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651-48-9

Basic Information
CAS No.: 651-48-9
Name: 10,13-dimethyl-17-oxo-3-sulfooxy-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene
Article Data: 11
Molecular Structure:
Molecular Structure of 651-48-9 (10,13-dimethyl-17-oxo-3-sulfooxy-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene)
Formula: C19H28 O5 S
Molecular Weight: 368.494
Synonyms: Androst-5-en-17-one,3b-hydroxy-, hydrogen sulfate(6CI,8CI); 17-Ketoandrost-5-en-3b-yl sulfate; 3-O-Sulfodehydroepiandrosterone; 3b-Hydroxy-5-androsten-17-one 3-sulfate; 3b-Hydroxy-5-androsten-17-onemonosulfate; 3b-Hydroxy-5-androsten-17-onesulfate; 3b-Sulfooxy-5-androsten-17-one;5-Androsten-3-b-sulfate-17-one;Androst-5-en-17-on-3b-yl sulfate; Androst-5-en-17-on-3b-yl sulfuric acid; Androst-5-en-17-one-3b-yl sulfate;Androst-5-ene-17-one-3b-yl-sulfate; DHEA sulfate; Dehydroandrosterone sulfate;Dehydroepiandrosterone 3-sulfate; Dehydroepiandrosterone 3b-sulfate; Dehydroepiandrosteronemonosulfate; Dehydroepiandrosterone sulfate; Dehydroepiandrosterone sulphate;Dehydroisoandrosterone sulfate; Prasterone sulfate
Density: 1.3g/cm3
Melting Point: 190-192 °C
Boiling Point: 468.81°C (rough estimate)
Safety: A poison by intravenous route. Moderately toxic by intraperitoneal route. Experimental reproductive effects.
PSA: 89.05000
LogP: 4.78710
Synthetic route
42824-16-8

pyridine-SO3 complex

53-43-0

dehydroepiandrosterone

651-48-9

dehydroepiandrosterone sulfate

Conditions
ConditionsYield
With benzene als Pyridinium-Salz;
53-43-0

dehydroepiandrosterone

651-48-9

dehydroepiandrosterone sulfate

Conditions
ConditionsYield
With [35S]-3′-phosphoadenosine-5′-phosphosulfate; phosphate buffer; male Sprague-Dawley rat gastric mucosa cytosol sulfotransferase; Sucrose Product distribution;
With propylene glycol; human adrenal hydroxysteroid sulfotransferase (EC 2.8.2.2); PAPS for 0.166667h; Kinetics; further enzyme: bovine liver hydroxysteroid sulfotransferase, Km;
With pyridine; aminosulfonic acid
651-48-9

dehydroepiandrosterone sulfate

A

53-43-0

dehydroepiandrosterone

B

663-39-8, 24357-32-2, 57236-38-1, 118013-84-6

6β-hydroxy-3α,5-cycloandrostan-17-one

Conditions
ConditionsYield
Ausbeute in gepufferten wss. Loesungen (pH 1.2-6.8);
651-48-9

dehydroepiandrosterone sulfate

53-43-0

dehydroepiandrosterone

Conditions
ConditionsYield
With potassium acetate; glucuronidase; sulphatase from Patella vulgata at 37℃; for 18h;
With arylsulfatase from Helix pomatia In aq. acetate buffer at 21℃; for 24h; pH=7; Enzymatic reaction;
651-48-9

dehydroepiandrosterone sulfate

42151-23-5

(3S)-3-tert-butyldimethylsilyloxyandrost-5-en-17-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 0.5 M KOAc, pH 6.1 / glucuronidase/sulphatase from Patella vulgata / 18 h / 37 °C
2: imidazole / dimethylformamide / Ambient temperature
View Scheme
1281702-63-3

C12H24N4O2

651-48-9

dehydroepiandrosterone sulfate

C31H50N4O6S

Conditions
ConditionsYield
With acetic acid In ethanol; water at 70℃; for 0.5h;
Downstream Products
53-43-0
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    10,13-dimethyl-17-oxo-3-sulfooxy-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene Basic information Product Name: 10,13-dimethyl-17-oxo-3-sulfooxy-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phena

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Chemistry

Chemistry informtion about Dehydroepiandrosterone Sulfate (CAS NO.651-48-9) is:
IUPAC Name: [(3S,8R,9S,10R,13S,14S)-10,13-Dimethyl-17-Oxo-1,2,3,4,7,8,9,11,12,14,15,16-Dodecahydrocyclopenta[A]Phenanthren-3-Yl] Hydrogen Sulfate
Synonyms: 10,13-Dimethyl-17-Oxo-3-Sulfooxy-1,2,3,4,7,8,9,11,12,14,15,16-Dodecahydrocyclopenta[A]Phenanthrene ; Formylisoglutamic Acid ; Dehydroepiandrosterone Sulfate ; Dehydroepiandrosteronesulphate
MW: 368.487620 g/mol
MF: C19H28O5S
Density: 1.3 g/cm3
Following is the molecular structure of Dehydroepiandrosterone Sulfate (CAS NO.651-48-9) is:

Uses

 Dehydroepiandrosterone Sulfate (CAS NO.651-48-9) is a synthetic preparation of this hormone, used as a dietary supplement.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 655mg/kg (655mg/kg)   Shengzhi Yu Biyun. Reproduction and Contraception. Vol. 13, Pg. 414, 1993.
mouse LD50 intravenous 293mg/kg (293mg/kg)   Shengzhi Yu Biyun. Reproduction and Contraception. Vol. 13, Pg. 414, 1993.

Safety Profile

A poison by intravenous route. Moderately toxic by intraperitoneal route. Experimental reproductive effects.

Specification

 Dehydroepiandrosterone Sulfate (CAS NO.651-48-9) is a metabolite of dehydroepiandrosterone (DHEA) produced by the addition of a sulfate group, catalyzed by the sulfotransferase enzymes SULT1A1 and SULT1E1, which also produce estrone sulfate from estrone. Dehydroepiandrosterone Sulfate can also be back-converted to DHEA through the action of steroid sulfatase. In the zona reticularis layer of the adrenal cortex, Dehydroepiandrosterone Sulfate is generated by SULT2A1.This layer of the adrenal cortex is thought to be the primary source of serum DHEA-sulfate. DHEA sulfate levels decline as a person ages as the reticularis layer diminishes in size.
Dehydroepiandrosterone Sulfate is a steroid hormone produced mainly by the adrenal cortex, the outer part of the two adrenal glands that are located just above the kidneys. Though it's an androgen (a male-type sex hormone), it's produced by both males and females.
Dehydroepiandrosterone Sulfate serves as a building block for making the male sex hormone testosterone and the female sex hormone estrogen. A Dehydroepiandrosterone Sulfate test measures the amount of the hormone in the bloodstream. Dehydroepiandrosterone Sulfate levels are high in newborn babies, then quickly drop. They rise again during puberty, when they play an important role in triggering the development of pubic and underarm hair.