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

Details

Stereochemistry ABSOLUTE
Molecular Formula C19H27ClO2
Molecular Weight 322.869
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CLOSTEBOL

SMILES

[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]3([H])[C@@]2([H])CCC4=C(Cl)C(=O)CC[C@]34C

InChI

InChIKey=KCZCIYZKSLLNNH-FBPKJDBXSA-N
InChI=1S/C19H27ClO2/c1-18-10-8-15(21)17(20)14(18)4-3-11-12-5-6-16(22)19(12,2)9-7-13(11)18/h11-13,16,22H,3-10H2,1-2H3/t11-,12-,13-,16-,18+,19-/m0/s1

HIDE SMILES / InChI

Molecular Formula C19H27ClO2
Molecular Weight 322.869
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Clostebol is a synthetic anabolic-androgenic steroid, a derivative of the natural hormone testosterone. Clostebol is a Schedule III controlled substance used medically in topical ophthalmologic and dermatologic treatments. Due to potential use as a performance-enhancing drug, clostebol is banned by the World Anti-Doping Agency.

Approval Year

PubMed

PubMed

TitleDatePubMed
Incidental clostebol contamination in athletes after sexual intercourse.
2004 Feb
Transformations of 4- and 17alpha-substituted testosterone analogues by Fusarium culmorum.
2005 Nov
Transformations of steroid esters by Fusarium culmorum.
2006 Nov-Dec
Effect of a combination of medium chain triglycerides, linoleic acid, soy lecithin and vitamins A and E on wound healing in rats.
2008 May-Jun
Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Dec 16 17:05:28 GMT 2023
Edited
by admin
on Sat Dec 16 17:05:28 GMT 2023
Record UNII
Z7D4G976SH
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CLOSTEBOL
INN   MI   WHO-DD  
INN  
Official Name English
ANDROST-4-EN-3-ONE, 4-CHLORO-17-HYDROXY-, (17.BETA.)-
Systematic Name English
CLOSTEBOL [MI]
Common Name English
4-CHLORO-17.BETA.-HYDROXYANDROST-4-EN-3-ONE
Systematic Name English
Clostebol [WHO-DD]
Common Name English
clostebol [INN]
Common Name English
4-CHLOROTESTOSTERONE
Common Name English
Classification Tree Code System Code
DEA NO. 4000
Created by admin on Sat Dec 16 17:05:28 GMT 2023 , Edited by admin on Sat Dec 16 17:05:28 GMT 2023
NCI_THESAURUS C2360
Created by admin on Sat Dec 16 17:05:28 GMT 2023 , Edited by admin on Sat Dec 16 17:05:28 GMT 2023
WIKIPEDIA Designer-drugs-Clostebol
Created by admin on Sat Dec 16 17:05:28 GMT 2023 , Edited by admin on Sat Dec 16 17:05:28 GMT 2023
Code System Code Type Description
PUBCHEM
68947
Created by admin on Sat Dec 16 17:05:28 GMT 2023 , Edited by admin on Sat Dec 16 17:05:28 GMT 2023
PRIMARY
DRUG CENTRAL
3112
Created by admin on Sat Dec 16 17:05:28 GMT 2023 , Edited by admin on Sat Dec 16 17:05:28 GMT 2023
PRIMARY
DRUG BANK
DB01521
Created by admin on Sat Dec 16 17:05:28 GMT 2023 , Edited by admin on Sat Dec 16 17:05:28 GMT 2023
PRIMARY
MESH
C076775
Created by admin on Sat Dec 16 17:05:28 GMT 2023 , Edited by admin on Sat Dec 16 17:05:28 GMT 2023
PRIMARY
WIKIPEDIA
CLOSTEBOL
Created by admin on Sat Dec 16 17:05:28 GMT 2023 , Edited by admin on Sat Dec 16 17:05:28 GMT 2023
PRIMARY
RXCUI
61686
Created by admin on Sat Dec 16 17:05:28 GMT 2023 , Edited by admin on Sat Dec 16 17:05:28 GMT 2023
PRIMARY RxNorm
INN
2601
Created by admin on Sat Dec 16 17:05:28 GMT 2023 , Edited by admin on Sat Dec 16 17:05:28 GMT 2023
PRIMARY
NCI_THESAURUS
C77306
Created by admin on Sat Dec 16 17:05:28 GMT 2023 , Edited by admin on Sat Dec 16 17:05:28 GMT 2023
PRIMARY
FDA UNII
Z7D4G976SH
Created by admin on Sat Dec 16 17:05:28 GMT 2023 , Edited by admin on Sat Dec 16 17:05:28 GMT 2023
PRIMARY
EPA CompTox
DTXSID5046192
Created by admin on Sat Dec 16 17:05:28 GMT 2023 , Edited by admin on Sat Dec 16 17:05:28 GMT 2023
PRIMARY
MERCK INDEX
m3667
Created by admin on Sat Dec 16 17:05:28 GMT 2023 , Edited by admin on Sat Dec 16 17:05:28 GMT 2023
PRIMARY Merck Index
EVMPD
SUB06771MIG
Created by admin on Sat Dec 16 17:05:28 GMT 2023 , Edited by admin on Sat Dec 16 17:05:28 GMT 2023
PRIMARY
SMS_ID
100000084033
Created by admin on Sat Dec 16 17:05:28 GMT 2023 , Edited by admin on Sat Dec 16 17:05:28 GMT 2023
PRIMARY
ChEMBL
CHEMBL2106571
Created by admin on Sat Dec 16 17:05:28 GMT 2023 , Edited by admin on Sat Dec 16 17:05:28 GMT 2023
PRIMARY
CAS
1093-58-9
Created by admin on Sat Dec 16 17:05:28 GMT 2023 , Edited by admin on Sat Dec 16 17:05:28 GMT 2023
PRIMARY
ECHA (EC/EINECS)
214-133-9
Created by admin on Sat Dec 16 17:05:28 GMT 2023 , Edited by admin on Sat Dec 16 17:05:28 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY