CAS 148672-09-7

Estrone 3-O-Sulfamate

Description:

Estrone 3-O-sulfamate is a synthetic derivative of estrone, a naturally occurring estrogen. It is characterized by the presence of a sulfamate group, which enhances its solubility and bioavailability compared to its parent compound. This substance is often studied for its potential therapeutic applications, particularly in the context of hormone-related conditions and certain types of cancers. Estrone 3-O-sulfamate exhibits estrogenic activity, influencing various biological processes by binding to estrogen receptors. Its chemical structure includes a steroid backbone typical of estrogens, modified by the addition of a sulfamate moiety at the 3-position, which can affect its pharmacokinetics and pharmacodynamics. The compound is typically used in research settings to explore its effects on cell proliferation and differentiation, as well as its role in endocrine signaling. Safety and handling precautions are essential due to its biological activity, and it is usually handled in controlled laboratory environments.

Formula: C₁₈H₂₃NO₄S

InChI: InChI=1/C18H23NO4S/c1-18-9-8-14-13-5-3-12(23-24(19,21)22)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-16H,2,4,6-9H2,1H3,(H2,19,21,22)/t14-,15-,16+,18+/m1/s1

Synonyms:

• 3-((Aminosulfonyl)oxy)estra-1,3,5(10)-trien-17-one
• Emate compound
• Estra-1,3,5(10)-trien-17-one-3-sulfamate
• Oestrone-3-O-sulphamate
• Estra-1,3,5(10)-trien-17-one, 3-((aminosulfonyl)oxy)-
• 17-Oxoestra-1,3,5(10)-Trien-3-Yl Sulfamate

Estrone 3-O-Sulfamate

CAS: 148672-09-7

Formula: C₁₈H₂₃NO₄S

Purity: 97%

Color and Shape: Solid

Molecular weight: 349.4445

Ref: IN-DA006TZ0

Estrone O-sulfamate

CAS: 148672-09-7

Estrone O-sulfamate

Purity: ≥98%

Molecular weight: 349.44g/mol

Ref: 54-BUP03945

Estrone 3-O-Sulfamate

Controlled Product

CAS: 148672-09-7

Applications A potent inhibitor of estrone sulfatase. Inhibits estrone sulfatase >99% at 0.1uM in intact MCF-7 cells, IC50=65pM.
References Woo, L.W., et al.: J. Med. Chem., 41, 1068 (1998)

Formula: C₁₈H₂₃NO₄S

Color and Shape: Neat

Molecular weight: 349.44

Ref: TR-E889060

Estrone 3-O-sulfamate

CAS: 148672-09-7

Estrone 3-O-sulfamate is a sulfamoylating agent that inhibits the enzyme aromatase, which is responsible for converting androgenic hormones to oestrogen. The irreversible inhibition of this enzyme leads to decreased oestrogen levels in the body. Estrone 3-O-sulfamate has been shown to be effective against solid tumours in mice, as well as breast cancer cell lines in vitro. It binds reversibly to the sulfhydryl group of cysteine residues on the enzyme and irreversibly inhibits its activity by forming a covalent bond with the sulfur atom in cysteine. This prevents the formation of an enzyme-substrate complex and prevents synthesis of oestrone from androgenic hormones.

Formula: C₁₈H₂₃NO₄S

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 349.45 g/mol

Ref: 3D-FE22840

Estrone 3-O-Sulfamate

CAS: 148672-09-7

Formula: C₁₈H₂₃NO₄S

Molecular weight: 349.44

Ref: ST-EA-CP-E30036

Estrone O-sulfamate

CAS: 148672-09-7

Estrone 3-O-sulfamate, a strong STS inhibitor with IC50 of 18 nM in placenta and 0.83 nM in MCF-7 cells, is used in cancer research.

Formula: C₁₈H₂₃NO₄S

Purity: 99.86%

Color and Shape: Solid

Molecular weight: 349.44

Ref: TM-T72470