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H6012

Sigma-Aldrich

4-Hydroxyestrone

≥90% (HPLC)

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C18H22O3
CAS-Nummer:
3131-23-5
Molekulargewicht:
286.37
MDL-Nummer:
MFCD00079358
UNSPSC-Code:
51111800
PubChem Substanz-ID:
24895725
NACRES:
NA.77

Sterilität

non-sterile

Qualitätsniveau

100

Assay

≥90% (HPLC)

Form

powder

Löslichkeit

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

Versandbedingung

ambient

Lagertemp.

−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

InChIKey

XQZVQQZZOVBNLU-QDTBLXIISA-N

Biochem./physiol. Wirkung

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

199.9 °F - closed cup

Flammpunkt (°C)

93.3 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
MKCR8450
MKCQ7515
MKCP5846
MKCN3557
MKCG7392

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Y Markushin et al.
The Prostate, 66(14), 1565-1571 (2006-08-09)
Catechol estrogen quinones (CEQ) derived from 4-hydroxyestrone (4-OHE1) and 4-hydroxyestradiol (4-OHE2) react with DNA to form depurinating--N7Gua and--N3Ade adducts. This damage leads to mutations that can initiate breast and prostate cancer. To determine whether this damage occurs in humans, urine
Z Cheng et al.
Toxicological sciences : an official journal of the Society of Toxicology, 45(1), 52-57 (1998-12-16)
Catechol estrogens are major estrogen metabolites in mammals and are the most potent naturally occurring inhibitors of catecholamine metabolism. These estrogen compounds have been implicated in carcinogenic activity and the 4/2-hydroxyestradiol concentration has been shown to be elevated in neoplastic
Menopause: Biology and Pathobiology (2000)
Nikola Getoff et al.
Journal of photochemistry and photobiology. B, Biology, 98(1), 20-24 (2009-11-21)
4-Hydroxyestrone (4-OHE(1)), a typical cancer-inducing metabolite, originating from 17beta-estradiol (17beta-E2), was chosen as a model for the studies. The aim was to get a deeper insight in the mechanisms of its ability to initiate cancer. It was found, that 4-OHE(1)
Y Markushin et al.
Chemical research in toxicology, 16(9), 1107-1117 (2003-09-16)
Estrogens, including the natural hormones estrone (E(1)) and estradiol (E(2)), are thought to be involved in tumor induction. Catechol estrogen quinones (CEQ) derived from 4-hydroxyestrone (4-OHE(1)) and 4-hydroxyestradiol (4-OHE(2)) react with DNA and form depurinating N7Gua and N3Ade adducts that
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