ChemicalBook >> CAS DataBase List >>Dehydroepiandrosterone

Dehydroepiandrosterone

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
MDL Number:
MFCD00003613
MOL File:
53-43-0.mol
MSDS File:
SDS
Last updated:2024-01-17 16:57:51

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
form Fine Crystalline Powder
pka 15.02±0.60(Predicted)
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
EWG's Food Scores 1-3
NCI Dictionary of Cancer Terms dehydroepiandrosterone; DHEA
FDA UNII 459AG36T1B
NIST Chemistry Reference 5-Androstene-3«beta»-ol-17-one(53-43-0)
NCI Drug Dictionary prasterone
ATC code A14AA07,G03XX01
EPA Substance Registry System Prasterone (53-43-0)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
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(53)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D-063 Dehydroepiandrosterone (DHEA) solution 1.0?mg/mL in methanol, ampule of 1?mL, certified reference material, Cerilliant? 53-43-0 1mL $116 2024-03-01 Buy
Sigma-Aldrich 252805 DHEA - CAS 53-43-0 - Calbiochem Major secretory steroidal product of the adrenal gland. 53-43-0 10g $251 2024-03-01 Buy
Cayman Chemical 15728 Dehydroepiandrosterone ≥97% 53-43-0 1g $44 2024-03-01 Buy
Sigma-Aldrich D4000 trans-Dehydroandrosterone ≥99% 53-43-0 10g $166 2024-03-01 Buy
Sigma-Aldrich D4000 trans-Dehydroandrosterone ≥99% 53-43-0 25g $371 2024-03-01 Buy
Product number Packaging Price Buy
D-063 1mL $116 Buy
252805 10g $251 Buy
15728 1g $44 Buy
D4000 10g $166 Buy
D4000 25g $371 Buy

Dehydroepiandrosterone Chemical Properties,Uses,Production

description

Dehydroepiandrosterone (DHEA) is a steroid hormone that is a popular nonprescription oral “dietary supplement” used by men to enhance cognitive function, mood, libido, and athletic performance. Before 1994, DHEA was a prescription medicine. After the passage of the Dietary Supplement Health and Education Act of 1994, DHEA was reclassified as a nutritional supplement. Although sold over the counter in 25- and 50-mg strengths, DHEA is widely touted to maximize results at doses of 200 mg or higher. DHEA is banned by the International Olympic Committee and the National Collegiate Athletic Association as an anabolic agent. Limited information is available regarding potential harmful effects resulting from its supplemental use.

Indications and Usage

Dehydroepiandrosterone (DHEA,) chemical name 3β-hydroxy-5alpha-androstane-17-ketone, is an esterifying 3–β–hydroxy steroid retaining 5,6 cholesterol. A white crystalline powder, soluable in ethanol, ether, and benzene, and slightly soluable in chroloform and petroleum ether. Precipitates in digitalis.
DHEA is an estrogen precursor secreted by the reticular layer of the human adrenal cortex. Prevents obesity, resists diabetes, fights cancer, fights cortical disease, and delays senility treats immune deficiencies, promotes the growth and differentiation of bone cells, and promotes the synthesis of protein. It also resists viral infections, improves memory, and relieves nervous tension. DHEA is the main ingredient in steroid hormone intermediates (such as norethindrone and bisacetylene, etc.) and in birth control, and is involved in the secretion of many adrenal hormones. It has undergone extensive clinical research on treating menopausal syndrom, chorionitis, coronary heart disease, gout, psoriasis, AIDS and so on.

Mechanisms of Action

DHEA has a thyroid stimulating effect inhibiting food and fat intake and reducing fat accumulation, etc. It improves glucose tolerance, increases insulin level and fights diabetes. It can enhance endocrine system actiity, reduce cortisol levels, and resist a variety of pathological processes. It can help the body obtain cortical antibodies. DHEA has a strong protective and synergistic effect when used to treat tumors, becuase it inhibits ribose 5-phosphate. Inhibits cancer by inhibiting excessive mitochondria (NADPH) and ribose 5-phosphate esters. Regulates the growth of pancreatic cancer cells by regulating the concentration of estrogen in blood plasma. A decline in GnRH gene expression leads to aging, and DHEA can restore GnRH neuronal activity, stopping or improving certain diseases associated with declines in DHEA by stimulating GnRH biosynthesis. Restores impaired immune response, improves T- and B-cell function, and plays an important role in enhancing the physiological activity of insulin-like growth factor (IGF-1,) and is a potentially useful drug for immunodeficiency. DHEA alone cannot directly affect the growth and differential of osteoblasts, but it can do so by influencing 1,25-dihydroxyvitamin D3. The effects of DHEA on bone mass depend on the presence and form of sex hormones in bone cells and their endrocine effects on osteoblasts. DHEA is an anabolic protein hormone which promotes protein synthesis. According to the findings of Marrero and others, feeding DHEA (0.45%) to mice increased liver weight, increasing liver mitochondria by guiding liver protein restoring RNA and protein synthesis.

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.

Originator

Aslera ,Genelabs Technologies, Inc.

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.

brand name

17-chetovis 17-hormoforin;Cetavister;Climatost;Dastonil;Dha-s (prasterone);Gynodian;Longevital 5000;Maxepa;Mentalormon;Mylis;Neurocotex;Psicosterone;Ro 66827;Sh 833;Ultrapla.

Therapeutic Function

Glucocorticoid

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.

Biochem/physiol Actions

Product does not compete with ATP.

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.

target

Estrogen receptor | Progestogen receptor

References

[1]. kimonides vg, khatibi nh, svendsen cn, et al. dehydroepiandrosterone (dhea) and dhea-sulfate (dheas) protect hippocampal neurons against excitatory amino acid-induced neurotoxicity. proc natl acad sci u s a, 1998, 95(4): 1852-1857.
[2]. suzuki m, wright ls, marwah p, et al. mitotic and neurogenic effects of dehydroepiandrosterone (dhea) on human neural stem cell cultures derived from the fetal cortex. proc natl acad sci u s a, 2004, 101(9): 3202-3207.
[3]. charalampopoulos i, tsatsanis c, dermitzaki e, et al. dehydroepiandrosterone and allopregnanolone protect sympathoadrenal medulla cells against apoptosis via antiapoptotic bcl-2 proteins. proc natl acad sci u s a, 2004, 101(21): 8209-8214.

853-23-6
53-43-0
Synthesis of Dehydroepiandrosterone from Dehydroepiandrosterone acetate
Global( 634)Suppliers
Supplier Tel Email Country ProdList Advantage
XI'AN TIANGUANGYUAN BIOTECH CO., LTD.
+86-029-86333380 18829239519 sales06@tgybio.com China 964 58
Baoji Guokang Bio-Technology Co., Ltd.
0917-3909592 13892490616 gksales1@gk-bio.com China 9340 58
Joyochem Co.,Ltd
+86-0531-82687558 +8613290333633 sales@joyochem.com China 42 58
Senova Technology Co. Ltd.
+86-0755-86703119 +8618503098836 info@senovatech.com China 349 58
Pharmaceuticals Group Corp., Ltd.
+8613004379774 wu@jiaerke.com China 33 58
Nantong Guangyuan Chemicl Co,Ltd
+undefined17712220823 admin@guyunchem.com China 616 58
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd
+8613119157289 13119157289@163.com China 2985 58
Hebei Mojin Biotechnology Co., Ltd
+86-13288715578 +86-13231137666 sales@hbmojin.com China 12409 58
Hebei Dangtong Import and export Co LTD
+8615632927689 admin@hbdangtong.com China 1000 58
Firsky International Trade (Wuhan) Co., Ltd
+8615387054039 admin@firsky-cn.com China 436 58

Related articles

View Lastest Price from Dehydroepiandrosterone manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Dehydroepiandrosterone pictures 2024-03-19 Dehydroepiandrosterone
53-43-0
US $8.00-2.00 / g 1g 99% 300tons Hebei Dangtong Import and export Co LTD
Dehydroepiandrosterone pictures 2024-03-19 Dehydroepiandrosterone
53-43-0
US $960.00-650.00 / kg 1kg 99% 5000kg Hebei Dangtong Import and export Co LTD
Dehydroepiandrosterone(DHEA) pictures 2024-03-18 Dehydroepiandrosterone(DHEA)
53-43-0
US $0.00 / kg 1kg 0.99 10T Shandong Hanjiang Chemical Co., Ltd
5-ANDROSTENE-3BETA-OL-17-ONE 5-ANDROSTEIN-3B-OL-17-ONE 5-ANDROSTEN-3BETA-OL-17-ONE DEHYDROEPIANDROSTERONE (+)-DEHYDROISOANDROSTERONE hydroxyandrost-5-en-17-one ANDRO-3B-OL-17-ONE 3-HYDROXYANDROST-5-EN-17-ONE 3B-HYDROXY-5-ANDROSTEN-17-ONE 3BETA-HYDROXY-5-ANDROSTEN-17-ONE (3-beta)-3-hydroxyandrost-5-en-17-one (3-beta)-androst-5-en-17-on (3beta)-androst-5-en-17-on 17-Chetovis 17-Hormoforin 3-beta-hydroxy-androst-5-en-17-on 3-hydroxy-,(3.beta.)-Androst-5-en-17-one DEHYDROISOANDROSTERONE CRYSTALLINE DehydroepiandrosteroneForBiochemistry DHEA&DHEAAcetate 5A-ANDROSTEN-3B-OL-17-ONE (PRASTERONE) (DHEA) DEHYDROEPIANDROSTERONE,MICRONIZED (3S,8R,9S,10R,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one DHEA(DEHYDROEPIANDROSTERONE)&DERIVATIVES DEHYDROISOANDROSTERONE(DHEA)(RG) Dehydroepiandosterone / DHEA Prestara dehydroisoandosterone Dehydroepiandrosterone (DHEA) (DMF) 3β-Hydroxy-5-androsten-17-one, 5-Androsten-3β-ol-17-one, Dehydroepiandrosterone, Dehydroisoandrosterone, DHEA, Prasterone 3b-Hydroxyandrost-5-ene-17-one 3 B YDROXYANDROST-5-EN-17-ONE (+)-Dehydroisoandrosterone,99% 3-β-3-Hydroxy-Androstene-5-en-17-One Dehydrotransandrosterone Δ5-Androsten-3β-ol-17-one trans-Dehydroandrosterone,3β-Hydroxy-5-androsten-17-one, 5-Androsten-3β-ol-17-one, DHEA, Dehydroepiandrosterone, Dehydroisoandrosterone, Prasterone Dehydroepiandrostero Aster tataricus L.f. (3β)-3-Hydroxyandrost-5-en-17-one Dehydroepiandrosterone Cas 53-43-0 3b-hydroxyandrost-5-en-17-one DHEA (1.03681) Hydroxyandrostenone Dehydroepiandroserone(DHEA) NSC 9896 Dehydroisoandrosterone DHEA (+)-Dehydroisoandrosterone Prasterone 3beta-Hydroxy-5-androsten-17-one 5-Androsten-3β-ol-17-one Dhea (+)-Dehydroisoandrosterone Dehydroepiandrosterone solution (3S,8R,9S,10R,13S,14S)-3-hydroxy-10,13-diMethyl-3,4,7,8,9,10,11,12,13,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17(2H)-one DEHYDROISOANDROSTERONE(DHEA)(AS) Dehydroepiandrosterone Solution, 100ppm Dehydroepiandrosterone (DHEA) solution Dehydroepiandosterone(DHEA, Prasterone Dehydroepiandrosterone(AHEA,prasterone) Dehydroxyprogesterone