S1950

Sigma-Aldrich

STX64

≥98% (HPLC)

Synonym(s):
BN 83495, 667 Coumate
Empirical Formula (Hill Notation):
C14H15NO5S
CAS Number:
Molecular Weight:
309.34
MDL number:
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

assay

≥98% (HPLC)

form

white powder

solubility

DMSO: >20 mg/mL

storage temp.

2-8°C

SMILES string

NS(=O)(=O)Oc1ccc2C3=C(CCCCC3)C(=O)Oc2c1

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)

InChI key

DSLPMJSGSBLWRE-UHFFFAOYSA-N

Gene Information

human ... STS(412)

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.

Features and Benefits

This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Xiaoye Sang et al.
The Journal of steroid biochemistry and molecular biology, 183, 80-93 (2018-05-29)
Steroid sulfatase is detectable in most hormone-dependent breast cancers. STX64, an STS inhibitor, induced tumor reduction in animal assay. Despite success in phase І clinical trial, the results of phase II trial were not that significant. Breast Cancer epithelial cells...
Yue Wu et al.
Molecular and cellular endocrinology, 486, 79-88 (2019-02-27)
Adrenal androgens dehydroepiandrosterone (DHEA) and DHEA-sulfate (DHEAS) are potential substrates for intracrine production of testosterone (T) and dihydrotestosterone (DHT), or directly to DHT, by prostate cancer (PCa) cells. Production of DHT from DHEAS and DHEA, and the role of steroid...
Mengxi Jiang et al.
Journal of hepatology, 64(1), 44-52 (2015-07-30)
Chronic inflammatory liver diseases are associated with estrogen excess and feminization in men, which is thought to be due to compromised liver function to break down estrogens. The goal of this study is to determine whether the inflammatory induction of...
Tip60 Phosphorylation at Ser 99 Is Essential for Autophagy Induction in Bombyx mori.
Wu, et al.
International Journal of Molecular Sciences, 21 (2021)
Ning Zhou et al.
Journal of ethnopharmacology, 154(3), 687-695 (2014-05-09)
Shu-Gan-Liang-Xue Decoction (SGLXD), a traditional Chinese herbal formula used to ameliorate the hot flushes in breast cancer patients, was reported to have anti-tumor effect on breast cancer. Estrogen plays a critical role in the genesis and evolution of breast cancer....
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