects, and no risk of liver damage.^[6]^[7] Boldenone undecylenate is an androgen ester and a long-lasting prodrug of boldenone in the body.^[6]

Boldenone undecylenate was introduced for medical use in the 1960s.^[6] In addition to its medical use, boldenone undecylenate is used to improve physique and performance.^[6] The drug is a controlled substance in the United States and its use is generally illicit.^[6] It remains marketed for veterinary use in Australia and the United States.^[6]^[5]

^ Westreich LM (2011). "Anabolic-Androgenic Steroids". In Ruiz P, Strain EC (eds.). Lowinson and Ruiz's Substance Abuse: A Comprehensive Textbook. Lippincott Williams & Wilkins. pp. 358–. ISBN 978-1-60547-277-5.
^ Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 640–. ISBN 978-1-4757-2085-3.
^ Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 131–. ISBN 978-3-88763-075-1.
^ Morton IK, Hall JM (6 December 2012). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 52–. ISBN 978-94-011-4439-1.
^ ^a ^b "Boldenone". Drugs.com. Retrieved 28 April 2017.
^ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k William Llewellyn (2011). Anabolics. Molecular Nutrition Llc. pp. 483–490. ISBN 978-0-9828280-1-4.
^ ^a ^b Kicman AT (June 2008). "Pharmacology of anabolic steroids". British Journal of Pharmacology. 154 (3): 502–521. doi:10.1038/bjp.2008.165. PMC 2439524. PMID 18500378.

[RuizStrain2011-1] Westreich LM (2011). "Anabolic-Androgenic Steroids". In Ruiz P, Strain EC (eds.). Lowinson and Ruiz's Substance Abuse: A Comprehensive Textbook. Lippincott Williams & Wilkins. pp. 358–. ISBN 978-1-60547-277-5.

[Elks2014-2] Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 640–. ISBN 978-1-4757-2085-3.

[IndexNominum2000-3] Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 131–. ISBN 978-3-88763-075-1.

[MortonHall2012-4] Morton IK, Hall JM (6 December 2012). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 52–. ISBN 978-94-011-4439-1.

[Drugs.com-5] "Boldenone". Drugs.com. Retrieved 28 April 2017.

[Llewellyn2011-6] ^ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k William Llewellyn (2011). Anabolics. Molecular Nutrition Llc. pp. 483–490. ISBN 978-0-9828280-1-4.

[pmid18500378-7] Kicman AT (June 2008). "Pharmacology of anabolic steroids". British Journal of Pharmacology. 154 (3): 502–521. doi:10.1038/bjp.2008.165. PMC 2439524. PMID 18500378.

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