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Merck

E1253

Estriol

synthetic (organic), ≥97%, immunomodulatory , powder

Synonym(s):

1,3,5(10)-Estratriene-3,16α,17β-triol, 16α-Hydroxyestradiol, 3,16α,17β-Trihydroxy-1,3,5(10)-estratriene

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About This Item

Empirical Formula (Hill Notation):
C18H24O3
CAS Number:
50-27-1
Molecular Weight:
288.38
NACRES:
NA.77
PubChem Substance ID:
24894396
UNSPSC Code:
51111800
EC Number:
200-022-2
MDL number:
MFCD00003691
Beilstein/REAXYS Number:
2508172
Assay:
≥97%
Form:
powder
Quality level:
200

Key Documents

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Product Name

Estriol, ≥97%

mp

280-282 °C (lit.)

solubility

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

shipped in

ambient

storage temp.

room temp

Quality Level

200

Gene Information

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

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

SMILES string

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

biological source

synthetic (organic)

sterility

non-sterile

assay

≥97%

form

powder

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Application

Estriol has been used as a sex hormone to determine its binding constants to insulin (INS), the insulin receptor (IR), and INS-like peptides derived from the IR.

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 post-menopausal women. Estriol may exhibit immunomodulatory benefits against various diseases such as autoimmune, inflammatory, and neurodegenerative conditions.

pictograms

Health hazard
GHS08

signalword

Danger

Hazard Classifications

Carc. 2 - Lact. - Repr. 1A

Storage Class

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

wgk

WGK 3

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

E1253-BULK: + E1253-100MG: + E1253-1G: + E1253-500MG: + E1253-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
SLCG5355
SLCF5666
SLCF4252
SLBZ6112
SLBX9705

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Emad S Ali et al.
Menopause (New York, N.Y.), 24(9), 1081-1085 (2017-04-05)
Estriol is the main estrogen in pregnancy, but has received less attention outside gestation. It is well known that pregnancy has an immunosuppressive effect on many autoimmune diseases such as multiple sclerosis, psoriasis, thyroiditis, uveitis, and rheumatoid arthritis. Emerging evidence
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
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
Hanna Hamid et al.
Water research, 46(18), 5813-5833 (2012-09-04)
Estrogenic hormones (estrone (E1), 17β-estradiol (E2), estriol (E3), 17α-ethinylestradiol (EE2)) are the major contributor to the total estrogenicity in waterways. Presence of these compounds in biosolids is also causing concern in terms of their use as soil amendment. In comparison
Anna Zagórska et al.
Nature immunology, 15(10), 920-928 (2014-09-10)
The clearance of apoptotic cells is critical for both tissue homeostasis and the resolution of inflammation. We found that the TAM receptor tyrosine kinases Axl and Mer had distinct roles as phagocytic receptors in these two settings, in which they
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