Cannabaceae

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4-Methoxyestriol
Names
IUPAC name
4-Methoxyestra-1,3,5(10)-triene-3,16α,17β-triol
Systematic IUPAC name
(1R,2R,3aS,3bR,9bS,11aS)-6-Methoxy-11a-methyl-2,3,3a,3b,4,5,9b,10,11,11a-decahydro-1H-cyclopenta[a]phenanthrene-1,2,7-triol
Other names
4-MeO-E3
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C19H26O4/c1-19-8-7-11-10-5-6-15(20)17(23-2)13(10)4-3-12(11)14(19)9-16(21)18(19)22/h5-6,11-12,14,16,18,20-22H,3-4,7-9H2,1-2H3/t11-,12-,14+,16-,18+,19+/m1/s1
    Key: MTZUPVFOGAXGJG-JUVWIQMMSA-N
  • C[C@]12CC[C@H]3[C@H]([C@@H]1C[C@H]([C@@H]2O)O)CCC4=C3C=CC(=C4OC)O
Properties
C19H26O4
Molar mass 318.413 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

4-Methoxyestriol (4-MeO-E3) is an endogenous estrogen metabolite.[1][2][3][4] It is the 4-methyl ether of 4-hydroxyestriol and a metabolite of estriol and 4-hydroxyestriol.[1][2][3] 4-Methoxyestriol has very low affinities for the estrogen receptors.[4] Its relative binding affinities (RBAs) for estrogen receptor alpha (ERα) and estrogen receptor beta (ERβ) are both about 1% of those of estradiol.[4] For comparison, estriol had RBAs of 11% and 35%, respectively.[4]

See also[edit]

References[edit]

  1. ^ a b Gerhardt K, Ludwig-Köhn H, Henning HV, Remberg G, Zeeck A (February 1989). "Identification of oestrogen metabolites in human urine by capillary gas chromatography and mass spectrometry". Biomed. Environ. Mass Spectrom. 18 (2): 87–95. doi:10.1002/bms.1200180202. PMID 2706375.
  2. ^ a b Gaikwad NW (May 2013). "Ultra performance liquid chromatography-tandem mass spectrometry method for profiling of steroid metabolome in human tissue". Anal. Chem. 85 (10): 4951–60. doi:10.1021/ac400016e. PMID 23597399.
  3. ^ a b Fujii Y, Teranishi M, Nakada K, Yamazaki M, Kishida S, Miyabo S (February 1992). "Radioimmunoassay for the determination of 2-methoxyestriol concentration in plasma of pregnant women". Chem. Pharm. Bull. 40 (2): 410–3. doi:10.1248/cpb.40.410. PMID 1606638.
  4. ^ a b c d Zhu BT, Han GZ, Shim JY, Wen Y, Jiang XR (September 2006). "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. 147 (9): 4132–50. doi:10.1210/en.2006-0113. PMID 16728493.


source: https://en.wikipedia.org/wiki/4-Methoxyestriol

One thought on “Cannabaceae”

  1. Well, that’s interesting to know that Psilotum nudum are known as whisk ferns. Psilotum nudum is the commoner species of the two. While the P. flaccidum is a rare species and is found in the tropical islands. Both the species are usually epiphytic in habit and grow upon tree ferns. These species may also be terrestrial and grow in humus or in the crevices of the rocks.
    View the detailed Guide of Psilotum nudum: Detailed Study Of Psilotum Nudum (Whisk Fern), Classification, Anatomy, Reproduction

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