Estriol

• Catalog No.: DB04573
• CAS Number: 50-27-1
• M. F.: C18H24O3
• M. W.: 288.38136

SYNONYMS

• IUPAC name: (1S,10R,11S,13R,14R,15S)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,13,14-triol
• IUPAC Traditional name: estriol
• Brand Name: Estriel; Deuslon-A
• Synonyms: 3,16-alpha,17-beta-Trihydroxy-delta-1,3,5-estratriene; 3,16alpha,17beta-Trihydroxy-delta-1,3,5-oestratriene; 1,3,5-Estratriene-3beta,16alpha,17beta-triol; Oestriol; (16alpha,17beta)-estra-1,3,5(10)-triene-3,16,17-triol; 1,3,5(10)-Estratriene-3,16alpha,17beta-triol; 1,3,5-Oestratriene-3beta,16alpha,17beta-triol; 16-alpha-Hydroxyoestradiol; 16alpha,17beta-Estriol; 16alpha-Hydroxyoestradiol; 3,16-alpha,17-beta-Oestriol; 3,16-alpha,17-beta-Trihydroxyestra-1,3,5(10)-triene; Tridestrin; (16alpha,17beta)-Oestra-1,3,5(10)-triene-3,16,17-triol; 16-alpha,17-beta-Estriol; 16-alpha,17-beta-Oestriol; 16-alpha-Hydroxyestradiol; 16alpha,17beta-Oestriol; 16alpha-Hydroxy-17beta-estradiol; 16alpha-hydroxyestradiol; 3,16-alpha,17-beta-Estriol; 3,16-alpha,17-beta-Trihydroxy-delta-1,3,5-oestratriene; 3,16-alpha,17-beta-Trihydroxyoestra-1,3,5(10)-triene; 3,16alpha,17beta-Estriol; 3,16alpha,17beta-Trihydroxy-1,3,5(10)-estratriene; 3,16alpha,17beta-trihydroxy-Delta(1,3,5)-estratriene; ESL; Estra-1,3,5(10)-trien-3,16alpha,17beta-triol; Estra-1,3,5(10)-triene-3,16,17-triol; Estratriol; Estriolo [italian]; Oestra-1,3,5(10)-triene-3,16alpha,17beta-triol; Oestriolum; Ovestrion; 1,3,5(10)-Estratriene-3,16,17-Triol

DATABASE IDS

• PubChem SID: 46505881
• CAS Number: 50-27-1
• PubChem CID: 5756

PROPERTIES

• Hydrophobicity(logP): 2.45 [HANSCH,C ET AL. (1995)]

DETAILS

Description (English)

• Drug Groups: approved
• Description: A hydroxylated metabolite of estradiol or estrone that has a hydroxyl group at C3-beta, 16-alpha, and 17-beta position. Estriol is a major urinary estrogen. During pregnancy, large amount of estriol is produced by the placenta. Isomers with inversion of the hydroxyl group or groups are called epiestriol. Though estriol is used as part of the primarily North American phenomenon of bioidentical hormone replacement therapy, it is not approved for use by the FDA or Health Canada. It is however available in the United States by prescription filled only by compounding pharmacies. It has also been approved and marketed throughout Europe and Asia for approximately 40 years for the treatment of post-menopausal hot flashes.
• Indication: Used as a test to determine the general health of an unborn fetus.
• Pharmacology: Estriol (also oestriol) is one of the three main estrogens produced by the human body. It is only produced in significant amounts during pregnancy as it is made by the placenta. In pregnant women with multiple sclerosis (MS), estriol reduces the disease's symptoms noticeably, according to researchers at UCLA's Geffen Medical School.
• Toxicity: ORAL (LD50): Acute: >2000 mg/kg [Rat].
• Affected Organisms: Humans and other mammals
• References: Soldan SS, Alvarez Retuerto AI, Sicotte NL, Voskuhl RR: Immune modulation in multiple sclerosis patients treated with the pregnancy hormone estriol. J Immunol. 2003 Dec 1;171(11):6267-74. [Pubmed] ; [Trimesta]
• External Links: Wikipedia

REFERENCES

• Soldan SS, Alvarez Retuerto AI, Sicotte NL, Voskuhl RR: Immune modulation in multiple sclerosis patients treated with the pregnancy hormone estriol. J Immunol. 2003 Dec 1;171(11):6267-74. Pubmed
• Trimesta