U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C21H32O2
Molecular Weight 316.4776
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BOLASTERONE

SMILES

[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]3([H])[C@@]2([H])[C@H](C)CC4=CC(=O)CC[C@]34C

InChI

InChIKey=IVFYLRMMHVYGJH-VLOLGRDOSA-N
InChI=1S/C21H32O2/c1-13-11-14-12-15(22)5-8-19(14,2)16-6-9-20(3)17(18(13)16)7-10-21(20,4)23/h12-13,16-18,23H,5-11H2,1-4H3/t13-,16+,17+,18-,19+,20+,21+/m1/s1

HIDE SMILES / InChI
Bolasterone (7α, 17α‐dimethyltestosterone) is an anabolic steroid. It is able to activate androgen receptor. Despite being a testosterone derivative, bolasterone is also much more anabolic than androgenic in nature. At a given therapeutic level, it is much less likely to cause androgenic/virilizing side effects. he drug was developed by Upjohn, and sold in the U.S. during the 1960’s under the Myagen brand name. It was mainly indicated for the treatment of advanced breast cancer in women, although the agent was also investigated for its stimulatory effect on blood cells and its general anabolic (lean-tissue sparing) activity. Bolasterone was ultimately a short-lived drug, disappearing from the U.S. market shortly after its release.

Approval Year

PubMed

PubMed

TitleDatePubMed
Development of an androgen reporter gene assay (AR-LUX) utilizing a human cell line with an endogenously regulated androgen receptor.
2001 Nov 1
Method development for corticosteroids and anabolic steroids by micellar liquid chromatography.
2003 Sep 5
Screening of anabolic steroids in horse urine by liquid chromatography-tandem mass spectrometry.
2005 Apr 29
HPLC method development for testosterone propionate and cipionate in oil-based injectables.
2005 Jul 15
Liquid chromatographic method development for anabolic androgenic steroids using a monolithic column Application to animal feed samples.
2008 Mar 17
Name Type Language
BOLASTERONE
INN   MART.   MI   USAN  
USAN   INN  
Official Name English
BOLASTERONE [USAN]
Common Name English
bolasterone [INN]
Common Name English
BOLASTERONE [MART.]
Common Name English
BOLASTERONE [MI]
Common Name English
7.ALPHA.,17-DIMETHYLTESTOSTERONE
Common Name English
U-19763
Code English
17β-Hydroxy-7α,17-dimethylandrost-4-en-3-one
Systematic Name English
ANDROST-4-EN-3-ONE, 17-HYDROXY-7,17-DIMETHYL-, (7.ALPHA.,17.BETA.)-
Common Name English
NSC-66233
Code English
Classification Tree Code System Code
NCI_THESAURUS C2360
Created by admin on Fri Dec 15 14:59:13 GMT 2023 , Edited by admin on Fri Dec 15 14:59:13 GMT 2023
DEA NO. 4000
Created by admin on Fri Dec 15 14:59:13 GMT 2023 , Edited by admin on Fri Dec 15 14:59:13 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C74111
Created by admin on Fri Dec 15 14:59:13 GMT 2023 , Edited by admin on Fri Dec 15 14:59:13 GMT 2023
PRIMARY
INN
1479
Created by admin on Fri Dec 15 14:59:13 GMT 2023 , Edited by admin on Fri Dec 15 14:59:13 GMT 2023
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CAS
1605-89-6
Created by admin on Fri Dec 15 14:59:13 GMT 2023 , Edited by admin on Fri Dec 15 14:59:13 GMT 2023
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EPA CompTox
DTXSID40166896
Created by admin on Fri Dec 15 14:59:13 GMT 2023 , Edited by admin on Fri Dec 15 14:59:13 GMT 2023
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ChEMBL
CHEMBL259548
Created by admin on Fri Dec 15 14:59:13 GMT 2023 , Edited by admin on Fri Dec 15 14:59:13 GMT 2023
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ECHA (EC/EINECS)
216-519-2
Created by admin on Fri Dec 15 14:59:13 GMT 2023 , Edited by admin on Fri Dec 15 14:59:13 GMT 2023
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FDA UNII
T7ZM08F7FU
Created by admin on Fri Dec 15 14:59:13 GMT 2023 , Edited by admin on Fri Dec 15 14:59:13 GMT 2023
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MERCK INDEX
m2596
Created by admin on Fri Dec 15 14:59:13 GMT 2023 , Edited by admin on Fri Dec 15 14:59:13 GMT 2023
PRIMARY Merck Index
NSC
66233
Created by admin on Fri Dec 15 14:59:13 GMT 2023 , Edited by admin on Fri Dec 15 14:59:13 GMT 2023
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SMS_ID
100000086346
Created by admin on Fri Dec 15 14:59:13 GMT 2023 , Edited by admin on Fri Dec 15 14:59:13 GMT 2023
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PUBCHEM
102146
Created by admin on Fri Dec 15 14:59:13 GMT 2023 , Edited by admin on Fri Dec 15 14:59:13 GMT 2023
PRIMARY
MESH
C414827
Created by admin on Fri Dec 15 14:59:13 GMT 2023 , Edited by admin on Fri Dec 15 14:59:13 GMT 2023
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EVMPD
SUB05867MIG
Created by admin on Fri Dec 15 14:59:13 GMT 2023 , Edited by admin on Fri Dec 15 14:59:13 GMT 2023
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WIKIPEDIA
BOLASTERONE
Created by admin on Fri Dec 15 14:59:13 GMT 2023 , Edited by admin on Fri Dec 15 14:59:13 GMT 2023
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DRUG BANK
DB01471
Created by admin on Fri Dec 15 14:59:13 GMT 2023 , Edited by admin on Fri Dec 15 14:59:13 GMT 2023
PRIMARY