Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C19H24O2 |
| Molecular Weight | 284.3927 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)C=C[C@]34C)[C@@H]1CCC2=O
InChI
InChIKey=LUJVUUWNAPIQQI-QAGGRKNESA-N
InChI=1S/C19H24O2/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/h7,9,11,14-16H,3-6,8,10H2,1-2H3/t14-,15-,16-,18-,19-/m0/s1
| Molecular Formula | C19H24O2 |
| Molecular Weight | 284.3927 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Boldione, also known as androstadienedione or 1-dehydroandrostenedione, as well as 1,4-androstadiene-3,17-dione, is an important industrial precursor for various steroid hormones. Boldione is a direct precursor (prohormone) to the anabolic steroid boldenone (1,4-androstadiene-17beta-ol-3-one). It is advertised as a highly anabolic/androgenic compound promoting muscularity, enhancing strength and overall physical performance, and is available on the Internet and in health stores. Boldione was marketed as a prohormone “dietary supplement” for many years in the mid-2000’s, but it is truly a potent precursor (ie. converts in the body) to the anabolic steroid Boldenone. In 2005 the Anabolic Steroid Control Act of 2005 classified boldenone as a Schedule III controlled illegal steroid.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Polycations increase the permeability of Mycobacterium vaccae cell envelopes to hydrophobic compounds. | 2001 Oct |
|
| Bioconversion of 3 beta-acetoxypregna-5,16-diene-20-one to androsta-1,4-diene-3,17-dione by mixed bacterial culture. | 2002 |
|
| Testosterone metabolism in the estuarine mysid neomysis integer (Crustacea; Mysidacea): identification of testosterone metabolites and endogenous vertebrate-type steroids. | 2002 Apr |
|
| Isolation of a biodegradable sterol-rich fraction from industrial wastes. | 2002 May |
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| Studies on the catalytic function of aromatase: aromatization of 6-alkoxy-substituted androgens. | 2002 Sep |
|
| Resistance to androstanes as an approach for androstandienedione yield enhancement in industrial mycobacteria. | 2003 Oct |
|
| Analytical strategies for the detection of non-labelled anabolic androgenic steroids in nutritional supplements. | 2004 Jul |
|
| [Conversion of androstenedione and androstadienedione by sterol-degrading bacteria]. | 2004 Sep-Oct |
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| The effect of ethambutol on mycobacterial cell wall permeability to hydrophobic compounds. | 2005 |
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| ADD, AED, alpha-boldenone and epitestosterone neo formation in calf faeces: preliminary results. | 2005 Aug |
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| Persistence and pathways of testosterone dissipation in agricultural soil. | 2005 May-Jun |
|
| C19-steroids as androgen receptor modulators: design, discovery, and structure-activity relationship of new steroidal androgen receptor antagonists. | 2006 Sep 1 |
|
| Effect of anabolics on bovine granulosa-luteal cell primary cultures. | 2007 |
|
| An in vitro study on metabolism of 17beta-boldenone and boldione using cattle liver and kidney subcellular fractions. | 2007 Mar 14 |
|
| [Preparation of androsta-1,4-diene-3,17-dione from sterols using Mycobacterium neoaurum VKPM As-1656 strain]. | 2007 May-Jun |
|
| Boldenone, boldione, and milk replacers in the diet of veal calves: the effects of phytosterol content on the urinary excretion of boldenone metabolites. | 2007 Oct 3 |
|
| Development of a rapid normal-phase LC-positive ion APCI-MS method for simultaneous detection and quantitation of cholesterol, androst-4-ene-3,1 7-dione, and androsta-1,4-diene-3,17-dione. | 2007 Sep |
|
| Evaluation of boldenone formation and related steroids transformations in veal faeces by liquid chromatography/tandem mass spectrometry. | 2008 |
|
| Enhancement of androstadienedione production from progesterone by biotransformation using the hydroxypropyl-beta-cyclodextrin complexation technique. | 2008 Jan |
|
| Boldenone, testosterone and 1,4-androstadiene-3,17-dione determination in faeces from horses, untreated and after administration of androsta-1,4-diene-3,17-dione (boldione). | 2008 Jun |
|
| Naturally occurring progesterone in loblolly pine (Pinus taeda L.): a major steroid precursor of environmental androgens. | 2008 Jun |
|
| Comprehensive screening of acidic and neutral drugs in equine plasma by liquid chromatography-tandem mass spectrometry. | 2008 May 2 |
|
| Cholesterol oxidase: physiological functions. | 2009 Dec |
|
| Classification of three steroids as schedule III anabolic steroids under the Controlled Substances Act. Final rule. | 2009 Dec 4 |
|
| Excretion of endogenous boldione in human urine: influence of phytosterol consumption. | 2009 Oct |
|
| Investigation on possible transformations of cortisol, cortisone and cortisol glucuronide in bovine faecal matter using liquid chromatography-mass spectrometry. | 2010 Apr |
|
| Probing the binding pocket of the active site of aromatase with 2-phenylaliphatic androsta-1,4-diene-3,17-dione steroids. | 2010 Apr |
|
| Characterisation of steroids in wooden crates of veal calves by accelerated solvent extraction (ASE) and ultra-high performance liquid chromatography coupled to triple quadrupole mass spectrometry (U-HPLC-QqQ-MS-MS). | 2010 May |
|
| Cholesterol utilization in mycobacteria is controlled by two TetR-type transcriptional regulators: kstR and kstR2. | 2010 May |
|
| Cholesterol biotransformation to androsta-1,4-diene-3,17-dione by growing cells of Chryseobacterium gleum. | 2010 May |
|
| Primary hepatocytes as an useful bioassay to characterize metabolism and bioactivity of illicit steroids in cattle. | 2012 Oct |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:58:37 GMT 2025
by
admin
on
Mon Mar 31 18:58:37 GMT 2025
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| Record UNII |
2166Q8568W
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| Record Status |
Validated (UNII)
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| Record Version |
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DEA NO. |
4000
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212-977-2
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SUB194899
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BOLDIONE
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1269083
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DTXSID00862463
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100000181312
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C006573
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DB07373
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|---|---|---|---|---|
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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