Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

Safety Information

H6012

Sigma-Aldrich

4-Hydroxyestrone

≥90% (HPLC)

Synonym(s):

1,3,5(10)-Estratriene-3,4-diol-17-one

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C18H22O3
CAS Number:
3131-23-5
Molecular Weight:
286.37
MDL number:
MFCD00079358
UNSPSC Code:
51111800
PubChem Substance ID:
24895725
NACRES:
NA.77

sterility

non-sterile

Assay

≥90% (HPLC)

form

powder

solubility

methanol: 10 mg/mL, clear, colorless to faintly brownish-yellow

shipped in

ambient

storage temp.

−20°C

SMILES string

[H][C@]12CC[C@]3(C)C(=O)CC[C@@]3([H])[C@]1([H])CCc4c(O)c(O)ccc24

InChI

1S/C18H22O3/c1-18-9-8-11-10-4-6-15(19)17(21)13(10)3-2-12(11)14(18)5-7-16(18)20/h4,6,11-12,14,19,21H,2-3,5,7-9H2,1H3/t11-,12-,14+,18+/m1/s1

InChI key

XQZVQQZZOVBNLU-QDTBLXIISA-N

Biochem/physiol Actions

4-Hydroxyestrone is an endogenous estrogen metabolite, which exhibits a strong neuroprotective effect against oxidative damage. It also provides effective protection against kanic acid-induced hippocampal oxidative damage in rats when compared to 17β-estradiol. 4-Hydroxyestrone regulates the angiogenic process during corpus luteum formation. It might be involved in an increased risk of cancer. 4-Hydroxyestrone is found in the early and mid-luteal phases.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

199.9 °F - closed cup

Flash Point(C)

93.3 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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.

JAN Code

H6012-VAR:
H6012-BULK:
H6012-1MG:
H6012-5MG:
H6012-25MG:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Shelley A Gestl et al.
The American journal of pathology, 160(4), 1467-1479 (2002-04-12)
Glucuronidation, mediated by UDP-glucuronosyltransferases (UGTs), affects the actions and disposition of diverse endo- and xenobiotics. In the case of catecholestrogens (CEs), glucuronidation is likely to block their oxidation to quinone estrogens that are the putative mediators of CEs' actions as
Y Chen et al.
Chemical research in toxicology, 13(5), 342-350 (2000-05-17)
Estrogen replacement therapy has been correlated with an increased risk of developing breast or endometrial cancer. 4-Hydroxyequilenin (4-OHEN) is a catechol metabolite of equilenin which is a minor component of the estrogen replacement formulation marketed under the name of Premarin
B T Zhu et al.
Endocrinology, 135(5), 1772-1779 (1994-11-01)
As part of an ongoing investigation of the role of metabolic activation of estrogens in the genesis of cancers such as estrogen-induced renal tumors in hamsters, we have 1) determined steroid-17 beta-oxidoreductase activity of microsomes and cytosol prepared from hamster
X Xu et al.
The Journal of clinical endocrinology and metabolism, 84(11), 3914-3918 (1999-11-24)
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 about estrogen metabolite profiles during different phases of the menstrual cycle. This study
E Pisha et al.
Chemical research in toxicology, 14(1), 82-90 (2001-02-15)
Estrogen replacement therapy has been correlated with an increased risk of developing hormone-dependent cancers. 4-Hydroxyequilenin (4-OHEN) is a catechol metabolite of equilenin and equilin which are components of the estrogen replacement formulation marketed under the name of Premarin (Wyeth-Ayerst). Previously
View All Related Papers

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