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K1001

β-Estradiol-6-one

Name: β-Estradiol-6-one
Brand: SIGMA

Synonym(s):

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

Empirical Formula (Hill Notation):

C₁₈H₂₂O₃

CAS Number:

571-92-6

Molecular Weight:

286.37

UNSPSC Code:

12352200

NACRES:

NA.77

PubChem Substance ID:

329817122

MDL number:

MFCD00056457

Beilstein/REAXYS Number:

3208779

Assay:

≥98.00% (TLC)

Form:

powder

Quality level:

200

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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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

涉药品监管产品

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RP-HPLC analysis of phenolic acids of selected Central European Carex L. (Cyperaceae) species and its implication for taxonomy.

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

Introduction of aliphatic amino and hydroxy groups to keto steroids using O-substituted hydroxylamines.

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

O-(fluoresceinylmethyl)hydroxylamine (OFMHA): a reagent for the preparation of fluorescent O-(fluoresceinylmethyl)oxime (FMO)-steroid conjugates.

M Adamczyk et al.

Steroids, 64(4), 283-290 (1999-07-10)

The 5 and 6-isomers of O-(fluoresceinylmethyl)hydroxylamine reacted with a representative sample of oxo-steroids (6-oxoestradiol, estrone, norethindrone, cortisol, progesterone, and digitoxin-dialdehyde) to produce O-(fluoresceinylmethyl)oxime conjugates in a single step in 24-84% yield after preparative high performance liquid chromotography.

An efficient stereoselective synthesis of 6-alpha-aminoestradiol: preparation of estradiol fluorescent probes.

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

Metabolic aspects of the 1 beta-proton and the 19-methyl group of androst-4-ene-3,6,17-trione during aromatization by placental microsomes and inactivation of aromatase.

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.

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Global Trade Item Number

SKU	GTIN
K1001-250MG	04061832850580

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