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Substance Name: Estriol [USP:INN:BAN:JAN]
RN: 50-27-1
UNII: FB33469R8E
InChIKey: PROQIPRRNZUXQM-ZXXIGWHRSA-N

Note

  • A hydroxylated metabolite of ESTRADIOL or ESTRONE that has a hydroxyl group at C3, 16-alpha, and 17-beta position. Estriol is a major urinary estrogen. During PREGNANCY, a large amount of estriol is produced by the PLACENTA. Isomers with inversion of the hydroxyl group or groups are called epiestriol.

Molecular Formula

  • C18-H24-O3

Molecular Weight

  • 288.3846
 

Classification Codes

  • Drug / Therapeutic Agent
  • Estrogen
  • Hormone
  • Mutation Data
  • Reproductive Effect
  • Tumor Data

Names and Synonyms

Name of Substance

  • Estriol
  • Estriol [USP:INN:BAN:JAN]

MeSH Heading

  • Estriol

Synonyms

  • (16alpha,17beta)-Estra-1,3,5(10)-triene-3,16,17-triol
  • (16alpha,17beta)-Oestra-1,3,5(10)-triene-3,16,17-triol
  • 1,3,5-Estratriene-3beta,16alpha,17beta-triol
  • 1,3,5-Oestratriene-3beta,16alpha,17beta-triol
  • 16-alpha,17-beta-Estriol
  • 16-alpha,17-beta-Oestriol
  • 16-alpha-Hydroxyestradiol
  • 16-alpha-Hydroxyoestradiol
  • 16alpha,17beta-Estriol
  • 16alpha,17beta-Oestriol
  • 16alpha-Hydroxy-17beta-estradiol
  • 16alpha-Hydroxyestradiol
  • 16alpha-Hydroxyoestradiol
  • 3,16-alpha,17-beta-Estriol
  • 3,16-alpha,17-beta-Oestriol
  • 3,16-alpha,17-beta-Trihydroxy-delta-1,3,5-estratriene
  • 3,16-alpha,17-beta-Trihydroxy-delta-1,3,5-oestratriene
  • 3,16-alpha,17-beta-Trihydroxyestra-1,3,5(10)-triene
  • 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-oestratriene
  • 4-06-00-07550 (Beilstein Handbook Reference)
  • A 13610
  • Aacifemine
  • BRN 2508172
  • CCRIS 284
  • Destriol
  • Deuslon-A
  • EINECS 200-022-2
  • Estra-1,3,5(10)-trien-3,16alpha,17beta-triol
  • Estra-1,3,5(10)-triene-3,16alpha,17beta-triol
  • Estratriol
  • Estriol
  • Estriol, unconjugated
  • Estriolo
  • Estriolo [Italian]
  • Follicular hormone hydrate
  • Gynaesan
  • Hemostyptanon
  • Holin
  • Hormomed
  • Hormonin
  • HSDB 3590
  • Klimoral
  • NSC 12169
  • NSC-12169
  • OE3
  • Oestra-1,3,5(10)-triene-3,16-alpha,17-beta-triol
  • Oestra-1,3,5(10)-triene-3,16alpha,17beta-triol
  • Oestratriol
  • Oestriol
  • Oestriolum
  • Orestin
  • Orgastyptin
  • Ortho-Gynest
  • Overstin
  • Ovestin
  • Ovestrion
  • Stiptanon
  • Synapause
  • Theelol
  • Thulol
  • Tridestrin
  • Trihydroxyestrin
  • Trihydroxyoestrin
  • Triodurin
  • Triovex
  • UNII-FB33469R8E

Systematic Names

  • Estra-1,3,5(10)-triene-3,16,17-triol, (16alpha,17beta)-
  • Estriol
  • Oestriol

Superlist Names

  • Oestriol
  • Oestriol [Steroidal oestrogens]

Registry Numbers

CAS Registry Number

  • 50-27-1

FDA UNII

  • FB33469R8E

System Generated Number

  • 0000050271

Structure Descriptors

InChI

1S/C18H24O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,17+,18+/m1/s1

InChIKey

PROQIPRRNZUXQM-ZXXIGWHRSA-N

Smiles

C[C@]12CC[C@@H]3c4ccc(cc4CC[C@H]3[C@@H]1C[C@H]([C@@H]2O)O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral > 2gm/kg (2000mg/kg)   Drugs in Japan Vol. -, Pg. 176, 1990.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 282 deg C   EXP
log P (octanol-water) 2.45 (none)   EXP
Water Solubility 441 mg/L 25 EST
Vapor Pressure 1.97E-10 mm Hg 25 EST
Henry's Law Constant 1.33E-12 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.29E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.