4-甲氧基雌三醇
4-甲氧基雌三醇（英語：4-Methoxyestriol，縮寫4-ME3）是一種內源性的雌激素雌三醇的代謝產物[1][2][3][4]。4-ME3可看作是4-羥基雌三醇的4-甲基醚[1][2][3]。4-甲氧基雌三醇對雌激素受體的親和力非常低[4]其對ERα和ERβ的相對親和力（RBAs）只有雌二醇的約1%[4]，相比之下，雌三醇對ERα和ERβ兩者的RBAs為11%和35%[4]。
| 4-甲氧基雌三醇 | |
|---|---|
| |
| IUPAC名 (8R,9S,13S,14S,16R,17R)-4-methoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,16,17-triol | |
| 別名 | 4-MeO-E3; 4-Methoxyestra-1,3,5(10)-triene-3,16α,17β-triol |
| 識別 | |
| CAS號 | 101534-28-5 
|
| PubChem | 9901559 |
| ChemSpider | 8077213 |
| SMILES |
|
| InChI |
|
| InChIKey | MTZUPVFOGAXGJG-JUVWIQMMSA-N |
| 性質 | |
| 化學式 | C19H26O4 |
| 摩爾質量 | 318.41 g·mol−1 |
| 若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。 | |
參考資料
- ^ 1.0 1.1 Gerhardt K, Ludwig-Köhn H, Henning HV, Remberg G, Zeeck A. Identification of oestrogen metabolites in human urine by capillary gas chromatography and mass spectrometry. Biomed. Environ. Mass Spectrom. February 1989, 18 (2): 87–95. PMID 2706375. doi:10.1002/bms.1200180202.
- ^ 2.0 2.1 Gaikwad NW. Ultra performance liquid chromatography-tandem mass spectrometry method for profiling of steroid metabolome in human tissue. Anal. Chem. May 2013, 85 (10): 4951–60. PMID 23597399. doi:10.1021/ac400016e.
- ^ 3.0 3.1 Fujii Y, Teranishi M, Nakada K, Yamazaki M, Kishida S, Miyabo S. Radioimmunoassay for the determination of 2-methoxyestriol concentration in plasma of pregnant women. Chem. Pharm. Bull. February 1992, 40 (2): 410–3. PMID 1606638. doi:10.1248/cpb.40.410
.
- ^ 4.0 4.1 4.2 4.3 Zhu BT, Han GZ, Shim JY, Wen Y, Jiang XR. Quantitative structure-activity relationship of various endogenous estrogen metabolites for human estrogen receptor alpha and beta subtypes: Insights into the structural determinants favoring a differential subtype binding. Endocrinology. September 2006, 147 (9): 4132–50. PMID 16728493. doi:10.1210/en.2006-0113 .
