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E1877

Sigma-Aldrich

Estriol 16α-(β-D-glucuronide)

≥97%

Synonym(s):

1,3,5(10)-Estratriene-3,16α,17β-triol 16-glucuronide, 3,16α,17β-Trihydroxy-1,3,5(10)-estratriene 16-glucuronide

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About This Item

Empirical Formula (Hill Notation):
C24H32O9
CAS Number:
1852-50-2
Molecular Weight:
464.51
Beilstein:
67674
MDL number:
MFCD00056554
UNSPSC Code:
12352202
PubChem Substance ID:
24894438
NACRES:
NA.77

Assay

≥97%

form

powder

technique(s)

radioimmunoassay: suitable

solubility

ethanol: water (1:1): 10 mg/mL, clear to very slightly hazy, colorless

shipped in

ambient

storage temp.

−20°C

SMILES string

[H][C@]12CC[C@]3(C)[C@@H](O)[C@@H](C[C@@]3([H])[C@]1([H])CCc4cc(O)ccc24)O[C@@H]5O[C@@H]([C@@H](O)[C@H](O)[C@H]5O)C(O)=O

InChI

1S/C24H32O9/c1-24-7-6-13-12-5-3-11(25)8-10(12)2-4-14(13)15(24)9-16(21(24)29)32-23-19(28)17(26)18(27)20(33-23)22(30)31/h3,5,8,13-21,23,25-29H,2,4,6-7,9H2,1H3,(H,30,31)/t13-,14-,15+,16-,17+,18+,19-,20+,21+,23-,24+/m1/s1

InChI key

FQYGGFDZJFIDPU-JRSYHJKYSA-N

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Pictograms

Health hazard
GHS08

Signal Word

Warning

Hazard Statements

H351

Precautionary Statements

P281

Hazard Classifications

Carc. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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M Höller et al.
Acta endocrinologica, 100(1), 57-62 (1982-05-01)
Equimolar concentrations of [4-14C]oestriol and [6,9-3H]oestriol 16 alpha-monoglucuronide were simultaneously perfused through isolated rat livers. Oestriol was hydroxylated to 2-hydroxyoestriol and 6 xi-hydroxyoestriol; 2-hydroxyoestriol was further methylated to 2-methoxyoestriol. Oxidoreduction of oestriol led to the formation of 16 alpha-hydroxyoestrone, 16-0xooestradio-17
W J Brock et al.
The Journal of pharmacology and experimental therapeutics, 229(1), 175-181 (1984-04-01)
The uptake of estradiol-17 beta(beta-D-glucuronide) (E(2)17G), estriol-16 alpha(beta-D-glucuronide (E(3)16G), estradiol-17 beta-3-(beta-D-glucuronide) (E(2)3G) and taurocholate (TC) into hepatocytes isolated from male and female rats was examined and found to be linear for at least 75 sec and to exhibit Michaelis-Menten kinetics.
K Musch et al.
Zeitschrift fur Geburtshilfe und Perinatologie, 185(5), 284-287 (1981-10-01)
A method based on the inhibition of hemagglutination for the determination of estriol-16-alpha-glucuronide is compared to the method of Kober and Ittrich. A sufficient degree of correlation (p less than 0.001) is found, when the daily estrogen production (Kober-Ittrich) in
T Iwata et al.
Journal of chromatography. B, Biomedical sciences and applications, 695(2), 201-207 (1997-08-01)
An HPLC method for the direct and simultaneous determination of estriol 3- and 16-glucuronides in pregnancy urine is described. The method is based on direct derivatization of the glucuronic acid moiety in estriol glucuronides in urine with 6,7-dimethoxy-1-methyl-2(1H)-quinoxalinone-3-propionylcarboxylic acid hydrazide.
M Höller et al.
Acta endocrinologica, 100(2), 274-278 (1982-06-01)
The uptake of [4-14C]oestriol by the isolated perfused rat liver is 3.8 times faster as compared to that of simultaneously perfused [6,9-3H2]oestriol 16 alpha-monoglucuronide. During perfusion the concentration of both radioactive oestrogens decreased exponentially in perfusion medium (apparent kel: 0.061
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