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Estriol 3-sulfate

CAS# 481-95-8

Estriol 3-sulfate

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Chemical structure

Estriol 3-sulfate

3D structure

Chemical Properties of Estriol 3-sulfate

Cas No. 481-95-8 SDF Download SDF
PubChem ID 66415 Appearance Powder
Formula C18H24O6S M.Wt 368.5
Type of Compound Steroids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(8R,9S,13S,14S,16R,17R)-16,17-dihydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] hydrogen sulfate
SMILES CC12CCC3C(C1CC(C2O)O)CCC4=C3C=CC(=C4)OS(=O)(=O)O
Standard InChIKey ZORQMBLUMWNJEQ-ZXXIGWHRSA-N
Standard InChI InChI=1S/C18H24O6S/c1-18-7-6-13-12-5-3-11(24-25(21,22)23)8-10(12)2-4-14(13)15(18)9-16(19)17(18)20/h3,5,8,13-17,19-20H,2,4,6-7,9H2,1H3,(H,21,22,23)/t13-,14-,15+,16-,17+,18+/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of Estriol 3-sulfate

Description1. Estriol 3-sulfate acts through the hydrolyzed E3, E3-17-S is inactive because it is not hydrolyzed, so Estriol 3-sulfate can play an important role in the biological responses of this mammary cancer cell line.
TargetsEstrogen receptor | Progestogen receptor

Estriol 3-sulfate Dilution Calculator

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Estriol 3-sulfate Molarity Calculator

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Preparing Stock Solutions of Estriol 3-sulfate

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.7137 mL 13.5685 mL 27.137 mL 54.2741 mL 67.8426 mL
5 mM 0.5427 mL 2.7137 mL 5.4274 mL 10.8548 mL 13.5685 mL
10 mM 0.2714 mL 1.3569 mL 2.7137 mL 5.4274 mL 6.7843 mL
50 mM 0.0543 mL 0.2714 mL 0.5427 mL 1.0855 mL 1.3569 mL
100 mM 0.0271 mL 0.1357 mL 0.2714 mL 0.5427 mL 0.6784 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Estriol 3-sulfate

On the occurrence and transport of estriol-3-sulfate in human breast cyst fluid: the metabolic disposition of blood estriol-3-sulfate in normal women.[Pubmed:7287868]

J Clin Endocrinol Metab. 1981 Oct;53(4):847-51.

The high concentration of estriol-3-sulfate (E3-3S) in human breast cyst fluid has been confirmed in 14 women with multiple cysts. The concentrations of E3-3S found in individual cysts drained within a short time span from the same patient were variable, the ratios ranging from unity to 40. After the iv administration of [14C]estriol or [3H]E3-3S, only minor accumulation of either isotope was detected in the cyst fluids aspirated 6.5-30 h later. Since surprisingly small amounts of isotopes were found in blood, the metabolism of [3H]E3-3S was studied in 2 normal women. The test compound was injected iv, and blood samples were taken at intervals up to 7.5 h. In addition, total urine was collected for 3 days. The blood clearance of [3H]E3-3S was rapid, with the half-life ranging from 15-30 min. However, E3-3S was only a minor component of the urine, indicating rapid tissue extraction and metabolism rather than renal excretion for the compound. The studies indicate that E3-3S of human breast cyst fluid does not equilibrate rapidly with other body pools and that its uptake, if any, from the blood would be against a gradient.

Bridge-heterologous chemiluminescence enzyme-linked immunosorbent assay of estriol 3-sulfate in pregnancy plasma.[Pubmed:9800282]

Steroids. 1998 Oct;63(10):516-22.

A facile and sensitive chemiluminescence enzyme-linked immunosorbent assay (ELISA) of Estriol 3-sulfate using a bridge-heterologous system was established. 6 alpha-HydroxyEstriol 3-sulfate 6-hemisuccinate was synthesized as a novel hapten. Antisera were raised in male guinea-pigs against 6 alpha-hydroxyEstriol 3-sulfate 6-hemisuccinate-bovine serum albumin (BSA) and 6-oxoEstriol 3-sulfate O-carboxymethyloxime-BSA conjugates. Both haptens were coupled to horseradish peroxidase as an enzyme-label reagent. For separation of free and Estriol 3-sulfate bound to the antibody, the crude globulin fractions of these antisera were immobilized to CNBr-activated Sepharose-4B. The enzyme activity was measured by chemiluminescent reaction using amino-butylethylisoluminol and hydrogen peroxide as a substrate. The immobilized antibody raised against 6 alpha-hydroxyEstriol 3-sulfate 6-hemisuccinate-BSA exhibited a high affinity and an excellent specificity for Estriol 3-sulfate. The two bridge-heterologous ELISAs were more sensitive than the homologous systems. The specificity and sensitivity (10 pg) of the bridge-heterologous chemiluminescence ELISAs was comparable to those of the radioimmunoassays (RIAs). Results obtained by the ELISA and the RIA in pregnancy plasmas, showed excellent correlation between ELISA and RIA (r = 0.96).

Specific antisera for the radioimmunoassay of estriol 3-sulfate.[Pubmed:6523541]

Steroids. 1984 Mar;43(3):235-42.

Antisera were raised in male guinea pigs against 6-oxoEstriol 3-sulfate O-carboxymethyloxime-bovine serum albumin (BSA) conjugate. The antisera to this antigen exhibited high affinity (Ka=4.7 X 10(9)M-1) and excellent specificity for Estriol 3-sulfate, showing slight cross-reactions (less than 0.43%) with other estrogen sulfates, and no cross-reactivities with free estrogens and other steroids (less than 0.01%) except cholesterol sulfate (0.22%). A standard curve using [6, 7-3H]-Estriol 3-sulfate as the radioactive ligand showed high sensitivity in the range of 10-1000 pg Estriol 3-sulfate.

Effect of estriol, estriol-3-sulfate and estriol-17-sulfate on progesterone and estrogen receptors of MCF-7 human breast cancer cells.[Pubmed:3702418]

J Steroid Biochem. 1986 Jan;24(1):357-9.

The levels of progesterone receptors (PR [cytosol (Cy) and nuclear (N)] and estrogen receptors (ER) [cytosol and nuclear; occupied and unoccupied specific binding sites] were evaluated in the MCF-7 cancer cell line incubated with estriol (E3), estriol-3-sulfate (E3-3-S) or estriol-17-sulfate (E3-17-S) for 7 days in culture. Cells were grown in MEM medium containing 2 mM glutamine, 10% v/v dialysed calf serum and penicillin-streptomycin (100 U/ml) in the absence (control) or in the presence of 5 X 10(-8) M E3, E3-3-S or E3-17-S. The total PR (Cy + N) concentration which was 0.47 +/- 0.10 (SE) pmol/mg DNA in the non-treated cells, increased to 1.95 +/- 0.48 in the E3 and to 1.55 +/- 0.26 in the E3-3-S treated cells. No effect (PR: 0.47 +/- 0.15 pmol/mg DNA) was observed with the E3-17-S treatment. Total ER (Cy + N, occupied + unoccupied binding sites) in pmol/mg DNA +/- SE, were as follows: control 0.79 +/- 0.17; + E3: 0.33 +/- 0.09; +E3-3-S: 0.90 +/- 0.18 and +E3-17-S: 1.82 +/- 0.58. The measurement by radioimmunoassay of unconjugated estriol in the culture medium indicated that after incubation with E3-3-S, a fraction (0.5-1%) of the sulfate was hydrolyzed but no hydrolysis was observed in the incubations with E3-17-S. It is concluded that in the MCF-7 human mammary cancer cell line E3 and E3-3-S stimulate PR very significantly, but it is suggested that E3-3-S acts through the hydrolyzed E3. On the other hand, E3-17-S is inactive because it is not hydrolyzed. Consequently, E3-3-S can play an important role in the biological responses of this mammary cancer cell line.

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