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M6379

Sigma-Aldrich

2-Methoxyestrone

Synonym(s):

2,3-Dihydroxy-1,3,5(10)-estratrien-17-one 2-methyl ether, 2-Hydroxyestrone 2-methyl ether, 3-Hydroxy-2-methoxy-1,3,5(10)-estratrien-17-one

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About This Item

Empirical Formula (Hill Notation):
C19H24O3
CAS Number:
362-08-3
Molecular Weight:
300.39
EC Number:
206-645-6
MDL number:
MFCD00056413
UNSPSC Code:
51111800
PubChem Substance ID:
24897003

SMILES string

C[C@@]12[C@](CCC2=O)([H])[C@]3([H])CCC4=CC(O)=C(OC)C=C4[C@@]3([H])CC1

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Description
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pictograms

Health hazardEnvironment
GHS08,GHS09

signalword

Warning

hcodes

H351,H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
121K4047
110K4090
110F4003
109H4030
109H4029

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Joanna M Day et al.
The Journal of steroid biochemistry and molecular biology, 84(2-3), 317-325 (2003-04-25)
The human endogenous metabolite 2-methoxyoestradiol (2-MeOE2) has been shown to inhibit the proliferation of breast cancer cells. We have previously shown that sulphamoylation of a series of 2-substituted oestrogens greatly enhances their ability to inhibit breast cancer cell proliferation and
F C Eng et al.
Molecular and cellular biology, 17(8), 4644-4653 (1997-08-01)
We have developed a genetic screen for the yeast Saccharomyces cerevisiae to isolate estrogen receptor (ER) mutants with altered transactivation characteristics. Use of a "reverse" ER, in which the mutagenized ligand binding domain was placed at the N terminus of
A Philip et al.
Journal of steroid biochemistry, 32(6), 873-885 (1989-06-01)
Certain previously unrecognized ligands of SHBG of low polarity in pregnancy were identified. They include two weakly bound compounds: 5 alpha-pregnane-3,20-dione and progesterone; and two strongly bound substances, 2-methoxyestrone and a new steroid, estradienolone (17 beta-hydroxy-1,5-estradiene-3-one). The identification of the
A Purohit et al.
International journal of cancer, 85(4), 584-589 (2000-03-04)
2-Methoxyoestrogens are emerging as a new class of drug that can inhibit tumour growth and angiogenesis. As sulphamoylation of oestrogens enhances their potency and bioavailability we have synthesized 2-methoxyoestrone-3-O-sulphamate (2-MeOEMATE) and compared its ability to inhibit the proliferation of breast
J J Michnovicz et al.
The New England journal of medicine, 315(21), 1305-1309 (1986-11-20)
Epidemiologic data indicate that cigarette smoking is associated with an important anti-estrogenic effect, and increased hepatic metabolism has been suggested as a possible mechanism. We examined the hypothesis that cigarette smoking in women induces an increase in estradiol 2-hydroxylation. This
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