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Key Documents

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K1001

Sigma-Aldrich

β-Estradiol-6-one

Sinónimos:

1,3,5-Estratriene-3,17β-diol-6-one, 3,17β-Dihydroxy-1,3,5(10)-estratrien-6-one, 6-Ketoestradiol

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About This Item

Fórmula empírica (notación de Hill):
C18H22O3
Número de CAS:
571-92-6
Peso molecular:
286.37
Beilstein/REAXYS Number:
3208779
MDL number:
MFCD00056457
UNSPSC Code:
12352200
PubChem Substance ID:
329817122
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

200

assay

≥98.00% (TLC)

form

powder

solubility

chloroform: methanol (1:1): 19.60-20.40 mg/mL, clear, colorless to faintly yellow

shipped in

ambient

storage temp.

room temp

SMILES string

C[C@]12CC[C@H]3[C@@H](CC(=O)c4cc(O)ccc34)[C@@H]1CC[C@@H]2O

InChI

1S/C18H22O3/c1-18-7-6-12-11-3-2-10(19)8-14(11)16(20)9-13(12)15(18)4-5-17(18)21/h2-3,8,12-13,15,17,19,21H,4-7,9H2,1H3/t12-,13-,15+,17+,18+/m1/s1

InChI key

ZHTDDOWJIRXOMA-YVEZLPLXSA-N

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Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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H Mikola et al.
Bioconjugate chemistry, 3(2), 182-186 (1992-03-01)
(Aminooxy)butyl- and -hexylamines and alcohols were synthesized by the Ing-Manske modification of the Gabriel synthesis. The aminooxy group of these heterobifunctional spacer reagents is a far more powerful nucleophile than the amino or hydroxy group because of the oxygen atom
Anna Bogucka-Kocka et al.
Journal of AOAC International, 94(1), 9-16 (2011-03-12)
Eighteen species belonging to the Carex genus were checked for the presence and the amount of eight phenolic acids (p-hydroxybenzoic, vanillic, caffeic, syringic, protocatechuic, p-coumaric, sinapic, and ferulic) by means of HPLC. Both the free and bonded phenolic acids were
M Adamczyk et al.
Steroids, 62(6), 462-467 (1997-06-01)
6-Oxoestradiol (2) was protected as its bis[(2-trimethylsilylethoxy)methyl] ether (4) and converted to the corresponding oxime (4). The oxime (4) on reduction with zinc in ethanol afforded the bis-SEM ether of 6-alpha-aminoestradiol (5) in 96% epimeric excess. Subsequently, 5 was hydrolyzed
M Numazawa et al.
Biochemical pharmacology, 47(4), 717-726 (1994-02-11)
Aromatase catalyzes the conversion of androst-4-ene-3,17-dione to estrogen through sequential oxygenations at the 19-methyl group. Androst-4-ene-3,6,17-trione (AT) is a suicide substrate of aromatase, and the mechanism of inactivation of aromatase has been postulated to involve enzymatic oxygenation at the 19-position.
N A Cridland et al.
The EMBO journal, 9(6), 1859-1866 (1990-06-01)
Photochemical excitation of a simple derivative of oestradiol using light in the UV-A range totally, permanently and selectively inactivates the oestrogen receptor protein present in a Xenopus liver extract without affecting its overall size. Inactivation of the binding site proceeds
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