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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H27ClO3
Molecular Weight 374.9017
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CYPROTERONE

SMILES

CC(=O)[C@]1(CC[C@@]2([H])[C@]3([H])C=C(C4=CC(=O)[C@]5([H])C[C@]5([H])[C@]4(C)[C@@]3([H])CC[C@@]21C)Cl)O

InChI

InChIKey=DUSHUSLJJMDGTE-ZJPMUUANSA-N
InChI=1S/C22H27ClO3/c1-11(24)22(26)7-5-14-12-9-18(23)17-10-19(25)13-8-16(13)21(17,3)15(12)4-6-20(14,22)2/h9-10,12-16,26H,4-8H2,1-3H3/t12-,13+,14-,15-,16-,20-,21-,22-/m0/s1

HIDE SMILES / InChI

Molecular Formula C22H27ClO3
Molecular Weight 374.9017
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 8 / 8
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment:: description was created based on several sources, including: https://en.wikipedia.org/wiki/Cyproterone

Cyproterone belongs to a group of medications known as steroidal antiandrogens. It suppresses testosterone and its metabolites. It has approximately three-fold lower potency as an antagonist of the androgen receptor relative to cyproterone acetate. Cyproterone acetate is used to treat advanced prostate cancer and acne.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Estradiol 17α-dehydrogenase
Target ID: P49699
Gene ID: NA
Gene Symbol: AR
Target Organism: Oryctolagus cuniculus (Rabbit)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Systemic sclerosis following anti-androgenic treatment for prostatic adenocarcinoma.
1993 Mar
Glucocorticoid and sex hormones as activating or modulating factors for expression of Cyp2b-9 and Cyp2b-10 in the mouse liver and hepatocytes.
1995 May 10
Skin ulcers in a young woman on low-dose estrogen-combination pill.
1997 Apr
Risk of venous thromboembolism with cyproterone or levonorgestrel contraceptives.
2001 Oct 27
Recurrent pulmonary embolism in an elderly patient with Cushing's syndrome, adrenocortical adenoma, pheochromocytoma and prostate adenocarcinoma.
2004 Jul
Suspected propranolol-induced delirium.
2004 Sep
Impact of progestagens on activated protein C (APC) resistance among users of oral contraceptives.
2004 Sep
Modulation of steroidogenic gene expression and hormone production of H295R cells by pharmaceuticals and other environmentally active compounds.
2007 Dec 1
Aurintricarboxylic acid inhibits influenza virus neuraminidase.
2009 Feb
Ciproterone effect on compulsive masturbation in a frontotemporal dementia patient.
2010 Summer
Patents

Patents

Sample Use Guides

200 mg/day
Route of Administration: Oral
In Vitro Use Guide
The 'uptake' of the anti-androgen cyproterone by human prostate slices was measured in two hyperplastic and two adenocarcinomatous glands. Samples of tissue slices of similar weight from the two hyperplastic glands were superfused with medium containing increasing amounts of cyproterone. There was no variation in the 'uptake' of cyproterone within the concentration range in the medium from 2.63 to 17.49 umol/litre.
Substance Class Chemical
Created
by admin
on Fri Jun 25 22:07:37 UTC 2021
Edited
by admin
on Fri Jun 25 22:07:37 UTC 2021
Record UNII
E61Q31EK2F
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CYPROTERONE
INN   MI   WHO-DD  
INN  
Official Name English
CYPROTERONE [INN]
Common Name English
CIPROTERONA SERVYCAL
Brand Name English
CYPROTERONE [MI]
Common Name English
CYPROTERONE [WHO-DD]
Common Name English
NSC-758636
Code English
Classification Tree Code System Code
WHO-ATC G03HB01
Created by admin on Fri Jun 25 22:07:37 UTC 2021 , Edited by admin on Fri Jun 25 22:07:37 UTC 2021
WHO-VATC QG03HA01
Created by admin on Fri Jun 25 22:07:37 UTC 2021 , Edited by admin on Fri Jun 25 22:07:37 UTC 2021
NCI_THESAURUS C146993
Created by admin on Fri Jun 25 22:07:37 UTC 2021 , Edited by admin on Fri Jun 25 22:07:37 UTC 2021
WHO-VATC QG03HB01
Created by admin on Fri Jun 25 22:07:37 UTC 2021 , Edited by admin on Fri Jun 25 22:07:37 UTC 2021
WHO-ATC G03HA01
Created by admin on Fri Jun 25 22:07:37 UTC 2021 , Edited by admin on Fri Jun 25 22:07:37 UTC 2021
LIVERTOX 252
Created by admin on Fri Jun 25 22:07:37 UTC 2021 , Edited by admin on Fri Jun 25 22:07:37 UTC 2021
Code System Code Type Description
INN
2050
Created by admin on Fri Jun 25 22:07:37 UTC 2021 , Edited by admin on Fri Jun 25 22:07:37 UTC 2021
PRIMARY
MERCK INDEX
M4041
Created by admin on Fri Jun 25 22:07:37 UTC 2021 , Edited by admin on Fri Jun 25 22:07:37 UTC 2021
PRIMARY Merck Index
NCI_THESAURUS
C407
Created by admin on Fri Jun 25 22:07:37 UTC 2021 , Edited by admin on Fri Jun 25 22:07:37 UTC 2021
PRIMARY
ChEMBL
CHEMBL139835
Created by admin on Fri Jun 25 22:07:37 UTC 2021 , Edited by admin on Fri Jun 25 22:07:37 UTC 2021
PRIMARY
PUBCHEM
5284537
Created by admin on Fri Jun 25 22:07:37 UTC 2021 , Edited by admin on Fri Jun 25 22:07:37 UTC 2021
PRIMARY
EVMPD
SUB06877MIG
Created by admin on Fri Jun 25 22:07:37 UTC 2021 , Edited by admin on Fri Jun 25 22:07:37 UTC 2021
PRIMARY
EPA CompTox
2098-66-0
Created by admin on Fri Jun 25 22:07:37 UTC 2021 , Edited by admin on Fri Jun 25 22:07:37 UTC 2021
PRIMARY
CAS
2098-66-0
Created by admin on Fri Jun 25 22:07:37 UTC 2021 , Edited by admin on Fri Jun 25 22:07:37 UTC 2021
PRIMARY
FDA UNII
E61Q31EK2F
Created by admin on Fri Jun 25 22:07:37 UTC 2021 , Edited by admin on Fri Jun 25 22:07:37 UTC 2021
PRIMARY
WIKIPEDIA
CYPROTERONE
Created by admin on Fri Jun 25 22:07:37 UTC 2021 , Edited by admin on Fri Jun 25 22:07:37 UTC 2021
PRIMARY
MESH
D003534
Created by admin on Fri Jun 25 22:07:37 UTC 2021 , Edited by admin on Fri Jun 25 22:07:37 UTC 2021
PRIMARY
RXCUI
3014
Created by admin on Fri Jun 25 22:07:37 UTC 2021 , Edited by admin on Fri Jun 25 22:07:37 UTC 2021
PRIMARY RxNorm
Related Record Type Details
TARGET -> AGONIST
BINDING
Related Record Type Details
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC