6-oxo-6H,7H,8H,9H,10H,11H-cyclohepta[c]chromen-3-yl sulfamate

• ChemBase编号: 2038
• 分子式: C14H15NO5S
• 平均质量: 309.3376
• 单一同位素质量: 309.06709359
• SMILES: S(=O)(=O)(Oc1ccc2c(c1)oc(=O)c1c2CCCCC1)N
• Canonical SMILES: O=c1oc2cc(ccc2c2c1CCCCC2)OS(=O)(=O)N
• InChI: 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

名称和登记号

名称

• IUPAC标准名: 6-oxo-6H,7H,8H,9H,10H,11H-cyclohepta[c]chromen-3-yl sulfamate
• IUPAC传统名: 6-oxo-7H,8H,9H,10H,11H-cyclohepta[c]chromen-3-yl sulfamate
• 别名: 6-Oxo-8,9,10,11-Tetrahydro-7h-Cyclohepta[C][1]Benzopyran-3-O-Sulfamate; 667 Coumate; BN 83495; STX64

登记号

• CAS号: 288628-05-7
• MDL号: MFCD12912443
• PubChem SID: 160965493; 46507132
• PubChem CID: 5287541

理论计算性质

JChem

• Acid pKa: 10.648181
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 1.9945275
• LogD (pH = 7.4): 1.994313
• Log P: 1.9945302
• 摩尔折射率: 75.6966 cm^3
• 极化性: 30.22945 Å^3
• 极化表面积: 95.69 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 2.76
• LOG S: -3.51
• 溶解度: 9.67e-02 g/l

分子性质

理化性质

• 溶解度: DMSO: >20 mg/mL
• 外观: white powder

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C14H15NO5S

详细说明

DrugBank - DB02292

Drug information: experimental

Sigma Aldrich - S1950

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.