43620

Sigma-Aldrich

Estren

≥98.0% (TLC)

Synonym(s):
4-Estren-3α,17β-diol
Empirical Formula (Hill Notation):
C18H28O2
CAS Number:
Molecular Weight:
276.41
MDL number:
PubChem Substance ID:

assay

≥98.0% (TLC)

form

powder

optical activity

[α]/D +124±5°, c = 1 in methanol

drug control

USDEA Schedule III

mp

203-207 °C

storage temp.

room temp

SMILES string

C[C@]12CC[C@H]3[C@@H](CCC4=C[C@H](O)CC[C@H]34)[C@@H]1CC[C@@H]2O

InChI

1S/C18H28O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h10,12-17,19-20H,2-9H2,1H3/t12-,13+,14-,15-,16+,17+,18+/m1/s1

InChI key

CMXKUJNZWYTFJN-AXSMETJDSA-N

Application

Therapeutic alternative to hormone replacement for osteoporosis of bone mass in both women and men. Estren increased neuronal viability to a similar extent as that observed with 17α- and 17β-estradiol, by a pathway mediated by protein kinase C.

Biochem/physiol Actions

Estren is a synthetic steroid that acts via the androgen receptor. It has been shown to directly activate transcription and increases the proliferation of MCF-7 human breast cancer cells in vitro.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

3

Certificate of Analysis
Certificate of Origin
Ulrika Islander et al.
BMC immunology, 6, 16-16 (2005-07-14)
Estrogens and androgens have extensive effects on the immune system, for example they suppress both T and B lymphopoiesis in thymus and bone marrow. Submandibular glands are sexually dimorphic in rodents, resulting in larger granular convoluted tubules in males compared...
S Kousteni et al.
Science (New York, N.Y.), 298(5594), 843-846 (2002-10-26)
We show that sex steroids protect the adult murine skeleton through a mechanism that is distinct from that used to preserve the mass and function of reproductive organs. The classical genotropic actions of sex steroid receptors are dispensable for their...
Myriam Cordey et al.
Neurobiology of disease, 19(1-2), 331-339 (2005-04-20)
Estrogen has demonstrated neuroprotective properties, which may underlie the observed preventive effect of estrogen-based hormone therapy (HT) against the development of neurodegenerative disorders such as Alzheimer's disease. Deleterious side effects of HT have increased efforts to develop safer compounds that...
V Krishnan et al.
Molecular pharmacology, 67(3), 744-748 (2004-11-24)
The nongenotropic ligand estren (Science 298:843-846, 2002) was evaluated for its transcriptional activity mediated by the human androgen receptor (AR). Our results show that estren can bind, translocate, transactivate, and regulate two known target genes of AR in androgen-responsive cell...

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