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Dehydroepiandrosterone

Dehydroepiandrosterone Structure
CAS No.
53-43-0
Chemical Name:
Dehydroepiandrosterone
Synonyms
DHEA;PRASTERONE;DEHYDROISOANDROSTERONE;DEHYDROEPIANDOSTERONE;TRANS-DEHYDROANDROSTERONE;Dehydroepiandrosterone(DHEA);ANDROSTENOLONE;dehydroepiandrosteron;3β-Hydroxyandrost-5-en-17-one;3BETA-HYDROXYANDROST-5-EN-17-ONE
CBNumber:
CB1475670
Molecular Formula:
C19H28O2
Molecular Weight:
288.43
MOL File:
53-43-0.mol
MSDS File:
SDS
Modify Date:
2024/7/9 21:58:15

Dehydroepiandrosterone Properties

Melting point 149-151 °C(lit.)
Boiling point 370.65°C (rough estimate)
alpha 12 º (c=2, ethanol 96% 25 ºC)
Density 1.0484 (rough estimate)
refractive index 1.4709 (estimate)
Flash point 9℃
storage temp. Hormones
solubility insoluble in H2O; ≥13.7 mg/mL in DMSO; ≥58.6 mg/mL in ETOH
pka 15.02±0.60(Predicted)
form Fine Crystalline Powder
color White
Water Solubility 21.8mg/L(23.5 ºC)
Merck 2871
BRN 2058110
InChIKey FMGSKLZLMKYGDP-USOAJAOKSA-N
LogP 3.230
CAS DataBase Reference 53-43-0
NIST Chemistry Reference 5-Androstene-3«beta»-ol-17-one(53-43-0)
EPA Substance Registry System Prasterone (53-43-0)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08
Signal word  Warning
Hazard statements  H361fd
Precautionary statements  P201-P202-P280-P308+P313-P405-P501
Hazard Codes  Xi,T,F
Risk Statements  36/37/38-39/23/24/25-23/24/25-11
Safety Statements  26-36-24/25-45-36/37-16-7
RIDADR  UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany  2
RTECS  BV8396000
HS Code  29372900

Dehydroepiandrosterone price More Price(9)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) D4000 trans-Dehydroandrosterone ≥99% 53-43-0 10G ₹18445.8 2022-06-14 Buy
Sigma-Aldrich(India) D4000 trans-Dehydroandrosterone ≥99% 53-43-0 25G ₹25904.23 2022-06-14 Buy
Sigma-Aldrich(India) D4000 trans-Dehydroandrosterone ≥99% 53-43-0 100G ₹59494.2 2022-06-14 Buy
Sigma-Aldrich(India) D4000 trans-Dehydroandrosterone ≥99% 53-43-0 250G ₹136784.7 2022-06-14 Buy
Sigma-Aldrich(India) 252805 DHEA - CAS 53-43-0 - Calbiochem Major secretory steroidal product of the adrenal gland. 53-43-0 10G ₹29650 2022-06-14 Buy
Product number Packaging Price Buy
D4000 10G ₹18445.8 Buy
D4000 25G ₹25904.23 Buy
D4000 100G ₹59494.2 Buy
D4000 250G ₹136784.7 Buy
252805 10G ₹29650 Buy

Dehydroepiandrosterone Chemical Properties,Uses,Production

Description

Dehydroepiandrosterone(DHEA) is an endogenous steroid hormone that is secreted primarily by the adrenal gland and is the most abundant sex steroid. It is a neurohormone; small quantities of DHEA are produced in the brain and declines in serum and CSF with age. (Knopman and Henderson, 2003). Metabolites of DHEA include androstenedione , which subsequently may be metabolized to testosterone or estrone which is an estradiol precursor. In addition to serving as an intermediate in the biosynthesis of sex steroids, DHEA directly modulates a number of cellular and nuclear receptors.

Chemical Properties

white fine crystalline powder. There are two crystal forms. Needle-like crystal, melting point 140-141oC; small leaf-like crystal, melting point 152-153oC. Has right-handedness. Soluble in alcohol, ether, benzene, slightly soluble in chloroform, petroleum ether. In case of digitonin to produce precipitation.

Occurrence

DHEA is naturally occurring in yam (see Wild Yam, p. 596-597).

Uses

Dehydroepiandrosterone (DHEA) is a major C19 steroid produced by the adrenal cortex. It is a major secretory steroidal product of the adrenal gland; secretion progresively declines with aging. May have estrogen-or androgen-like effects depending on the hormonal milieu. Intracellularly converted to androstenedione. It is used in treatment of menopausal syndrome. People living with HIV may be interested in taking DHEA for a variety of reasons, including treatment of depression, increasing bone density, decreasing arterial plaques, improvement of immune function with HIV, increased memory, and increased muscle strength.

Definition

ChEBI: Dehydroepiandrosterone is an androstanoid that is androst-5-ene substituted by a beta-hydroxy group at position 3 and an oxo group at position 17. It is a naturally occurring steroid hormone produced by the adrenal glands. It has a role as an androgen, a human metabolite and a mouse metabolite. It is a 17-oxo steroid, an androstanoid and a 3beta-hydroxy-Delta(5)-steroid.

Manufacturing Process

To a solution of 1 gram of 16-dehydropregnenolon-3β-acetate in 10 ml pyridine is added 0.22 gram of hydroxylamine hydrochloride, and the mixture is allowed to stand at room temperature for four days. One gram of 16dehydropregnenolon-3β-acetate oxime is dissolved in 30 ml of hot dioxane, and then the solution is cooled in an ice bath until about one-half of the dioxane has solidified. Then 1 gram of phosphorus pentachloride is added and the mixture is shaken until all the dioxane has melted. The mixture is maintained at 35°C, for seventy-five minutes, then an excess of ice is added and the solution is again allowed to stand at 35°C. After about thirty minutes, a solution of 5 ml of concentrated hydrochloric acid in 10 ml of water is added, and the mixture is diluted with water, extracted with ether and the ethereal extract washed with dilute sodium hydroxide solution. The ether is removed on a steam bath and the residue is worked up to yield dehydroepiandrosterone.

World Health Organization (WHO)

The World Health Organization has no information further to the above regarding preparations containing prasterone or to indicate that such preparations remain available.

General Description

DHEA is a major secretory steroidal product of the adrenal gland and is a hormonal precursor to both androgens and estrogens. It can also be synthesized using wild yam or soy, but there is no evidence to show that humans are able to increase DHEA levels by consuming these foods. DHEA and its sulfated metabolite, DHEA-S, are negative modulators of GABAA receptors.

Health Hazard

An experimental teratogen.Experimental reproductive effects. Questionablecarcinogen with experimental neoplastigenic data. Whenheated to decomposition it emits acrid smoke andirritating fumes.

Side effects

Side effects may include acne, skin rash, GI upset, hirsuitism, hypertension, and increased HDL. In people with HIV, additional side effects may include fatigue, nasal congestion, and headaches.

Safety

Dehydroepiandrosterone should always be used under the supervision of a medical professional. It is likely safe for people with low DHEA levels to take oral supplements short-term (<6 months) to restore DHEA to normal, but long-term use and doses resulting in high DHEA levels are possibly unsafe. Side effects are often seen with higher doses and longterm use.

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