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

Details

Stereochemistry ABSOLUTE
Molecular Formula C24H34O5
Molecular Weight 402.5238
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CLASCOTERONE

SMILES

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

InChI

InChIKey=GPNHMOZDMYNCPO-PDUMRIMRSA-N
InChI=1S/C24H34O5/c1-4-21(28)29-24(20(27)14-25)12-9-19-17-6-5-15-13-16(26)7-10-22(15,2)18(17)8-11-23(19,24)3/h13,17-19,25H,4-12,14H2,1-3H3/t17-,18+,19+,22+,23+,24+/m1/s1

HIDE SMILES / InChI
Cortexolone 17α-propionate (WINLEVI, BREEZULA) is a steroid belonging to the family of cortexolone derivatives. It is a topical and peripherally selective androgen antagonist. WINLEVI is used for the treatment of acne and has completed Phase II clinical trials and Phase III trials. BREEZULA is used for the treatment of androgenic alopecia and is currently undergoing a Phase II trial in the US.

CNS Activity

Curator's Comment: The explanation of peripheral selectivity of cortexolone 17α-propionate could be that it poorly penetrates the blood-brain barrier, thus failing to achieve an adequate concentration in CNS. However, this last hypothesis needs to be confirmed as tissue distribution studies will be performed.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
BREEZULA

Approved Use

Unknown
Primary
WINLEVI

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Biological profile of cortexolone 17alpha-propionate (CB-03-01), a new topical and peripherally selective androgen antagonist.
2004
Cortexolone 17α-propionate 1% cream, a new potent antiandrogen for topical treatment of acne vulgaris. A pilot randomized, double-blind comparative study vs. placebo and tretinoin 0·05% cream.
2011 Jul
The use of hormonal agents in the treatment of acne.
2016 Jun
Anti-acne drugs in phase 1 and 2 clinical trials.
2017 Jul
Patents

Sample Use Guides

Cortexolone 17α-propionate 1% cream was applied every 12 hours for 2 weeks in children 9-12 years old with acne.
Route of Administration: Topical
In Vitro Use Guide
Unknown
Name Type Language
CLASCOTERONE
USAN   INN  
Official Name English
Clascoterone [WHO-DD]
Common Name English
PREGN-4-ENE-3,20-DIONE, 17,21-DIHYDROXY-, 17-PROPIONATE
Systematic Name English
CLASCOTERONE [USAN]
Common Name English
WINLEVI
Brand Name English
CLASCOTERONE [MI]
Common Name English
clascoterone [INN]
Common Name English
21-Hydroxy-3,20-dioxopregn-4-en-17-yl propanoate
Systematic Name English
PREGN-4-ENE-3,20-DIONE, 21-HYDROXY-17-(1-OXOPROPOXY)-
Systematic Name English
CORTODOXONE 17.ALPHA.-PROPIONATE
Common Name English
CORTEXOLONE 17.ALPHA.-PROPIONATE
Common Name English
CLASCOTERONE [ORANGE BOOK]
Common Name English
BREEZULA
Brand Name English
CB-03-01
Code English
Code System Code Type Description
ChEMBL
CHEMBL3545016
Created by admin on Sat Dec 16 16:24:49 GMT 2023 , Edited by admin on Sat Dec 16 16:24:49 GMT 2023
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CAS
19608-29-8
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DAILYMED
XN7MM8XG2M
Created by admin on Sat Dec 16 16:24:49 GMT 2023 , Edited by admin on Sat Dec 16 16:24:49 GMT 2023
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NCI_THESAURUS
C169855
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FDA UNII
XN7MM8XG2M
Created by admin on Sat Dec 16 16:24:49 GMT 2023 , Edited by admin on Sat Dec 16 16:24:49 GMT 2023
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WIKIPEDIA
Clascoterone
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USAN
EF-84
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PUBCHEM
11750009
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EPA CompTox
DTXSID10471883
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MERCK INDEX
m12233
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INN
10891
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RXCUI
2474340
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SMS_ID
300000005912
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DRUG BANK
DB12499
Created by admin on Sat Dec 16 16:24:49 GMT 2023 , Edited by admin on Sat Dec 16 16:24:49 GMT 2023
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