4-hydroxyestrone

Modify Date: 2024-01-02 15:16:33

4-hydroxyestrone Structure
4-hydroxyestrone structure
Common Name 4-hydroxyestrone
CAS Number 3131-23-5 Molecular Weight 286.36500
Density 1.241g/cm3 Boiling Point 468.2ºC at 760mmHg
Molecular Formula C18H22O3 Melting Point 260-263ºC
MSDS Chinese USA Flash Point 251.1ºC

 Use of 4-hydroxyestrone


4-Hydroxyestrone (4-OHE1), an estrone metabolite, has strong neuroprotective effect against oxidative neurotoxicity. 4-Hydroxyestrone increases cytoplasmic translocation of p53 resulting from SIRT1-mediated deacetylation of p53. 4-Hydroxyestrone has little estrogenic activity[1].

 Names

Name 4-hydroxyestrone
Synonym More Synonyms

 4-hydroxyestrone Biological Activity

Description 4-Hydroxyestrone (4-OHE1), an estrone metabolite, has strong neuroprotective effect against oxidative neurotoxicity. 4-Hydroxyestrone increases cytoplasmic translocation of p53 resulting from SIRT1-mediated deacetylation of p53. 4-Hydroxyestrone has little estrogenic activity[1].
Related Catalog
Target

Human Endogenous Metabolite

References

[1]. Hye Joung Choi, et al. 4-Hydroxyestrone, an Endogenous Estrogen Metabolite, Can Strongly Protect Neuronal Cells Against Oxidative Damage. Sci Rep. 2020 Apr 29;10(1):7283.

 Chemical & Physical Properties

Density 1.241g/cm3
Boiling Point 468.2ºC at 760mmHg
Melting Point 260-263ºC
Molecular Formula C18H22O3
Molecular Weight 286.36500
Flash Point 251.1ºC
Exact Mass 286.15700
PSA 57.53000
LogP 3.52300
Index of Refraction 1.61
Storage condition 2-8°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
KG7749500
CHEMICAL NAME :
Estra-1,3,5(10)-trien-17-one, 3,4-dihydroxy-
CAS REGISTRY NUMBER :
3131-23-5
LAST UPDATED :
199612
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C18-H22-O3
MOLECULAR WEIGHT :
286.40

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
30 mg/kg
SEX/DURATION :
female 1-6 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)
REFERENCE :
STEDAM Steroids. (Holden-Day Inc., 4432 Telegraph Ave., Oakland, CA 94609) V.1- 1963- Volume(issue)/page/year: 30,343,1977

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS KG7749500

 Articles26

More Articles
Improved profiling of estrogen metabolites by orbitrap LC/MS.

Steroids 99 , 84-90, (2015)

Estrogen metabolites are important biomarkers to evaluate cancer risks and metabolic diseases. Due to their low physiological levels, a sensitive and accurate method is required, especially for the qu...

Redox cycling of catechol estrogens generating apurinic/apyrimidinic sites and 8-oxo-deoxyguanosine via reactive oxygen species differentiates equine and human estrogens.

Chem. Res. Toxicol. 23(8) , 1365-73, (2010)

Metabolic activation of estrogens to catechols and further oxidation to highly reactive o-quinones generates DNA damage including apurinic/apyrimidinic (AP) sites. 4-Hydroxyequilenin (4-OHEN) is the m...

Menstrual cycle effects on urinary estrogen metabolites.

J. Clin. Endocrinol. Metab. 84(11) , 3914-8, (1999)

Endogenous estrogen metabolism may play an important role in the pathogenesis of hormone-related cancers, most notably breast cancer. Despite the importance of estrogen metabolism, little is known abo...

 Synonyms

4-Hydroxy Estrone
MFCD00079358
(8R,9S,13S,14S)-3,4-dihydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one
4-HydroxyEstrone