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SML1523

Sigma-Aldrich

Estetrol

≥98% (HPLC)

Synonym(s):

15α-Hydroxyestriol, 3,15α,16α,17β-Tetrahydroxyestra-1,3,5(10)-triene, E4, Estra-1,3,5(10)-triene-3,15α,16α,17β-tetrol, Oestetrol

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About This Item

Empirical Formula (Hill Notation):
C18H24O4
CAS Number:
Molecular Weight:
304.38
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

powder

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

SMILES string

[H][C@@]12CCC3=CC(O)=CC=C3[C@@]1([H])CC[C@@]4(C)[C@@]2([H])[C@@H](O)[C@@H](O)[C@@H]4O

InChI

1S/C18H24O4/c1-18-7-6-12-11-5-3-10(19)8-9(11)2-4-13(12)14(18)15(20)16(21)17(18)22/h3,5,8,12-17,19-22H,2,4,6-7H2,1H3/t12-,13-,14-,15-,16-,17+,18+/m1/s1

InChI key

AJIPIJNNOJSSQC-NYLIRDPKSA-N

General description

Estetrol is an estrogenic steroid molecule produced exclusively during pregnancy by the fetal liver.

Biochem/physiol Actions

Estetrol (E4, 15α-Hydroxyestriol) is an estrogen steroid hormone produced exclusively during pregnancy by the fetal liver. Estetrol is a selective estrogen receptor modulator (SERM) with potent estrogenic effects on vaginal mucosa, bone and brain, neutral effect on liver, and anti-estrogen effects on breast tissue. Estetrol has higher affinity for ERα over ERβ. Estetrol is being studied for its potential as a contraceptive, a drug for meopausal symptoms, and an anticancer agent.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Christian F Holinka et al.
The Journal of steroid biochemistry and molecular biology, 110(1-2), 138-143 (2008-05-09)
Estetrol (E(4)) is an estrogenic steroid molecule synthesized exclusively by the fetal liver during human pregnancy and reaching the maternal circulation through the placenta. Its function is presently unknown. After its discovery in the mid-1960s, E(4) research revealed rather unique

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