(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

• ChemBase ID: 1327
• Molecular Formular: C19H26O2
• Molecular Mass: 286.40854
• Monoisotopic Mass: 286.19328007
• SMILES: O[C@@H]1[C@@]2([C@H]([C@H]3[C@H](CC2)[C@@]2(C(=CC(=O)C=C2)CC3)C)CC1)C
• Canonical SMILES: O=C1C=C[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C)C
• 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
• InChIKey: RSIHSRDYCUFFLA-DYKIIFRCSA-N

NAMES AND DATABASE IDS

Names

• 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; (1S,2R,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-5-one
• IUPAC Traditional name: boldenone
• Brand Name: Equipoise; Ganabol; Equigan; Ultragan
• Synonyms: 1,4-ANDROSTADIEN-17β-OL-ONE; Boldenone; (17β)-17-Hydroxy-androsta-1,4-dien-3-one; 1-Testosterone; β-Boldenone; 17β-Boldenone; 1,4-androstadiene-3-one-17beta-ol; dehydrotestosterone; 1-Dehydrotestosterone; 17beta-Boldenone; delta1-Testosterone; 1,2-Didehydrotestosterone; 1,2-Dehydrotestosterone; Boldenonum [INN-Latin]; Boldenona [INN-Spanish]; DEA No. 4000; 1,4-Androstadien-17beta-ol-3-one; 17beta-Hydroxyandrosta-1,4-dien-3-one; 17-beta-Hydroxyandrosta-1,4-dien-3-one; 17beta-Hydroxyandrosta-1,4-diene-3-one; 17-beta-Hydroxy-17-alpha-1,4-androstadien-3-one; Boldenone; 1,4-Androstadien-17β-ol-3-one; 17β-Hydroxy-1,4-androstadien-3-one; Boldenone; 1-Dehydrotestosterone; 勃地酮; 1-脱氢睾酮; 17β-羟基-1,4-雄甾二烯-3-酮; 勃地酮; 去氢睾丸素; 宝丹酮

Database IDs

• CAS Number: 846-48-0
• EC Number: 212-686-0
• MDL Number: MFCD00037712
• Beilstein Number: 6549081
• PubChem SID: 46505583; 24870163; 160964787
• PubChem CID: 13308

CALCULATED PROPERTIES

JChem

• Acid pKa: 18.86361
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.3632467
• LogD (pH = 7.4): 3.3632467
• Log P: 3.3632467
• Molar Refractivity: 85.5231 cm^3
• Polarizability: 33.02064 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.08
• LOG S: -4.04
• Solubility (Water): 2.59e-02 g/l

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 130-134°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer
• RTECS: BV7994400
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Drug Control: USDEA Schedule III; Home Office Schedule 4.2; regulated under CDSA - not available from Sigma-Aldrich Canada; USDEA Schedule IIIN; regulated under CDSA - not available from Sigma-Aldrich Canada

Product Information

• Purity: 98%
• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C19H26O2

DETAILS

MP Biomedicals - 05210990

MP Biomedicals Rare Chemical collection

DrugBank - DB01541

• Drug 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.
• Pharmacology: 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.
• Affected Organisms: Humans and other mammals
• Half Life: 14 days
• External Links: Wikipedia

Sigma Aldrich - 46431

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - B675100

Boldenone is an anabolic steroid. Controlled substance.

REFERENCES

• Watanabe, K., et al.: J. Appl. Bacteriol., 62, 151 (1987)
• Liu, W., et al.: J. Ind. Microbiol., 13, 167 (1987)
• Barthakur, S., et al.: J. Basic Microbiol., 36, 383 (1987)
• Grinenko, G., et al.: Pharmaceut. Chem. J., 36, 510 (1987)
• de Brabander, H., et al