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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
Structure of BOLDIONE

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

HIDE SMILES / InChI

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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
120.0 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Steroid biotransformation by different strains of Micrococcus sp.
2001
Polycations increase the permeability of Mycobacterium vaccae cell envelopes to hydrophobic compounds.
2001 Oct
[Unexpected formation of an estrone derivative from androsta-1,4-diene-3,17-dione].
2002 Dec
Conversion of liposomal 4-androsten-3,17-dione by A. simplex immobilized cells in calcium pectate.
2002 Jan
Isolation of a biodegradable sterol-rich fraction from industrial wastes.
2002 May
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
Screening of anabolic steroids in horse urine by liquid chromatography-tandem mass spectrometry.
2005 Apr 29
ADD, AED, alpha-boldenone and epitestosterone neo formation in calf faeces: preliminary results.
2005 Aug
Bioconversion of phytosterols to androstanes by mycobacteria growing on sugar cane mud.
2005 Mar
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
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
Pathology of the testicle and sex accessory glands following the administration of boldenone and boldione as growth promoters in veal calves.
2007 Nov
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
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
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
Cholesterol oxidase: physiological functions.
2009 Dec
A new mixed micellar electrokinetic chromatography method for analysis of natural and synthetic anabolic steroids.
2009 Jan 15
Aromatase inactivation by 2-substituted derivatives of the suicide substrate androsta-1,4-diene-3,17-dione.
2009 Sep
Quantification of testosterone and metabolites released after alkaline treatment in human urine.
2010 Nov-Dec
Patents

Sample Use Guides

2-4 pills (400-800mg) a day.
Route of Administration: Oral
In Vitro Use Guide
Boldione inhibited Cytochrome P450 19A1 in human placental microsomes with the IC50 value of 530 nM.
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:58:38 UTC 2023
Edited
by admin
on Fri Dec 15 17:58:38 UTC 2023
Record UNII
2166Q8568W
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BOLDIONE
Common Name English
ANDROSTADIENEDIONE
Systematic Name English
1-DEHYDROANDROSTENEDIONE
Common Name English
ANDROSTA-1,4-DIEN-3,17-DIONE
Systematic Name English
EXEMESTANE RELATED COMPOUND C CIII
USP-RS  
Common Name English
TESTOSTERONE IMPURITY G [EP IMPURITY]
Common Name English
.DELTA.1,4-ANDROSTADIENE-3,17-DIONE
Common Name English
(+)-ANDROSTA-1,4-DIENE-3,17-DIONE
Systematic Name English
EXEMESTANE IMPURITY D [EP IMPURITY]
Common Name English
Androsta-1,4-diene-3,17-dione
Systematic Name English
J38.935H
Code English
1,4-ANDROSTADIENE-3,17-DIONE
Systematic Name English
NSC-49080
Code English
ANDROSTANE-1,4-DIENE-3,17-DIONE
Systematic Name English
EXEMESTANE RELATED COMPOUND C [USP-RS]
Common Name English
Classification Tree Code System Code
DEA NO. 4000
Created by admin on Fri Dec 15 17:58:38 UTC 2023 , Edited by admin on Fri Dec 15 17:58:38 UTC 2023
Code System Code Type Description
ECHA (EC/EINECS)
212-977-2
Created by admin on Fri Dec 15 17:58:38 UTC 2023 , Edited by admin on Fri Dec 15 17:58:38 UTC 2023
PRIMARY
EVMPD
SUB194899
Created by admin on Fri Dec 15 17:58:38 UTC 2023 , Edited by admin on Fri Dec 15 17:58:38 UTC 2023
PRIMARY
WIKIPEDIA
BOLDIONE
Created by admin on Fri Dec 15 17:58:38 UTC 2023 , Edited by admin on Fri Dec 15 17:58:38 UTC 2023
PRIMARY
RS_ITEM_NUM
1269083
Created by admin on Fri Dec 15 17:58:38 UTC 2023 , Edited by admin on Fri Dec 15 17:58:38 UTC 2023
PRIMARY
EPA CompTox
DTXSID00862463
Created by admin on Fri Dec 15 17:58:38 UTC 2023 , Edited by admin on Fri Dec 15 17:58:38 UTC 2023
PRIMARY
NSC
49080
Created by admin on Fri Dec 15 17:58:38 UTC 2023 , Edited by admin on Fri Dec 15 17:58:38 UTC 2023
PRIMARY
PUBCHEM
13472
Created by admin on Fri Dec 15 17:58:38 UTC 2023 , Edited by admin on Fri Dec 15 17:58:38 UTC 2023
PRIMARY
SMS_ID
100000181312
Created by admin on Fri Dec 15 17:58:38 UTC 2023 , Edited by admin on Fri Dec 15 17:58:38 UTC 2023
PRIMARY
MESH
C006573
Created by admin on Fri Dec 15 17:58:38 UTC 2023 , Edited by admin on Fri Dec 15 17:58:38 UTC 2023
PRIMARY
FDA UNII
2166Q8568W
Created by admin on Fri Dec 15 17:58:38 UTC 2023 , Edited by admin on Fri Dec 15 17:58:38 UTC 2023
PRIMARY
CAS
897-06-3
Created by admin on Fri Dec 15 17:58:38 UTC 2023 , Edited by admin on Fri Dec 15 17:58:38 UTC 2023
PRIMARY
CHEBI
40799
Created by admin on Fri Dec 15 17:58:38 UTC 2023 , Edited by admin on Fri Dec 15 17:58:38 UTC 2023
PRIMARY
DRUG BANK
DB07373
Created by admin on Fri Dec 15 17:58:38 UTC 2023 , Edited by admin on Fri Dec 15 17:58:38 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP