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 CALUSTERONE

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-PVPPCFLZSA-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-/m0/s1

HIDE SMILES / InChI

Molecular Formula C21H32O2
Molecular Weight 316.4776
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 7
E/Z Centers 0
Optical Activity UNSPECIFIED

CALUSTERONE is a 17-alkylated androgenic steroid. It may alter the metabolism of estradiol and reduce estrogen production. As an androgen, CALUSTERONE was used as a therapeutic agent in postmenopausal women with metastatic breast cancer.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Methosarb

Approved Use

Unknown
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
24 h
100 mg single, oral
dose: 100 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
CALUSTERONE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
300 mg 1 times / day multiple, oral
Studied dose
Dose: 300 mg, 1 times / day
Route: oral
Route: multiple
Dose: 300 mg, 1 times / day
Sources:
unhealthy
n = 22
Health Status: unhealthy
Condition: Breast Cancer
Sex: F
Population Size: 22
Sources:
Other AEs: Acne...
Other AEs:
Acne (severe, 1 patient)
Sources:
200 mg 1 times / day multiple, oral
Dose: 200 mg, 1 times / day
Route: oral
Route: multiple
Dose: 200 mg, 1 times / day
Sources:
unhealthy
n = 45
Health Status: unhealthy
Condition: Advanced Breast Cancer
Sex: F
Population Size: 45
Sources:
Disc. AE: Nausea, Vomiting...
AEs leading to
discontinuation/dose reduction:
Nausea (25%)
Vomiting (25%)
Fluid retention (25%)
SGOT increased (25%)
Sources:
AEs

AEs

AESignificanceDosePopulation
Acne severe, 1 patient
300 mg 1 times / day multiple, oral
Studied dose
Dose: 300 mg, 1 times / day
Route: oral
Route: multiple
Dose: 300 mg, 1 times / day
Sources:
unhealthy
n = 22
Health Status: unhealthy
Condition: Breast Cancer
Sex: F
Population Size: 22
Sources:
Fluid retention 25%
Disc. AE
200 mg 1 times / day multiple, oral
Dose: 200 mg, 1 times / day
Route: oral
Route: multiple
Dose: 200 mg, 1 times / day
Sources:
unhealthy
n = 45
Health Status: unhealthy
Condition: Advanced Breast Cancer
Sex: F
Population Size: 45
Sources:
Nausea 25%
Disc. AE
200 mg 1 times / day multiple, oral
Dose: 200 mg, 1 times / day
Route: oral
Route: multiple
Dose: 200 mg, 1 times / day
Sources:
unhealthy
n = 45
Health Status: unhealthy
Condition: Advanced Breast Cancer
Sex: F
Population Size: 45
Sources:
SGOT increased 25%
Disc. AE
200 mg 1 times / day multiple, oral
Dose: 200 mg, 1 times / day
Route: oral
Route: multiple
Dose: 200 mg, 1 times / day
Sources:
unhealthy
n = 45
Health Status: unhealthy
Condition: Advanced Breast Cancer
Sex: F
Population Size: 45
Sources:
Vomiting 25%
Disc. AE
200 mg 1 times / day multiple, oral
Dose: 200 mg, 1 times / day
Route: oral
Route: multiple
Dose: 200 mg, 1 times / day
Sources:
unhealthy
n = 45
Health Status: unhealthy
Condition: Advanced Breast Cancer
Sex: F
Population Size: 45
Sources:
PubMed

PubMed

TitleDatePubMed
MR appearance of intra-abdominal metastatic melanoma.
1992
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:10:16 GMT 2023
Edited
by admin
on Fri Dec 15 16:10:16 GMT 2023
Record UNII
0678G6Q58A
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CALUSTERONE
HSDB   INN   MART.   MI   USAN   WHO-DD  
INN   USAN  
Official Name English
ANDROST-4-EN-3-ONE, 17-HYDROXY-7,17-DIMETHYL-, (7.BETA.,17.BETA.)-
Common Name English
U-22550
Code English
calusterone [INN]
Common Name English
CALUSTERONE [MI]
Common Name English
7.BETA.,17.ALPHA.-DIMETHYLTESTOSTERONE
Common Name English
Calusterone [WHO-DD]
Common Name English
NSC-88536
Code English
17β-Hydroxy-7β,17-dimethylandrost-4-en-3-one
Systematic Name English
7.BETA.,17.ALPHA.-DIMETHYL-17.BETA.-HYDROXYANDROST-4-EN-3-ONE
Systematic Name English
METHOSARB
Brand Name English
CALUSTERONE [HSDB]
Common Name English
U-22,550
Code English
DIMETHYLTESTOSTERONE
Common Name English
CALUSTERONE [MART.]
Common Name English
CALUSTERONE [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C243
Created by admin on Fri Dec 15 16:10:16 GMT 2023 , Edited by admin on Fri Dec 15 16:10:16 GMT 2023
NCI_THESAURUS C2360
Created by admin on Fri Dec 15 16:10:16 GMT 2023 , Edited by admin on Fri Dec 15 16:10:16 GMT 2023
DEA NO. 4000
Created by admin on Fri Dec 15 16:10:16 GMT 2023 , Edited by admin on Fri Dec 15 16:10:16 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C337
Created by admin on Fri Dec 15 16:10:16 GMT 2023 , Edited by admin on Fri Dec 15 16:10:16 GMT 2023
PRIMARY
ChEMBL
CHEMBL455706
Created by admin on Fri Dec 15 16:10:16 GMT 2023 , Edited by admin on Fri Dec 15 16:10:16 GMT 2023
PRIMARY
INN
2873
Created by admin on Fri Dec 15 16:10:16 GMT 2023 , Edited by admin on Fri Dec 15 16:10:16 GMT 2023
PRIMARY
WIKIPEDIA
Calusterone
Created by admin on Fri Dec 15 16:10:16 GMT 2023 , Edited by admin on Fri Dec 15 16:10:16 GMT 2023
PRIMARY
SMS_ID
100000081615
Created by admin on Fri Dec 15 16:10:16 GMT 2023 , Edited by admin on Fri Dec 15 16:10:16 GMT 2023
PRIMARY
DRUG CENTRAL
468
Created by admin on Fri Dec 15 16:10:16 GMT 2023 , Edited by admin on Fri Dec 15 16:10:16 GMT 2023
PRIMARY
EVMPD
SUB06060MIG
Created by admin on Fri Dec 15 16:10:16 GMT 2023 , Edited by admin on Fri Dec 15 16:10:16 GMT 2023
PRIMARY
NSC
88536
Created by admin on Fri Dec 15 16:10:16 GMT 2023 , Edited by admin on Fri Dec 15 16:10:16 GMT 2023
PRIMARY
CAS
17021-26-0
Created by admin on Fri Dec 15 16:10:16 GMT 2023 , Edited by admin on Fri Dec 15 16:10:16 GMT 2023
PRIMARY
PUBCHEM
28204
Created by admin on Fri Dec 15 16:10:16 GMT 2023 , Edited by admin on Fri Dec 15 16:10:16 GMT 2023
PRIMARY
DRUG BANK
DB01564
Created by admin on Fri Dec 15 16:10:16 GMT 2023 , Edited by admin on Fri Dec 15 16:10:16 GMT 2023
PRIMARY
MERCK INDEX
m2994
Created by admin on Fri Dec 15 16:10:16 GMT 2023 , Edited by admin on Fri Dec 15 16:10:16 GMT 2023
PRIMARY Merck Index
MESH
C073055
Created by admin on Fri Dec 15 16:10:16 GMT 2023 , Edited by admin on Fri Dec 15 16:10:16 GMT 2023
PRIMARY
HSDB
3210
Created by admin on Fri Dec 15 16:10:16 GMT 2023 , Edited by admin on Fri Dec 15 16:10:16 GMT 2023
PRIMARY
EPA CompTox
DTXSID0022723
Created by admin on Fri Dec 15 16:10:16 GMT 2023 , Edited by admin on Fri Dec 15 16:10:16 GMT 2023
PRIMARY
FDA UNII
0678G6Q58A
Created by admin on Fri Dec 15 16:10:16 GMT 2023 , Edited by admin on Fri Dec 15 16:10:16 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY