All Photos(4)

E1253

Sigma-Aldrich

Estriol

≥97%

Synonym(s):
3,16α,17β-Trihydroxy-1,3,5(10)-estratriene, 16α-Hydroxyestradiol, 1,3,5(10)-Estratriene-3,16α,17β-triol
Empirical Formula (Hill Notation):
C18H24O3
CAS Number:
Molecular Weight:
288.38
Beilstein:
2508172
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

biological source

synthetic (organic)

sterility

non-sterile

assay

≥97%

form

powder

mp

280-282 °C (lit.)

solubility

pyridine: 50 mg/mL, clear, colorless to faintly brownish-yellow

shipped in

ambient

storage temp.

room temp

SMILES string

C[C@]12CC[C@H]3[C@@H](CCc4cc(O)ccc34)[C@@H]1C[C@@H](O)[C@@H]2O

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

InChI key

PROQIPRRNZUXQM-ZXXIGWHRSA-N

Gene Information

human ... SERPINA6(866)
mouse ... Esr1(13982)
rat ... Ar(24208)

Looking for similar products? Visit Product Comparison Guide

Packaging

100, 500 mg in poly bottle
1 g in poly bottle

Biochem/physiol Actions

Estriol is a metabolite of 17β-estradiol with much lower biological activity. It is the primary estrogen found in the urine. Large quantities of estriol and estrone are produced by the placenta during pregnancy. These are also the primary estrogens produced by adipose tissue in men and in post-menopausal women.

Pictograms

Health hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Carc. 2 - Lact. - Repr. 1A

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Robert Root-Bernstein et al.
Frontiers in endocrinology, 5, 118-118 (2014-08-08)
Insulin (INS) resistance associated with hyperestrogenemias occurs in gestational diabetes mellitus, polycystic ovary syndrome, ovarian hyperstimulation syndrome, estrogen therapies, metabolic syndrome, and obesity. The mechanism by which INS and estrogen interact is unknown. We hypothesize that estrogen binds directly to...
E Diczfalusy
Journal of steroid biochemistry, 20(4B), 945-953 (1984-04-01)
The early history of estriol is reviewed with special emphasis on its isolation, identification, quantitation in tissues and body fluids and its unique biogenesis in the human feto-placental unit. The relationship to epimeric estriols and acidic estrogens and the pharmacokinetic...
Honggang Wang et al.
Pharmaceutical research, 25(2), 444-452 (2007-09-08)
We investigated whether the pregnancy-related hormones, estriol (E3), testosterone, human placental lactogen (hPL), human prolactin (hPRL), and human chorionic gonadotropin (hCG) affect BCRP expression in human placental BeWo cells. The effects of these hormones on BCRP protein and mRNA expression...
Nina Sneitz et al.
Drug metabolism and disposition: the biological fate of chemicals, 41(3), 582-591 (2013-01-05)
The glucuronidation of estriol, 16-epiestriol, and 17-epiestriol by the human UDP-glucuronosyltransferases (UGTs) of subfamilies 1A, 2A, and 2B was examined. UGT1A10 is highly active in the conjugation of the 3-OH in all these estriols, whereas UGT2B7 is the most active...
G P Vooijs et al.
European journal of obstetrics, gynecology, and reproductive biology, 62(1), 101-106 (1995-09-01)
To gain more insight into whether intravaginal treatment of local urogenital complaints with the mild-acting oestrogen estriol is capable of inducing proliferation of the endometrium, the results of the clinical studies that have been published over the years have been...

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service