| Identification | Back Directory | [Name]
6-oxo-6,7,8,9,10,11-hexahydrocyclohepta[c][1]benzopyran-3-yl sulfaMate | [CAS]
288628-05-7 | [Synonyms]
STX 64
BN 83495
STX64667
ST-64667
STX 64667
Irosustat
Irosustat(STX64)
COUMATE. Irosustat.
DSLPMJSGSBLWRE-UHFFFAOYSA-N
STX64 - BN83495 | Irosustat | 667 Coumate
6-oxo-6,7,8,9,10,11-hexahydrocyclohepta[c]chromen-3-yl sulfamate
(6-oxo-8,9,10,11-tetrahydro-7H-cyclohepta[c]chromen-3-yl) sulfamate
6-oxo-6,7,8,9,10,11-hexahydrocyclohepta[c][1]benzopyran-3-yl sulfaMate
Sulfamic acid, 6,7,8,9,10,11-hexahydro-6-oxobenzo[b]cyclohepta[d]pyran-3-yl ester
STX64; STX-64; STX 64; BN83495; BN-83495; BN 83495; STX 64667; STX64667; ST-64667; COUMATE. IROSUSTAT. | [EINECS(EC#)]
604-604-1 | [Molecular Formula]
C14H15NO5S | [MDL Number]
MFCD12912443 | [MOL File]
288628-05-7.mol | [Molecular Weight]
309.34 |
| Chemical Properties | Back Directory | [Melting point ]
170.1-173.4 °C | [Boiling point ]
544.1±60.0 °C(Predicted) | [density ]
1.48±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
DMSO: >20mg/mL | [form ]
white powder | [pka]
8.26±0.70(Predicted) | [color ]
White to off-white | [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) | [InChIKey]
DSLPMJSGSBLWRE-UHFFFAOYSA-N | [SMILES]
NS(=O)(=O)Oc1ccc2C3=C(CCCCC3)C(=O)Oc2c1 |
| Hazard Information | Back Directory | [Uses]
STX64 is a potent, irreversible inhibitor of steroid sulfatase. | [Biochem/physiol Actions]
STX64 is a potent, irreversible inhibitor of steroid sulfatase. Inhibition of steroid sulfatase (STS), the enzyme responsible for the hydrolysis of steroid sulfates, represents a potential novel treatment for postmenopausal women with hormone-dependent breast cancer. Estrone and DHEA are formed by this sulfatase pathway and can be converted to steroids (estradiol and androstenediol, respectively), which have potent estrogenic properties. STX64 (667 coumate) is a potent tricylic coumarin-based sulfamate that irreversibly inhibits STS activity (IC50 = 8 nM in a placental microsomal assay system). Estrone sulfamate (EMATE) is also a potent STS inhibitor, but has estrogenic activity. | [in vivo]
Irosustat potently inhibits rat liver, with inhibition of >90% when at a 1 mg/kg concentration. Irosustat (2 mg/kg, p.o. for 5 d) blocks the uterine growth stimulated by oestrone sulfate (E1S) in ovariectomized rats. In addition, Irosustat (2, 10 mg/kg, p.o.) plus E1S dose-dependently decreases the growth of NMU-induced mammary tumors in ovariectomized rats[1]. Irosustat (667 COUMATE; 10 mg/kg, p.o.) shows 97.9 ± 0.06% inhibition on steroid sulphatase (STS) activity in rat liver[2]. | [storage]
Store at -20°C |
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