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Details

Stereochemistry ACHIRAL
Molecular Formula C14H15NO5S
Molecular Weight 309.3392
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IROSUSTAT

SMILES

C1CCc2c3ccc(cc3oc(=O)c2CC1)OS(=O)(=O)N

InChI

InChIKey=DSLPMJSGSBLWRE-UHFFFAOYSA-N
InChI=1S/C14H15NO5S/c15-21(17,18)20-9-6-7-11-10-4-2-1-3-5-12(10)14(16)19-13(11)8-9/h6-8H,1-5H2,(H2,15,17,18)

HIDE SMILES / InChI

Molecular Formula C14H15NO5S
Molecular Weight 309.3392
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Irosustat is a first-generation, orally active, irreversible steroid sulfatase inhibitor. It did not stimulate the growth of estrogen-sensitive MCF-7 breast cells in vitro. Irosustat was in phase II clinical trials for the treatment of breast cancer and endometrial cancer and phase I clinical trial for the treatment of prostate cancer. However, this research has been discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
Inhibition of MCF-7 breast cancer cell proliferation and in vivo steroid sulphatase activity by 2-methoxyoestradiol-bis-sulphamate.
2003 Feb
Steroid sulphatase inhibitors for breast cancer therapy.
2003 Sep
Patents

Sample Use Guides

40 mg per day
Route of Administration: Oral
The ER+ MCF-7 breast cancer cell line was used to test in vitro whether the Irosustat possessed any estrogenic properties. Irosustat over the range from 10(−11) to 10(−5) M had no significant effect on the proliferation of MCF-7 cells.
Substance Class Chemical
Created
by admin
on Sat Jun 26 13:59:34 UTC 2021
Edited
by admin
on Sat Jun 26 13:59:34 UTC 2021
Record UNII
366037O6O7
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IROSUSTAT
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
667 COUMATE
Code English
BN-83495
Code English
STX64
Code English
IROSUSTAT [USAN]
Common Name English
STX 64
Code English
6-OXO-6,7,8,9,10,11-HEXAHYDROCYCLOHEPTA(C)(1)BENZOPYRAN-3-YL SULFAMATE
Systematic Name English
667-COUMATE
Code English
IROSUSTAT [INN]
Common Name English
SULFAMIC ACID, 6,7,8,9,10,11-HEXAHYDRO-6-OXOBENZO(B)CYCLOHEPTA(D)PYRAN-3-YL ESTER
Common Name English
STX-64
Code English
IROSUSTAT [WHO-DD]
Common Name English
BN 83495
Code English
BN83495
Code English
Classification Tree Code System Code
NCI_THESAURUS C471
Created by admin on Sat Jun 26 13:59:34 UTC 2021 , Edited by admin on Sat Jun 26 13:59:34 UTC 2021
NCI_THESAURUS C1742
Created by admin on Sat Jun 26 13:59:34 UTC 2021 , Edited by admin on Sat Jun 26 13:59:34 UTC 2021
Code System Code Type Description
ChEMBL
CHEMBL286738
Created by admin on Sat Jun 26 13:59:34 UTC 2021 , Edited by admin on Sat Jun 26 13:59:34 UTC 2021
PRIMARY
NCI_THESAURUS
C79827
Created by admin on Sat Jun 26 13:59:34 UTC 2021 , Edited by admin on Sat Jun 26 13:59:34 UTC 2021
PRIMARY
INN
9281
Created by admin on Sat Jun 26 13:59:34 UTC 2021 , Edited by admin on Sat Jun 26 13:59:34 UTC 2021
PRIMARY
DRUG BANK
DB02292
Created by admin on Sat Jun 26 13:59:34 UTC 2021 , Edited by admin on Sat Jun 26 13:59:34 UTC 2021
PRIMARY
FDA UNII
366037O6O7
Created by admin on Sat Jun 26 13:59:34 UTC 2021 , Edited by admin on Sat Jun 26 13:59:34 UTC 2021
PRIMARY
EPA CompTox
288628-05-7
Created by admin on Sat Jun 26 13:59:34 UTC 2021 , Edited by admin on Sat Jun 26 13:59:34 UTC 2021
PRIMARY
CAS
288628-05-7
Created by admin on Sat Jun 26 13:59:34 UTC 2021 , Edited by admin on Sat Jun 26 13:59:34 UTC 2021
PRIMARY
PUBCHEM
5287541
Created by admin on Sat Jun 26 13:59:34 UTC 2021 , Edited by admin on Sat Jun 26 13:59:34 UTC 2021
PRIMARY
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