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Merck
모든 사진(1)

주요 문서

H6012

Sigma-Aldrich

4-Hydroxyestrone

≥90% (HPLC)

동의어(들):

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

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About This Item

실험식(Hill 표기법):
C18H22O3
CAS Number:
Molecular Weight:
286.37
MDL number:
UNSPSC 코드:
51111800
PubChem Substance ID:
NACRES:
NA.77

무균

non-sterile

Quality Level

분석

≥90% (HPLC)

양식

powder

solubility

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

배송 상태

ambient

저장 온도

−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

생화학적/생리학적 작용

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

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리 방문

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
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)
V K Turan et al.
The Journal of endocrinology, 183(1), 91-99 (2004-11-05)
Several investigators have suggested that certain hydroxylated metabolites of 17beta-estradiol (E2) are the proximate carcinogens that induce mammary carcinomas in estrogen-sensitive rodent models. The studies reported here were designed to examine the carcinogenic potential of different levels of E2 and
E Suzuki et al.
Steroids, 61(5), 296-301 (1996-05-01)
The synthesis of N-acetylcysteine conjugates of 2-hydroxyestrone (2-OHE1) and 4-hydroxyestrone (4-OHE1) is described. The reaction of estrone 2,3-quinone with N-acetylcysteine provided 2-OHE1 and its C-4 and C-1 thioether conjugates in a ratio of 1:1, while estrone 3,4-quinone with N-acetylcysteine gave

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