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
[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]3([H])[C@@]2([H])CCC4=CC(=O)C=C[C@]34C
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 |
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Steroid biotransformation by different strains of Micrococcus sp. | 2001 |
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Polycations increase the permeability of Mycobacterium vaccae cell envelopes to hydrophobic compounds. | 2001 Oct |
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[Unexpected formation of an estrone derivative from androsta-1,4-diene-3,17-dione]. | 2002 Dec |
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Conversion of liposomal 4-androsten-3,17-dione by A. simplex immobilized cells in calcium pectate. | 2002 Jan |
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Isolation of a biodegradable sterol-rich fraction from industrial wastes. | 2002 May |
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Confirmatory analysis of 17beta-boldenone, 17alpha-boldenone and androsta-1,4-diene-3,17-dione in bovine urine by liquid chromatography-tandem mass spectrometry. | 2003 Jun 15 |
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Screening of anabolic steroids in horse urine by liquid chromatography-tandem mass spectrometry. | 2005 Apr 29 |
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ADD, AED, alpha-boldenone and epitestosterone neo formation in calf faeces: preliminary results. | 2005 Aug |
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Bioconversion of phytosterols to androstanes by mycobacteria growing on sugar cane mud. | 2005 Mar |
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C19-steroids as androgen receptor modulators: design, discovery, and structure-activity relationship of new steroidal androgen receptor antagonists. | 2006 Sep 1 |
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Effect of anabolics on bovine granulosa-luteal cell primary cultures. | 2007 |
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An in vitro study on metabolism of 17beta-boldenone and boldione using cattle liver and kidney subcellular fractions. | 2007 Mar 14 |
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Development and validation of a liquid chromatography-tandem mass spectrometry method for the separation of conjugated and unconjugated 17alpha- and 17beta-boldenone in urine sample. | 2007 Mar 14 |
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Pathology of the testicle and sex accessory glands following the administration of boldenone and boldione as growth promoters in veal calves. | 2007 Nov |
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Studies directed towards a mechanistic evaluation of inactivation of aromatase by the suicide substrates androsta-1,4-diene-3,17-diones and its 6-ene derivatives aromatase inactivation by the 19-substituted derivatives and their enzymic aromatization. | 2007 Nov-Dec |
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Integrated analytical approach in veal calves administered the anabolic androgenic steroids boldenone and boldione: urine and plasma kinetic profile and changes in plasma protein expression. | 2007 Sep |
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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 |
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Cholesterol oxidase: physiological functions. | 2009 Dec |
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A new mixed micellar electrokinetic chromatography method for analysis of natural and synthetic anabolic steroids. | 2009 Jan 15 |
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Aromatase inactivation by 2-substituted derivatives of the suicide substrate androsta-1,4-diene-3,17-dione. | 2009 Sep |
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Quantification of testosterone and metabolites released after alkaline treatment in human urine. | 2010 Nov-Dec |
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8676338
Boldione inhibited Cytochrome P450 19A1 in human placental microsomes with the IC50 value of 530 nM.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 17:58:38 UTC 2023
by
admin
on
Fri Dec 15 17:58:38 UTC 2023
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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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100000181312
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C006573
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2166Q8568W
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897-06-3
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DB07373
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